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How to Write the University of Chicago Essays 2022-2023

UChicago is a rigorous, top-tier research university located in beautiful Hyde Park, Chicago. It’s famed for its outstanding academic programs, neo-gothic architecture, and prestigious school of economics. If you’re interested in delving deep into theory, bookishness, and the most hardcore of academic materials, UChicago might be just right for you. 

You can complete your UChicago application through the Coalition Application or Common Application. The essay questions for this season are on the UChicago website , and listed below. The first question, which boils down to “Why UChicago?,” is required yearly. The second question, a one-to-two page essay, is also required, but applicants can choose from a menagerie of exciting prompts that offer boundless opportunities for creativity and reflection. 

Read this UChicago essay example to inspire your writing and watch our video where we interviewed UChicago students about their essay topics.

Before You Begin Writing  

The University of Chicago’s prompts are famous (infamous? both?) for being different, quirky, and sometimes downright weird. Have you ever seen the word cheese or pie in a college essay prompt before? I’m guessing not. But don’t get discouraged or overwhelmed—the weirdness of the UChicago prompts makes them ripe with opportunity to explore your passions, interests, and personal oddities. 

You know that subject you avoid in casual conversation, because it turns you into a gushing ball of enthusiasm that could talk for hours ? UChicago wants to hear about it. Whether it’s feminist literature of Southeast Asia, modern perception of African art, or your job at Colonial Williamsburg, UChicago has happily passed you the mic. 

While your creative opportunity has few bounds, there are some key strategies to conquering the UChicago essays. Keep this checklist of things in mind as you write: 

Unconventional topics often require unconventional styles. 

UChicago essays should definitely be viewed as a piece of creative writing, rather than a dry analysis. When you are in college, you will be asked to write thesis-driven essays, but that’s not what the UChicago essays are asking for. You need to have a clear focus, but you should be comfortable disrupting the familiar rhythms of essay prose. This can mean vivid (and I mean vivid ) imagery, addressing the reader directly, sentence fragments, CAPS, lists, and anything else! Toss in some wild jargon from your field, phrases from another language, anything you’ve got—as long as you explain them. You should try to be imaginative, engaging, and colorful while maintaining an authentic voice and staying focused with your subject matter.

Communicate who you are as an academic.

The point of your essay is still to tell admissions officers about yourself. Give them an image of how you will perform in and contribute to an academic environment. You can’t just gush about your topic—you have to prove that you can engage with it at a highly intellectual level. Explain research protocol, cite specific books you’ve read, mention your AP and IB classes, or give examples of how you’ve collaborated with others to produce results. 

UChicago admissions don’t want a student who says “I love physics”; they want a student who says “I love physics so much that I stayed up until 4 am reading Cosmos by Carl Sagan, and I use meatballs to diagram the moons of Jupiter to my friends, and I took Calc III because I plan on studying mechanical engineering with a focus on aerospace materials.” Be detailed about your studies; be explicit in your interests. 

Marry yourself to your topic.

Be sure to include the first person; you are the main character here, not whatever subject you’re writing about. The subject is an avenue to tell admissions officers about you. You aren’t trying to get your latest film, your famous lasagna, or your community service project into the university— you are trying to get in . Don’t be afraid to center yourself. How do these objects from your past illuminate facets of your personality? What do your interests say about you ?

And, as always, answer the prompt!

Print out the prompt, circle key words, hang it on your mirror. Read it, then read it again, and again . Sit with the prompt, get some (probably crazy!) ideas, then repeat the process! Many UChicago prompts are dense in their weirdness. Some of them take time to even understand. Many prompts will reveal themselves to you in your everyday life (after you’ve read them over and over again). Some of them just take deep thought. The key is to keep thinking and focus on what the prompt is asking. You’ve got this!

All the UChicago Essay Prompts

Prompt 1: (required), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago., prompt 2: extended essay (required; choose one).

Option 1: Was it a cat I saw? Yo-no-na-ka, ho-ka-ho-ka na-no-yo (Japanese for “the world is a warm place”). Może jutro ta dama da tortu jeżom (Polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). Share a palindrome in any language, and give it a backstory.

– Inspired by Leah Beach, Class of 2026, Lib Gray SB ’12, and Agnes Mazur AB ‘09

Option 2: What advice would a wisdom tooth have?

–Inspired by Melody Dias, Class of 2025

Option 3: You are on an expedition to found a colony on Mars, when from a nearby crater, a group of Martians suddenly emerges. They seem eager to communicate, but they’re the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. What do you share with them to show that humanity is worth their time?

—Inspired by Alexander Hastings, Class of 2023, and Olivia Okun-Dubitsky, Class of 2026

Option 4: UChicago has been affiliated with over 90 Nobel laureates. But, why should economics, physics, and peace get all the glory? You are tasked with creating a new category for the Nobel Prize. Explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment.

—Inspired by Isabel Alvarez, Class of 2026

Option 5: Genghis Khan with an F1 racecar. George Washington with a SuperSoaker. Emperor Nero with a toaster. Leonardo da Vinci with a Furby. If you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together?

-Inspired by Braden Hajer, Class of 2025

Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

Prompt 1 (Required)

The pressure’s on to be unique here, since EVERY SINGLE APPLICANT to UChicago will be answering this required question. Here’s what you need to do:

Provide a tangible connection to UChicago. 

This is composed of specific elements of the university that appeal to you, and UChicago’s website is a great place to delve into these. Be sure to be “particular,” as they stipulate, and give them the “specificity” they’re asking for. Examples include research opportunities at Argonne Labs, the marketing classes in the Business School, or an internship offered through the Creative Writing program. 

Don’t write about UChicago’s general attributes, like fame, prestige, or “intellectual rigor.” And please don’t try to be clever and refute the old canard that UChicago is the place “Where Fun Goes to Die.” Application readers have seen this hundreds, if not thousands of times. And besides, why talk about a tired UChicago stereotype when you can talk about something cool? 

Describe your intangible connection as well. 

How is UChicago a place that aligns with your values, dreams, and goals? How do you vibe with it? For example, if I wanted to write about the Creative Writing internship, I would state explicitly how it draws me in: 

“ I want to attend a college that values the innovative nature of indie comics publishing as much as I do. So, I’m impressed by UChicago’s commitment to providing internships in comics writing through Bult Publishing and The Artifice magazine. One of my goals as a writer is to gain firsthand experience in comics publishing, specifically small houses, and the Creative Writing program at UChicago hits the mark, resoundingly. ”

Engage with faculty and students, if possible. 

This is a perfect place to talk about specific interactions, like sitting in on an inspiring seminar during a campus visit, hearing a professor speak, or seeing how UChicago has prepared a friend for his career. 

However, always be sure to tie these experiences into your own goals and interests! For example, don’t just name-drop a certain Professor Smith. Instead, take the opportunity to find a personal connection to Smith’s research and how great UChicago is for supporting people like her. Your format should be

        Program/Individual/Major – UChicago’s Values – My values

If you want to learn more about a specific professor or their subject, don’t be afraid to politely email them or contact their department. Many love to talk about their work and their interests, or would love to put you in touch with current students. This will better inform you about the school and give you a great edge for this prompt. And, more importantly, you’ll probably get great advice for your higher education journey. Note: the earlier you prepare for this, the better!

It’s worth noting that there is no recommended essay length, but sticking to around 500 words should do the trick. It’s long enough to share the reasons you’ll thrive at UChicago, but not too long that the admissions officers will start to get bored.

Prompt 2: Extended Essay (Required, Choose One)

Choose one of the six extended essay options and upload a one- or two-page response. Please include the prompt at the top of the page.

Prompt 2, Option 1

Was it a cat i saw yo-no-na-ka, ho-ka-ho-ka na-no-yo (japanese for “the world is a warm place”). może jutro ta dama da tortu jeżom (polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). share a palindrome in any language, and give it a backstory..

If you love linguistics and creative writing, this is a good choice for you. You have the freedom to pick any palindrome—a word or phase that says the same thing when read forward and back—and get as creative as you like. If you speak another language or have a unique cultural background, picking a palindrome in that language would be a great way to tie in your background.

Let’s look at a few examples of how you can turn a phrase into a story:

Draw, O coward!

Bring a moment from one of your extracurricular activities to life: Little beads of sweat rolled down from my temple to my chin, carrying the stage makeup caked on my face with them. My sweaty palms fumbled by my side to grab my plastic prop sword. My scene partner’s words fell on deaf ears as my director’s voice coursed through my head. Don’t forget to hit the O, she would say. My brain lagged behind the rest of my body. Before I could process what had happened, my sword was tightly gripped in my outstretched hand and my booming voice declared “Draw, O coward!”

Si Nummi immunis (Latin for “Give me my fee, and I warrant you free”)

Discuss a social issue you deeply care about: In the DA’s office, interns don’t do much—I was your standard coffee-getter and errand-runner. The one exception: looking at bail records. Every day, I could peek at who posted bail and for how much. While I originally approached it with a child-like curiosity, it quickly became disheartening. Looking at record after record of affluent offenders who paid their fee and went about their days made my heart ache for those who couldn’t afford bail, through no fault of their own. Every morning, on my trip to the coffee shop, a little voice in my head kept telling me: Nothing will change unless you take action.

दामाद (Dāmād, Hindi for “son in law”)

Tell a story of your family: No one dares to get in between a mother and her daughter. Especially my nani and mom. So, the day my dad marched up to my nani’s door and declared he was going to marry her daughter didn’t go as anticipated to say the least. “You will never be my dāmād. She is too good for you.” Was it his goofy smile or his naan baking skills that finally won her over? Whatever it was, he carries the title of dāmād as a badge of honor now.

Prompt 2, Option 2

What advice would a wisdom tooth have.

This is the shortest option of the bunch, making it one of the most open-ended prompts. You can interpret this question from several different angles, and here are some potential ideas:

The play on words angle

Wisdom teeth are named as such because they erupt later in life, when you typically have more wisdom. Your wisdom teeth might advise you that this is true, and you could share the life lessons you’ve learned as you’ve grown older, opening each paragraph with an age and an anecdote.

The foodie angle 

If you’re a big foodie or chef, your wisdom teeth might advise you on their favorite dishes they’ve seen/chewed. You could share those dishes and the stories behind them. For example, maybe all your favorite recipes are gathered from cooking with others, and you could share the story of how your family hosted an exchange student from Portugal and how they taught you to make pastéis de nata, and how your grandmother taught you how to make her pierogies while sharing life advice with you.

The “stuck inside” angle

Many people’s wisdom teeth never see the light of day and remain impacted in their gums. This could be a segue into telling a story of how you stayed engaged when quarantined or stuck indoors during a rainy day. For example, maybe you picked up sewing during the pandemic because you couldn’t go outside and now you make historical period gowns. Your wisdom teeth might advise you that sometimes boredom or idleness can help you find new inspiration.

The relevancy angle

While wisdom teeth aren’t very useful in the modern world, It’s believed that they helped our prehistoric ancestors quite a bit. Back then, humans needed to grind raw meat, nuts, and leaves, so these extra molars made it easier to break down food. Beyond that, dental hygiene probably wasn’t the best, so humans may have lost adult teeth, which the wisdom teeth would then replace. 

If you like fiction writing, you could imagine wisdom teeth in a room with other things that were once relevant, but are now obsolete, such as floppy disks, dinosaurs, sundials, etc. What would they say to each other? What are they all doing together?

The medical angle

Wisdom teeth are actually not routinely removed in countries outside of the US. As a result, some people interpret the industry as a ploy to make money from unsuspecting patients. If you’re going into the medical or dental field, you could use this prompt as a chance to comment on the state of medicine and why you feel healthcare needs to be reformed. 

Some argue that removing wisdom teeth still reduces the chances of complications down the line, while others think the surgery is riskier than leaving the wisdom teeth in. You could use this debate as a chance to share a time you did a cost-benefit analysis on an area of your life, such as the time you were deciding whether to work at a brand-new local jewelry shop that paid less but had more opportunities for growth, or to work at a grocery chain.

Prompt 2, Option 3

You are on an expedition to found a colony on mars, when from a nearby crater, a group of martians suddenly emerges. they seem eager to communicate, but they’re the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. what do you share with them to show that humanity is worth their time.

Like all the others, this prompt is another way to showcase your creativity, but it also gives you the opportunity to reveal what you value. If you love art and history, you could show the Martians Botticelli’s Birth of Venus. If you’re an avid music fan, maybe you want to teach the aliens the iconic Thriller dance. Inexplicably fascinated by science? Show your new friends the benefits of penicillin. 

What’s important about this essay is not what you pick, but how you demonstrate its importance . Forget about writing a college application essay for a minute; you are tasked with saving the entire human race. That’s a lot of pressure. Anyone could show the Martians a picture of the pyramids of Egypt, but it’s all in the story you tell that will make them appreciate this is the greatest accomplishment of humans and the true test of their capabilities.

Let’s take the example of the student who writes about penicillin. What they shouldn’t do is write “ I would show the Martians penicillin because it was one of the biggest medical advancements that allowed for humanity to conquer infections that used to be deadly, allowing people to live longer and healthier lives.” While what they wrote is true, it reveals nothing about them. The item you choose will undoubtedly be important to not just humanity, but you, so your response needs to establish a personal connection.

So what should this student do? They could start their essay by telling a story of how they plan to find a sick Martian suffering from an infection and will inject them with penicillin to show the aliens its magical healing properties. Then, this student should go into what penicillin means to them. Did they volunteer at a hospital where they witnessed people recover from infections that could be deadly because of this medicine? Maybe penicillin saved their life and allowed them to pursue their research that could be the next scientific breakthrough. 

You can get creative and playful with the story you tell about the item you chose, but if you go with this option, you’ll want to spend more of your essay focused on how that choice made a difference, not just for humanity, but in your life. 

Prompt 2, Option 4

Uchicago has been affiliated with over 90 nobel laureates. but, why should economics, physics, and peace get all the glory you are tasked with creating a new category for the nobel prize. explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment..

The Nobel Prize is awarded to those who have “conferred the greatest benefit to mankind” in the categories of Physics, Chemistry, Physiology or Medicine, Literature, and Peace. Through this prompt, UChicago wants to know what matters to you, and they want to see your analytical and creative side shine through your selection process.

You can take a more straightforward angle or a more unconventional one with this prompt. A straightforward angle would involve selecting a “serious” category that fits neatly into the existing ones, such as Sustainability, Education, Technology, or Music. 

The unconventional angle would mean coming up with, well, something more unusual. Maybe you think there should be a Nobel Prize in Cooking, Hiking, Crocheting, or Speed Reading.

The category itself doesn’t matter as much as your connection to it, as you’ll need to explain why you chose it. Make sure your essay touches on both the personal significance of the category as well as its implications for mankind. For example, maybe you chose cooking because it’s soothing for you as a home chef, but it also has the power to improve the mood of those eating the meal. Food has also brought people from different backgrounds and cultures together throughout millenia. 

Continuing this cooking example, your selection criteria could involve a competition where cooks from around the world are asked to create dishes in three categories: one from their own culture, one from another culture, and a meal for ten that costs no more than $1/plate. This competition would highlight the cultural aspects of cooking, but also raise awareness of food insecurity and the challenge of creating nutritious meals at a low cost.

In addition to the criteria you need to receive the accolade, you could include examples of previous winners or people you would like to nominate for the prize.

UChicago prides itself on the accomplishments of its alumni, but the school gives every student the opportunity to excel within their own right. They want you to be a future Nobel Prize winner, so if you don’t feel like you fit into the traditional categories, here’s your chance to show them how you will succeed and change the world for the better.

Prompt 2, Option 5

Genghis khan with an f1 racecar. george washington with a supersoaker. emperor nero with a toaster. leonardo da vinci with a furby. if you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together.

There’s three important things your response to this prompt needs to incorporate: what wacky pairing you choose, what their interaction would look like, and why the world absolutely needs to witness this combo.

Let’s take a look at a sample pairing a student might choose:

Who and What?

While you could choose any random figure and item, this essay will be most successful if you choose either someone or something that has personal significance to you (although it will be strongest if both your person and technology relate to you!). So for example, if a student loves graphic design, they might choose to give Walt Disney an iPad and Apple Pencil. 

This might not be the wackiest combo they could choose, but notice how both relate to the student and their passion. Growing up on Disney animation was what prompted this student to start doodling when they were younger, which eventually led to an interest in graphic design. Their iPad is their sketchbook, home to thousands of designs that they can create at their fingertips. This student wants to see what their inspirational figure would do with the piece of technology they cherish the most.

How do they interact?

This is where you can infuse more creativity into your essay. What will separate an okay response from a good or great one is how well you can show the interaction between these two unlikely players. Using the example of Walt Disney, this student could describe some of the tools they have used and apply it to a drawing of Mickey Mouse. Maybe they think Disney would have made a new movie every week if he had that advanced technology at his fingertips and the student shares the concept behind his latest character design. 

Whatever you choose to do, the interaction of a historical figure with modern technology would be ridiculous and hilarious. If you’ve taken anything away from UChicago based on their prompts, it should be the value they place on creativity, so don’t throw away this opportunity to inject some creativity into your response.

Why should we care?

The last thing you’ll want to make sure of in your essay is to pull back from the absurdity of the moment and reflect on why this odd combination is important. Even if it only has a deeper significance to you, we still want to know why you chose this pairing over every other.

Our student would probably elaborate on what Disney animation meant to them growing up at this point in the essay. They might explain that if they were influenced by the stories and visuals Walt Disney created, they can only imagine how many more kids all over the world would have had the same experience if he was able to use modern technology to develop his projects. 

You don’t have to follow this exact model in your response, but keep these different aspects of the prompt in mind as you write. As long as you can tell an engaging story of the item and historical figure interacting, and find a personal connection, you can really pick any person and item.

Prompt 2, Option 6

In the spirit of adventurous inquiry (and with the encouragement of one of our current students) choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

Again, this prompt is, on the surface, granting you a lot of leeway. UChicago even ends it with an exclamation point! But you should always remember: they expect a disciplined, thorough, rigorous essay. Don’t let your sense of fun and frolic drown out your serious intellectual ideas.

Pick a prompt that inspires you to write, and connects with your academic interests. If a prompt jumps out at you, and you’re immediately filled with ideas, it’s probably a good fit. Just take it slowly, jot your thoughts down, and get to work. 

Involve your personal connection to that prompt. If you’re not answering any of the 6 prompts UChicago has issued this year, the onus is on you to prove that you and the archival prompt you’ve picked are a match made in heaven. This means having a lot of knowledge and personal investment in your subject matter, and an angle/perspective totally unique to you. 

If making your own question, remember this: YOUR QUESTION IS YOUR HOOK. So make sure it’s not a question that could be found on a standard-issue application, like “When did I overcome a challenge?” or “What’s a place that feels like home?” These prompts are everywhere. They won’t get the job done, and they won’t make an unforgettable first impression. But “Why did I lock myself in the basement and watch The Bee Movie for eighteen hours?” That’s a different story. 

If you look at past UChicago prompts, they tend to be fond of certain things: numbered lists, fairy tales, common phrases, and items of pop culture that can be re-contextualized. They also like hearing your answers to famous questions, and you might have a unique answer to “Et tu, Brute?” or “Do you like pina coladas and getting caught in the rain?” Just remember that the novelty of the question, while the hook of your essay, is not its substance. If your biography and scholarly interests don’t involve pina coladas, or rain, you might just have to pick a different question to answer – as wonderful as that eternal question is.

UChicago essays take a lot of time and thought—but don’t overthink it. The university wants to hear what you have to say, in its full form. That’s why they give you a page limit, and not a word limit—no last minute cutting! Fully develop your ideas in a way that feels natural. If a paragraph needs to be a little thicker, or if you need to include a longer quote from your favorite author, don’t worry about it. These essays can be fun to write and extremely effective.

You can look up lots of examples of essays online, but try not to get intimidated. It’s the nature of the UChicago essays to encourage everyone to showcase their expertise—which is exactly what you should try to do! You may read sample essays and think, “Wow. I’ve never spent a month in Arizona digging up fossils. How can I ever compete?” Try to reframe the essays as a Giant Celebration of everyone’s achievements and interests not a Competition.

If you’ve written your UChicago essay and are looking for feedback, you might want to check out our free peer essay review and paid expert essay review . Since the UChicago essay prompts are weird, it’s important to get an extra set of eyes on them to make sure they are clear and engaging! You can also improve your own writing skills by editing other students’ essays.

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How to Write the UChicago Supplemental Essays 2020-2021

Padya Paramita

July 8, 2019

A Guide to the UChicago Supplemental Essays 2020-2021

You probably already know that admission into the University of Chicago, with its acceptance rate of only 7.9%, is far from guaranteed. But as you gear up to apply, you might get further thrown off by the essays you have to write. Alongside the required classic “why UChicago” question, this highly selective school also presents you with some rather unusual prompts in the UChicago supplemental essays 2020-2021 .  

You don’t expect to see references to Costco or Harry Potter when you’re getting into the mindset for convincing admissions officers why you’re a good fit for a school, and yet these have been part of past UChicago prompts. It goes without saying that UChicago’s quirky prompts aren’t your typical supplemental essay questions. But despite their unique nature, the goal of the university is the same as any other school -  to understand your perspective, to get a sense of your goals, and determine whether your values align with those that UChicago looks for in its students. To guide you through each of the prompts, I have outlined the questions, how to go about tackling them, and more tips to help you write the UChicago supplemental essays 2020-2021 .

The UChicago Supplemental Essays 2020-2021

UChicago prides itself on its thought provoking supplemental essay prompts. Use these as an opportunity to introduce yourself, what you’re passionate about, and your ambitions and goals. Although there is no set word limit for any of the prompts, InGenius Prep counselor Natalia Ostrowski, who worked as the Assistant Director of Admissions at UChicago, recommends that you limit the first essay (“Why UChicago”) to a page (double spaced in 12 point font). The second essay - the more weird and unusual one of the two - should be about two pages, double spaced and in 12 point font. 

The voice in your essay can be serious, you can let your creativity completely loose, or you can find an in-between take on any issue you’re writing about. According to Natalia, “UChicago admissions officers want to see how you connect ideas and get a front-row view into your critical thinking, intellectual curiosity and excitement for knowledge.” 

So without further ado, let’s go through all of the prompts - including each of the odd ones - for the UChicago supplemental essays 2020-2021, and ways you should dissect and answer them:

Question 1 (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Although there is no strict word limit on this “why UChicago” essay, don’t go overboard with what you like about the university. Admissions officers already know it’s a great school. How do you narrow down what you love about the college? Well, look at the question for hints. The question asks that you elaborate on how UChicago can help meet your needs when it comes to the following:

When reading your response to this question, admissions officers are looking for whether you’ve done your homework on UChicago to determine how much you’d fit into the college. Below are a few questions that Natalia suggests you ask yourself to brainstorm for this essay:

• Why is the Core important to you? (And don’t just copy/paste what you wrote for Columbia and vice versa — they’ll know) 
• What specific majors are you interested in and why? 
• Has it always been your dream to work with [ insert professor here ] or study abroad in [ insert location here ]? Why? 
• Which activities are you excited to contribute to? Why do you want to be a Maroon (yes, UChicago has sports!)?

Emphasize the community aspect - how do you hope to find your people on campus? Is it 

the opportunity to participate in student organizations such as Humor Magazine or the intramural wiffleball team that call out to you? Or are you keen to explore Chicago’s Revival Community Improv Theater within walking distance of the college? You might want to continue your community involvement work from high school by participating in the Neighborhood Schools Program, The Civic Knowledge Project, or one of the college’s several organizations that help give back to the greater Chicago community. 

Since you have space, you can provide context on who you are, your passions, and the kind of values you hope to bring to UChicago. Whatever you choose to write about, make sure you prioritize what you’re looking for from your college experience and how UChicago is the ideal place to explore these interests or goals. Show admissions officers that you have done your research and can convincingly argue for your place at the school, clearly outlining the parts of campus you wish to commit to.

Question 2: Extended Essay (Required; Choose One)

Now we get to the more peculiar essays. At first - and even second or third glance - these questions are out of the box in comparison to other schools’ supplemental essays. But where do you even start? Natalia affirms that, “Admissions officers want to see how your brain works. It doesn’t matter what you write about or which question you answer — your ideas and how you write about those ideas is what matters.” 

She also adds that from your essay, “Admissions officers will be able to have a glimpse of who you might be in the classroom, or when you’re deep in discussion in the dining halls or dorms, or walking through the snowy Harper Quad on your way to get some hot chocolate at Hallowed Grounds.” 

The takeaway for admissions officers reading your UChicago supplemental essays 2020-2021 should be to understand what makes you tick and how you are going to contribute to the community. This is the goal you should keep in mind throughout your writing process.

Essay Option 1

Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics... it's all up to you (or your woodchuck).

—Inspired by Blessing Nnate, Class of 2024

This is one of the most open-ended questions among the UChicago supplemental essays 2020-2021 , because with a convincing enough argument, you might just be able to sway admissions officers to believe - or not - that a certain tongue twister has an answer that we might not have thought about before. Here are some tongue twisters — with questions ingrained in them — to help get you started on your brainstorm:

• Peter Piper picked a peck of pickled peppers. How many pickled peppers did Peter Piper pick?
• Can you can a can as a canner can can a can?
• She saw Sharif's shoes on the sofa. But was she so sure those were Sharif's shoes she saw?
• Which witch switched the Swiss wristwatches?
• To begin to toboggan first buy a toboggan, but don't buy too big a toboggan. Too big a toboggan is too big a toboggan to buy to begin to toboggan.

Don’t get so caught up in the tongue twister that you miss the second half of the question: “method of your choice.” Use this question to discuss your potential major or interest, because after all these are your supplemental essays. How can a certain law in physics explain if you can “can a canner?” Does the law of demand and supply in economics help answer the question of “How many pickled peppers did Peter Piper pick?” This is a great question to combine both your imagination and creativity alongside your curiosity within your academic interest.

Essay Option 2

What can actually be divided by zero?

—Inspired by Mai Vu, Class of 2024

This is another open-ended prompt. Since, unlike the last question, the college hasn’t specified that you should use an academic subject to explain your answer, your options are truly unlimited in how you choose to answer the question. This prompt isn’t one where you should bring up your academic interests unless they flow in organically. But it is a great opportunity to show your humorous side and make the admissions officers laugh.

You can reflect on a real-life incident that occurred that helped you have a certain realization, or you can be more hypothetical and come up with your own math problem. Whatever you choose, it’s crucial that you explain why you’ve drawn a certain conclusion. What does “being divided by zero” mean to you? Why do you believe X object cannot actually be divided by zero? Since there are no specifications, you can use a concrete object such as chairs, or a more abstract example, such as happiness or grief.

Download Every Supplemental Prompt Here!

Essay option 3.

The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?

—Inspired by Peter Wang, Class of 2022

This prompt from the UChicago supplemental essays 2020-2021 is a great place to show the school that you’re not afraid to tie everyday mundane things to academic areas. Think about how you use topics such as astronomy or grammar in daily life. To tackle this prompt, you could talk about a particular mathematical formula that you believe everyone should know. Or you could take the Trivium route and explore how grammar has evolved over time.

Remember though, that you are encouraged to get as creative as you want with these, so if you want to use examples from a language that originated in a fantasy novel or film that you enjoy, you could take that risk. This question, like prompt 1, leans in a more academic direction than the others - since it explicitly brings up fields that you’d study in school and/or college. So if you’re not a fan of creative writing, this question might be more approachable for you since the answer can be framed with a scholarly angle. Whichever approach you choose, make sure to not emphasize the question, “what is essential for everyone to know?” but rather why you believe it’s important for every single person.

Essay Option 4

Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer's key of at least 300 words to help us best understand your creation.

—Inspired by Maximilian Site, Class of 2020

If you’re an artist, or a visual thinker, this could be a great prompt to attempt. Since the question doesn’t specify whether the map you create can be from a real or fictional place, you can go all out and pursue anything you like. It can be on a smaller scale — such as your neighborhood growing up, or far bigger such as the entire continent of Asia.

One factor to keep in mind is to make sure that the subject has relevance to you. Since these essays help admissions understand what makes you unique and helps them make their decision, think about how you can use your choice of map to convey an interest or goal. If you want to be a computer scientist for example, you can reimagine the map for Silicon Valley to your convenience and explain why you’ve done so.

Essay Option 5

"Do you feel lucky? Well, do ya, punk?" - Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.

—Inspired by Chris Davey, AB’13

This is definitely a more lighthearted prompt among the UChicago supplemental essays 2020-2021, that allows space both for creativity as well as a chance to demonstrate your interest in a particular topic. You could, for example, take a quote from The Office or a well known internet meme and assign it to someone such as Albert Einstein or Abraham Lincoln. The more important aspect of this prompt is the second half of the question: the implications of misattributing a quote. How is an industry — or even the world — impacted if someone who is reputable has their viewpoint misunderstood? 

This can be a particularly interesting topic to explore if you’re keen on English or journalism, as students applying to UChicago often are. What are the consequences of misquoting someone? Take the quote and persona you’ve chosen and imagine how the world — or a community — would be shifted if people start believing that they used an uncharacteristic statement. Analyze how such an incident can shift dynamics, through a lens that you’re passionate about, such as sociology, politics, or literature. 

Essay Option 6

Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.

—Inspired by Steve Berkowitz, AB’19, and Neeharika Venuturupalli, Class of 2024

UChicago appreciates students who “ dig deeper, push further, and ask bigger questions ” — and this question is an effective way to demonstrate that you have the traits that the school looks for in its students. Think carefully about what you wish to cover here — there really are no limits on your topic as the prompt suggests that your solution can be creative. Don’t be afraid to think out of the box. For example, you might find the perfect answer to the question of “milk first or cereal first?” by discovering a solution that explains exactly why one is more efficient than the other. 

By explaining what the solution is — and its subsequent problem — you not only get to apply your knowledge and understanding of a topic, you get to kill two birds with one stone and convey your area of interest to the admissions officer as well. For this prompt, I’d recommend having a third party read the essay to see if the logic you’ve used in solving the problem does indeed make sense. You don’t have to be scientific at all in your explanation - you just have to convince the reader.

Essay Option 7

In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you don’t like any of the other options, why not look at 30 of the previous years’ questions that UChicago has provided to inspire you. The question “How are apples and oranges supposed to be compared? Possible answers involve, but are not limited to, statistics, chemistry, physics, linguistics, and philosophy” might appeal to you more than any of the new prompts for UChicago supplemental essays 2020-2021 . And that is okay. 

Note that UChicago is giving you an incredible amount of choice here by providing access to their past prompts. If you decide to go the alternative route and come up with your own question, it HAS to be good enough. It wouldn’t be the wisest decision to go with your own lame prompt with the plethora of options in your arsenal. 

While UChicago doesn’t prefer that you answer questions 1-6 rather than 7, carefully weigh your options before you decide to pick number 7. Is there nothing you might have to say for the first 6 essay questions? If that is indeed the case, and you’re willing to take the risk (and UChicago appreciates risk-takers) put your unique spin on a previous - or completely original - question!

Additional Tips for Writing the UChicago Supplemental Essays 2020-2021

Now that you’ve taken a look at the prompts for the UChicago supplemental essays 2020-2021 , here are a few tips to help your brainstorming process: 

• Standout essays for standout prompts - The prompts for the UChicago supplemental essays 2020-2021 are without a doubt, highly unique. It’s okay to feel intimidated, and you might choose a prompt which asks for a more academic-leaning response if you’re not a creative writer. While it’sfine to find an option that’s tailored towards your assets, note that other applicants will be writing all sorts of weird and highly imaginative essays. So you need to come up with something memorable and original to stand out among the competition.
• Consider multiple approaches - Each of the questions for the UChicago supplemental essays 2020-2021 have different routes you can choose. For some, such as the “misattribute a famous quote” prompt or the topic of your choice questions, you can write about anything. So don’t restrict yourself into thinking there is a right answer. While it might feel like the college may want you to answer a certain way, UChicago wants to understand your personality and background. Stay true to yourself and authentically convey who you are and the way you view the world.
• Don’t let the prompts discourage you from applying to the school - While the prompts set by the University of Chicago are definitely unusual and undoubtedly tricky, they are not impossible to answer. The school has set a standard for similarly quirky questions and hundreds of students still get in every year. So the minute you see these on the Common App, don’t be tempted to run away and remove UChicago from your school list. It’s a great school, and if you have a strong application to compete with other top students, don’t miss out on the chance just because the supplemental essays seem a little intimidating!

The UChicago supplemental essays 2020-2021 can add depth to your application and help admissions officers understand who you are and what you’re looking for from your college experience. The “why UChicago” prompt is your chance to convey how you would be a good fit at UChicago and vice versa. On the other hand, the essay question is a great component to capitalize on so that admissions officers understand your interests, creativity, and how you view the world. The task at hand might seem like a tough uphill battle, but it’s definitely not impossible. Good luck!

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Uchicago Supplemental Essays: Word Limits And Requirements

Crafting a standout supplemental essay is key for applicants hoping to get into the University of Chicago, known for its quirky essay prompts. If you’re pressed for time, here’s the quick answer: UChicago’s supplemental essays have varied word limits, typically 100, 200 or 250 words.

In this comprehensive guide, we’ll provide an overview of UChicago’s supplemental essay prompts, detailing the word limit for each one. We’ll also offer tips on successfully answering the questions within the constraints. With strong essays that showcase your personality, you’ll be on your way to joining UChicago’s vibrant student community.

UChicago’s Supplemental Essay Prompts

When applying to the University of Chicago, students are required to submit supplemental essays in addition to the general application. These essays are an opportunity for applicants to showcase their creativity, critical thinking skills, and passion for learning.

The essay prompts provided by UChicago are known for being unique and thought-provoking, challenging students to think outside the box. Let’s take a closer look at the essay requirements and analyze the prompts.

Overview of Essay Requirements

UChicago requires applicants to submit two supplemental essays. The first essay has a word limit of 250-500 words, while the second essay is limited to 2-3 pages. These essays are a chance for students to demonstrate their writing skills and ability to craft a compelling narrative.

It’s important for applicants to carefully read and understand the essay prompts before starting their writing process.

UChicago values creativity and originality, so it’s recommended that students think outside the box and approach the prompts in a unique way. The university wants to see applicants who are willing to take risks and think critically about complex issues.

It’s also important to showcase a genuine interest in the subject matter and provide personal insights and experiences.

Analyzing the Essay Prompts

UChicago’s essay prompts are designed to encourage students to think deeply and critically. Here are a few examples of past essay prompts:

“How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.”

“What does Play-Doh have to do with Plato? Consider the quote attributed to the ancient Greek philosopher: ‘You can discover more about a person in an hour of play than in a year of conversation.'”

“In a famous quote by José Ortega y Gasset, the Spanish philosopher proclaims, ‘Yo soy yo y mi circunstancia’ (I am myself and my circumstance). Describe a specific circumstance in which you found yourself, and explain how it has shaped you as a person.”

These prompts require students to think creatively, make connections between different concepts, and reflect on their own experiences. The goal is not to provide a “correct” answer, but rather to showcase the applicant’s ability to think critically and express themselves effectively.

It’s important for applicants to take their time when brainstorming and writing these essays. They should consider their own passions, interests, and experiences, and find a way to connect them to the prompt in a meaningful way.

It can be helpful to seek feedback from teachers, mentors, or peers to ensure that the essays effectively convey the desired message.

Navigating UChicago’s Word Limits

When it comes to UChicago’s supplemental essays, word limits can be both a blessing and a curse. On one hand, they can challenge applicants to be concise and get straight to the point. On the other hand, they can leave applicants feeling restricted and struggling to convey their ideas effectively.

However, with the right approach, you can navigate these word limits and create compelling essays that showcase your unique qualities and interests.

Tips for Short Essays

Short essays, typically around 250 words, require you to be strategic with your words. Here are some tips to help you make the most of this limited space:

• Focus on one idea: Instead of trying to cover multiple topics, choose one specific aspect of your life, experience, or interest to explore in depth. This will allow you to provide more detail and showcase your passion.
• Be concise: Eliminate any unnecessary words or phrases to ensure that every sentence contributes to the overall message of your essay. Avoid repetition and get straight to the point.
• Show, don’t tell: Instead of simply stating facts or opinions, use vivid language and specific examples to bring your experiences to life. This will help create a more engaging and memorable essay.
• Edit and revise: Once you have written your essay, go back and review it carefully. Look for areas where you can tighten your writing and make every word count.

Building an Impactful Narrative

For longer essays, around 500 words, you have more room to develop a narrative and explore your ideas in greater detail. Here are some strategies to create an impactful essay:

• Start with a hook: Grab the reader’s attention from the beginning by opening your essay with a compelling anecdote, a thought-provoking question, or a surprising statement.
• Organize your ideas: Create a clear structure for your essay, with each paragraph focusing on a specific theme or aspect of your topic. This will help guide the reader through your essay and make it easier to follow.
• Support your points: Back up your ideas with evidence, examples, or personal anecdotes. This will add credibility to your essay and make your arguments more persuasive.
• Show reflection: Demonstrate how your experiences or interests have shaped your perspective and influenced your growth. Reflect on what you have learned and how it has impacted you.

Remember, while word limits may seem restrictive, they are designed to encourage concise and focused writing. Use them as an opportunity to showcase your creativity, critical thinking skills, and ability to express yourself effectively. Happy writing!

Key Strategies and Sample Responses

Brainstorming with creativity.

When it comes to brainstorming for your UChicago supplemental essays, thinking outside the box is highly encouraged. The University of Chicago is known for its quirky and unconventional essay prompts, so embrace your creative side and let your imagination run wild.

Consider brainstorming sessions with friends or family members to bounce ideas off each other. You never know what unique perspective or idea might emerge from these discussions. Additionally, don’t be afraid to draw inspiration from everyday experiences, books, movies, or even current events.

The key is to approach the prompt from a different angle and showcase your ability to think critically and creatively.

Showcasing Your Personality

One of the main objectives of the UChicago supplemental essays is to give admissions officers a glimpse into your personality. Use this opportunity to showcase who you are as an individual and what makes you unique. Be authentic and let your true self shine through your writing.

Whether you have a quirky sense of humor, a passion for social justice, or a love for solving complex puzzles, make sure to incorporate these aspects of your personality into your essays. Admissions officers want to see the real you, so don’t be afraid to be bold and showcase your passions, interests, and values.

Example Essay Excerpts

Here are a few example essay excerpts to give you an idea of how to approach the UChicago supplemental essays:

In response to this prompt, you could discuss the unique properties of odd numbers and how they differ from even numbers. You can also explore the symbolism of odd numbers and how they can be seen as representative of individuality and nonconformity.

For example, odd numbers stand out from the crowd, just like individuals who dare to be different.

This prompt offers the opportunity to share a personal anecdote or story about a time when you felt like you didn’t belong. Reflect on how this experience shaped you and what you learned from it. Perhaps it was a time when you were the only person with a certain viewpoint in a group discussion or when you found yourself in an unfamiliar environment.

Use this essay to highlight your resilience, adaptability, and ability to find your place in the world.

This prompt invites you to share a story about a time when you either got caught or managed to escape getting caught. You can approach this prompt from a humorous angle, recounting a funny or embarrassing situation, or you can delve into a more serious topic and discuss a time when you faced consequences for your actions.

Whichever direction you choose, make sure to reflect on the lessons you learned from the experience and how it shaped your character.

Remember, the UChicago supplemental essays are an opportunity for you to showcase your creativity, personality, and critical thinking skills. Have fun with the prompts, think outside the box, and let your true self shine through your writing!

Proofreading Within Limits

When it comes to writing UChicago supplemental essays, it’s important to keep in mind the word limits and requirements set by the university. This means that you need to carefully proofread your essays to ensure that you stay within the specified limits while still delivering a powerful and impactful response.

Here are some strategies to help you proofread effectively within these limits:

Streamlining Your Work

One effective way to proofread within the word limits is to streamline your work. This means going through your essay and identifying any unnecessary or repetitive information that can be removed without compromising the overall message.

Look for paragraphs or sentences that can be condensed or rephrased to convey the same idea in a more concise manner. By doing so, you can free up valuable word count to focus on the most important points of your essay.

Another strategy is to eliminate any vague or overly wordy language. Instead, opt for clear and precise wording that gets straight to the point. Remember, the admissions committee wants to see your ability to effectively communicate your ideas, so it’s important to make every word count.

Checking Accuracy

Proofreading isn’t just about reducing word count; it’s also about ensuring the accuracy of your essay. Take the time to carefully review your work for any spelling or grammar errors. Use the spell-check function in your word processor, but also read through your essay manually to catch any mistakes that may have slipped through the automated check.

Additionally, double-check any facts or statistics you have included in your essay. Make sure they are accurate and supported by reliable sources. If you have referenced any websites or studies, provide the URLs as a way to demonstrate the credibility of your information.

For example, you can mention that according to a study conducted by Example.com , 85% of students reported feeling more confident after participating in a public speaking course.

By proofreading your UChicago supplemental essays within the specified limits, you can ensure that your work is polished, concise, and accurate. This will not only impress the admissions committee but also showcase your ability to effectively communicate your ideas within constraints.

So, take the time to carefully review and revise your essays to make them the best they can be.

Submitting Standout Essays

When it comes to submitting your UChicago supplemental essays, standing out from the crowd is key. The admissions officers read through countless essays, so it’s important to make yours memorable and unique. Here are some tips to ensure your essays are standout:

Ensuring Prompts are Followed

One of the most important aspects of submitting standout essays is following the prompts given by UChicago. The admissions committee wants to see how well you can respond to specific questions or prompts, so it’s crucial to understand what they are asking for.

Take the time to carefully read and analyze each prompt, and make sure your essay directly addresses the prompt. This will show the admissions officers that you can think critically and respond effectively.

Additionally, don’t be afraid to inject your own personality and creativity into your essay. UChicago is known for its quirky and unique essay prompts, so take advantage of the opportunity to showcase your individuality.

Use your essay as a platform to express yourself and let your personality shine through.

Meeting All Requirements

Along with ensuring that you follow the prompts, it’s important to meet all the requirements set by UChicago. This includes word limits, formatting guidelines, and any additional requirements mentioned in the application instructions.

Admissions officers appreciate applicants who pay attention to detail and can follow instructions.

Keep in mind that word limits are there for a reason – to gauge your ability to communicate concisely and effectively. It’s important to stay within the specified word limit and avoid going overboard. Admissions officers have many essays to read, so they appreciate essays that get straight to the point without unnecessary fluff.

If you are struggling to meet the word limit, focus on making every word count. Cut out any repetitive or irrelevant information and make sure each sentence contributes to the overall message of your essay. This will help you create a more concise and impactful essay.

Meeting all the requirements also means submitting your essays on time. Don’t wait until the last minute to start working on your essays, as this can lead to rushed and poorly crafted submissions. Give yourself plenty of time to brainstorm, write, and revise your essays to ensure they are the best representation of your abilities.

Remember, submitting standout essays requires careful attention to the prompts and meeting all the requirements. By taking the time to understand what the admissions committee is looking for and presenting your ideas in a clear and concise manner, you can increase your chances of standing out among the competition.

While UChicago is known for its quirky essay prompts, it’s important to follow the provided word limits to showcase your best self. This guide has outlined the supplemental essay requirements, from analyzing the prompts to proofreading strategically. Keep these tips in mind as you craft your essays – a few short yet compelling responses could pave the way for your admission to UChicago’s one-of-a-kind community.

Hi there, I'm Jessica, the solo traveler behind the travel blog Eye & Pen. I launched my site in 2020 to share over a decade of adventurous stories and vivid photography from my expeditions across 30+ countries. When I'm not wandering, you can find me freelance writing from my home base in Denver, hiking Colorado's peaks with my rescue pup Belle, or enjoying local craft beers with friends.

I specialize in budget tips, unique lodging spotlights, road trip routes, travel hacking guides, and female solo travel for publications like Travel+Leisure and Matador Network. Through my photography and writing, I hope to immerse readers in new cultures and compelling destinations not found in most guidebooks. I'd love for you to join me on my lifelong journey of visual storytelling!

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October 5, 2023

Tips for Answering the University of Chicago Supplemental Essay Prompts [2023-2024]

Question 1 (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago. (Recommended 250–500-word limit)

The key to responding effectively to this prompt is demonstrating your knowledge of the University of Chicago while explaining why and how is a unique fit for you. Think this through, do your research, and share your excitement. Consider your experiences so far both inside and outside of the classroom. What do these experiences reflect about you? Think about how you go about learning, your sense of community, and your longer-term goals. How might the overall educational experience at the University of Chicago allow you to delve deeper or explore something new? Use specific examples (courses, traditions, clubs, surrounding community, other things that attract you to the school), and explain how they connect to who you are (your values, character, what you enjoy) and the opportunities available to you at the university. 

Question 2: Extended Essay (Required; Choose one, recommended word limit around 650 words)

All the following prompts are just jumping-off points for you to express something that excites you and reveals something unique about you. They are somewhat playful in nature but serious in asking you to express your stake and articulate your position. The focus is on how you share your ideas. What you discuss conveys deeper connections to your values and personal character. Each potential response provides insight into the kind of student you might be at the University of Chicago and how you might interact within the educational community. 

Essay Option 1: Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary. – Inspired by Emmett Cho, Class of 2027

Think about the relationship between things – push and pull, yin and yang, dusk and dawn. Articulate the importance of seeing both sides and how each thing is essential for the other. Explain the intricate balance and interdependence.

Essay Option 2: “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer. – Inspired by Ryan Murphy, AB’21

This is a fun and very broad prompt. Your response allows you to demonstrate your thought process and perspective on specific subjects or the world in general. You can use a question from any song lyric as your starting point to discuss just about anything! As you consider different songs, try to avoid anything that might be construed as offensive. 

Essay Option 3: “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match). – Inspired by Garrett Chalfin, Class of 2027

This is your opportunity to be playful and purposeful with language. You can embrace this prompt as a chance to make connections between seemingly unrelated things. Express your creativity. You can combine any two things. The focus here is on your ability to explain why they are such a good match. 

Essay Option 4: A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. – Inspired by Sonia Chang, Class of 2025, and Mirabella Blair, Class of 2027

To address this prompt, you must demonstrate your argumentative skills. This might be a good prompt for someone who enjoys debate. Whether you are coming up with a new name or justifying the inaccurate name, you must be able to clearly articulate your position. 

Essay Option 5: Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why? – Inspired by Adam Heiba, Class of 2027

This is another potentially fun prompt! Hmm…pickleball, spike ball, ultimate Frisbee, a new boardgame, a virtual reality video game? The specific game you choose is less important than your ability to articulate why it will withstand the test of time. Make sure to share your personal connection to the game you discuss.

Essay Option 6: There are unwritten rules that everyone follows or has heard at least once in their life. But of course, some rules should be broken or updated. What is an unwritten rule that you wish didn’t exist? (Our custom is to have five new prompts each year, but this year we decided to break with tradition. Enjoy!) – Inspired by Maryam Abdella, Class of 2026

The way you respond to this prompt will reveal something about how you view the world and operate within it. It might also relate to a sense of fairness, right and wrong, or unfounded assumptions. When is it okay to break the rules? Focus on explaining why you would prefer that a certain unwritten rule did not exist and consider the potential repercussions. Again, this is an opportunity to share your personal connection or affinity with whatever rule you discuss. 

Essay Option 7: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

As this prompt indicates, you can choose your own adventure! You can also respond to any prompt from previous years (the school provides a link to these prompts on its website). 

The University of Chicago asks students to submit the extended writing prompts. This practice demonstrates the high value the university places on students’ ideas and perspectives. It also speaks to the school’s desire to attract applicants who will be active and engaged members of the on-campus community. Remember to start early so you have time to write and revise your responses!

Marie Todd has been involved in college admissions for more than 20 years. Marie has both counseled applicants to top colleges and evaluated more than 5,000 applications for the University of Michigan’s College of Literature, Science, and the Arts; College of Engineering; School of Kinesiology; School of Nursing; and Taubman College of Architecture. Want Marie to help you get accepted? Click here to get in touch .

Related Resources:

• Five Fatal Flaws to Avoid in Your College Application Essays , a free guide
• The Essay Whisperer: How to Write a College Application Essay
• College Admissions: Mining Identity for College Essays, Personal Statements

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College Essays

The University of Chicago is famous for its unique essay topics. They're some of the most creative and off-the-wall essay prompts you'll see when applying to colleges, and it can sometimes be confusing to know how to tackle them.

What should you write about in your UChicago essays? How can you show that you're intelligent, creative, and worthy of a place at their school? As someone who spent a long time on my UChicago essays (and who got into the school), I've figured out exactly what UChicago is looking for in these essays.

 Read on to learn all about the UChicago essays, what the admissions team expects to see in your responses, what topics you should write about, and which topics you should avoid. In this guide, we also suggest sample essay ideas for each of the 2022/2023 UChicago supplement essay prompts and analyze past University of Chicago essay samples so you can see what a great UChicago essay looks like.

What Are the UChicago Essays?

Before you can begin figuring out how you'll write your UChicago essays, you should know which prompts you'll be seeing and the rules for each one. You'll need to write two essays, and the UChicago essay prompts you must answer are commonly referred to as Question 1 and Question 2.

Question 1: Why UChicago?

The Question 1 prompt is the only UChicago supplement essay that stays the same each year, and it's also the only prompt that all applicants must answer (for Question 2 you'll have multiple prompts to choose from).

For this question, you'll need to write an essay that explains why you want to attend the University of Chicago and why you think the school is a good fit for you and your goals. UChicago doesn't have strict word limits for essays, but they suggest a response of 1-2 pages.

Here's the prompt:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

The nice part about this prompt is that it's a pretty standard "why this school" essay . And luckily for you, we have a complete guide that walks you through how to knock this type of essay out of the park.

Question 2: Extended Essay

For Question 2, you have a choice of six essay prompts, and you'll choose the one you want to respond to. The essay prompts for this question change every year, and while there are always around six prompts, some years there may be one more or one less to choose from.

These are the more unique and offbeat essay prompts that UChicago is known for. Many of them were created by UChicago alumni and current students. Again, UChicago asks you submit a response 1-2 pages long.

Below are the essay prompts for the 2022/2023 school year.

Essay Option 2: “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.

Essay Option 3: “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).

Essay Option 4: A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept.

Essay Option 5: Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why?

Essay Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

The world is your oyster when it comes to answering UChicago essay prompts.

How to Answer the University of Chicago Essay Prompts

In this section, we explain what UChicago wants to see in your essays, give ideas for topics to write about for each of the essays, and discuss topics you are better off avoiding.

For this University of Chicago supplement essay, UChicago wants to know why you want to attend their school, what you hope to get out of attending, and how University of Chicago will help you achieve their goals. Basically, they want to know why you think their school is a better fit for you than all the other schools out there. For more analysis of this essay, check out our in-depth guide to the Why UChicago essay .

What Do They Want to See in Your Response?

The "why our school?" is probably the most common essay prompt you'll see on college applications. Why do schools, including UChicago, ask this question?

UChicago wants to first see that you really want to go to their school. Students who love a school are more likely to accept an offer of admission and attend it, and they are more likely to be committed to their studies, participate in extracurriculars, and give back after they graduate. Your passion for UChicago should be shining through in this essay.

Next, UChicago wants to see that you've done your research on their school and have an idea of what opportunities you want to take advantage of while there. You can do this by mentioning specific things you like about UChicago or that you plan to take advantage of as a student there. Potential things to discuss include professors you admire or are interested in working with, specific classes you want to take, and extracurriculars you want to participate in.

Finally, UChicago wants to see that you are a good match for their school. Your essay should explain how you'll make the best use of what UChicago offers, how your strengths match the opportunities they provide, and how UChicago will help you reach your goals for the future.

Potential Topics to Write About

There are many ways you could approach this essay prompt; although since UChicago is best known for its academics (as opposed to killer sports teams, for example), most people will discuss the academic side for at least part of their response. Below is a list of possible topics; most people will discuss one to three topics in their essay.

• Majors or classes you're especially interested in
• UChicago's core curriculum
• Professors whose work you admire and whom you'd like to study with or conduct research with
• Unique events like Scav and Kuviasungnerk/Kangeiko
• Research opportunities you'd like to have
• University of Chicago students you've met who you admire
• Volunteer opportunities
• Financial aid opportunities UChicago offers that make it possible for you to attend

Topics to Avoid

The key here is to avoid generic topics that could apply to practically any school or any student. You want it to be clear in your response what opportunities the University of Chicago offers you that no other school does and how you're going to make use of them. Topics that won't show this include discussing:

• How pretty the campus is
• Chicago weather
• The food on campus
• Where UChicago places on college ranking lists
• Your future major and career path without connecting it back to what UChicago offers
• Bashing other schools

The extended essay is when you can get especially creative. These prompts require you to move outside your comfort zone of typical essay topics and answer in a way that gives readers insight into who you are and what you care about. Remember: Question 2 is required, but you have six different prompts to choose from for this essay response.

Your response to Question 1 is meant to show what you like about UChicago and how you’re going to make the most of the opportunities it offers. Question 2 is less about UChicago and more about you. The admissions team wants to see who you are and what's important to you. Three main things they'd like to see in your essay response are:

• Your personality
• Your thirst for knowledge

Who are you? What have been the important events in your life? What kind of person are you? What do you love learning about? These are the questions UChicago wants you to answer. They want to know what's important to you, what events from your past shaped you, what kind of person you are now, and what you want to accomplish in the future. 

UChicago is particularly interested in students who love learning and have a lot of interests in different fields and topics. A mathematician who also does ballet? A creative writing major who started her own business? Bring it on! Make sure to show your love for learning in your essay.

Your passions and goals don't always need to be lofty though; in the second example essay below you can see how the writer took a quirky interest and managed to connect it to larger ideas. If you can connect one of your pet passions to an essay topic, do so!

The great thing about these UChicago essay prompts is you can write about almost anything you want to since they're so different from each other and give you lots of chances to be creative. And you can tackle it from any angle you want. On their website , UChicago states that "[This essay] can be approached with utter seriousness, complete fancy, or something in between." Just remember, you want this essay to give UChicago a good idea of the type of person you are and what's important to you.

Essay Option 1

Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary.

You're allowed to let your imagination run wild with this prompt. You should try to find a pair of objects that the admissions panel didn’t think of, something wholly original that only you would think of. For this prompt, they want to see how imaginative you can be, but the most important part of this essay is justifying why your pairing makes sense and why it matters . The pair you choose will show off your personality, creativity, and cultural experiences. 

Make your response as wacky and original as you like, but remember to tie it back to yourself and your interests a nd/or potential major. For instance, say you go with the idea of an art conservator and the passage of time. You could discuss how time degrades the materials of a work of art, and then an art conservationist revitalizes the work, only to have the passage of time wear it down again. This would be an excellent segue into writing about your interest in history, creative writing, or U Chicago’s Department of Art History Conservation Science Teaching Program . 

You could also write about how you developed an interest in these subjects, and what other interests you have could be applicable . Weaving your story into your essay will show UChicago that you’re creative and intellectually curious. This can include your niche interests, quirky hobbies, or pet projects.

Essay Option 2

“Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.

This is a classic UChicago question that allows you to answer the question literally...or not. (The year I applied, the version of this question was "Describe your table.") So, if this exemple were your actual song lyric, you address, where have all the flowers gone? You could answer this literally and describe how, for instance, flowers are changing colors in response to climate change . Perhaps you could then discuss your interest in horticulture and what led you to pursue that field.

Or (as always with UChicago essays), you can take it in a totally unexpected direction. This prompt is a chance to put your interpretive and reasoning skills into action. In fact, you could almost think of it like a riddle, except that the answer is anything that you can come up with and justify:

“Where Do Broken Hearts Go?” A valid question in a world where loneliness has been declared a public health emergency and social isolation can increase the likelihood of heart disease by as much as 29% ! 

“Do You Remember Rock and Roll Radio?” Likely not, considering radio listening has been trending downward for years, especially amongst young listeners and Rock Music is at the lowest point in its popularity since about 1960 . Where does this leave you, a young would-be guitar player with an interest in U Chicago’s ethnomusicology program ?

“Do You Really Want to Hurt Me?” Perhaps you do, considering recent studies show a decline in empathy and corresponding rise in narcissism .

You get the idea. Whatever question you choose, don’t worry too much about having a great answer for it; the idea is to find a context for the question that is meaningful to you and relates to your interests , which will give UChicago insight into your values and personality, two things they want to see in these essays!

Essay Option 3

“Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).

This prompt is a bit sillier, but you still have the chance to show U Chicago your personality and unique worldview. This prompt gives you a chance to play with language and create something that expresses a meaning that we don’t have a word for. The best way to go about this is to think of two areas that are important to you and find a pair of rhyming words related to each and combine them.

So, for instance, if you’re math-oriented but somewhat spiritual, you could take words from both mathematics and spirituality, and come up with something like “stamystics” (statistics+mystics). You could talk about how you became interested in math and how it relates to your spirituality, and so forth.

If you are more interested in sports than spirituality, you could come up with something like “mathleticism.” You could write about how you had to train your mind in order to grasp difficult or advanced mathematical concepts and, inversely, how your understanding of math deepens your appreciation of sports.

What U Chicago is looking for here is how you can connect two seemingly unrelated concepts and find a bridge between them. They’re looking for problem-solving in addition to insight into your personality.

Essay Option 4

A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept.

This prompt gives you an opportunity to think about familiar things in a new way. We probably don’t think much about peanuts not being nuts, but it’s obvious once you think about it that they are legumes. But, on the other hand, they are also closely related to peas–so the name has some validity. Even though they’re not actually nuts, they do taste like nuts…so is it wrong to call them nuts? Think about other examples that exist in your fields of interest.

And of course, be sure to let your experiences, interests, and values shape the way you rename or defend your misnomer . That way, UChicago will get a good idea of who you are and what’s meaningful to you!

Essay Option 5

Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why?

This prompt is your chance to be more overtly academic in your response . In writing about how this game will remain relevant in the future, you’ll be able to show your knowledge of history, culture, politics, economics, religion, scientific discovery…and so on! Choose a game that interests you in some way that you can tie into your personal history and academic interests. 

While brainstorming possible games will be really fun, the most important part of this essay is justifying why you think something that’s relevant today will continue to be relevant in the future. Think about what cultural, social, and political changes could be possible and what the implications of that could be for people today. As long as you’re creative, descriptive, and thorough, your response can range from serious to silly and meet the requirements for this prompt.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you aren't feeling any of the other five optional prompts, you can respond to this one, which asks you to choose and respond to a past UChicago optional essay prompt, or write and respond to your own prompt. With either option, you'll want to consider your identity, interests, strengths, and goals, and let those factors inform which prompt you choose, how you write your own prompt, and how you craft your response.

You may not feel up to the task of writing your own prompt, but you might like the idea of tracking down an old prompt that catches your eye. Read through the past prompts and consider which one will allow you to play to your strengths . If there's a particular experience or skill that you want to showcase in your response, select a prompt that is conducive to that.

Alternatively, if there's a specific experience you want to write about, you can write your own prompt and respond to it. To write your prompt, use the tone and structure of the existing UChicago prompts as a guide. It'll probably come as no surprise that your original prompt should fit right in with the ones provided on the application. This means you might have to be a little goofy, cryptic, or risky...and that's a good thing!

Though this option allows you to write your own prompt if you so choose, it's important to remember that your response to the prompt should still focus on showcasing who you are , what strengths you will bring to UChicago as a student, and why UChicago is the perfect place for you. Don't get too carried away trying to impress admissions with punny phrases or cryptic logic; be authentic, be bold, and be you.

Some people shy away from this prompt because they feel like it's "cheating" or less impressive to not follow one of the specific prompts that UChicago gives. However, this isn't true! As long as you write a compelling essay that gives readers a better insight into who you are, your essay will strengthen your application. For what it's worth, when I applied to UChicago, this is the prompt I chose, and I was still accepted to the school.

UChicago wants you to be creative here, so there aren't many topics that are off limits. However, you're trying to convince them that you'd be a great and interesting student to add to their school, so make sure you use your essay to show who you are and why UChicago would want to admit you.

This means you should avoid responses that don't give readers a good idea of who you are. For example, if you choose essay option 1, don't just state that “taco cat” is funny because it reminds you of your favorite meme. Instead, tie it back to yourself and your life by explaining its relevance, like making tacos with your abuela and fending off the family cat’s attempts to steal tacos. 

Because these prompts are creative, it can be easy to run away with them, but always remember to answer the prompt completely and give UChicago better insight into who you are.

Additionally, don't feel that certain University of Chicago essay prompts are "better" or more impressive than others . UChicago wouldn't have chosen these essay topics if they didn't think applicants could write outstanding responses to them, so please choose the prompt that you feel you can write the best essay for.

University of Chicago Essay Examples

In this section are two University of Chicago essay examples, each written by an accepted applicant.

Below each UChicago supplement essay we discuss what makes the essay work so well.

Dear University of Chicago,

And now you inquire as to my wishes? They're simple, accept me for who I am! Why can't you just love and not ask why? Not ask about my assets or my past? I'm living in the now, I'm waiting for you to catch up, but you're too caught up in my past, I offer us a future together, not a past to dwell upon. Whenever I'm around you, I just get that tingle deep inside me that tells me you're the one; you have that air of brilliance and ingenuity that I crave in a person, you're so mature and sophisticated, originality is really your strongest and most admirable trait. I wish we could be together, I still think in my heart of hearts we were meant to be, but you have to meet me halfway, dear. I'm on one knee here with tears welling up in my eyes, the fireworks are timed and ready to light up the night sky for you, just say 'I accept...you.'

Why Does This Essay Work?

• Creative take on a standard prompt: The writer chose a very unique angle for this essay: comparing the University of Chicago to a lover. He's probably the first applicant to answer the essay prompt this way, which definitely makes this a memorable essay. In fact, UChicago loved this essay so much that they mailed it out to thousands of potential applicants (which actually got them a bit of backlash ). You absolutely don't have to take as unique an approach to this essay as the above writer did, but doing so can definitely help your essay stand out.
• It answers the entire prompt: Even though this is an unusual essay, the writer still manages to answer everything the prompt asks for. He mentions his goal for the future (to become a lawyer), mentions varied interests he has (the Gothic era, the philosopher Kierkegaard), and explains what he likes about UChicago (the brilliance, ingenuity, and originality the school offers). He even manages to mention that he visited campus three times, which shows a serious interest in the school. If you choose to write an especially offbeat essay, it's key to do what this essay did and still answer the prompt while being creative.

This essay is from several years ago, so it doesn't use a current prompt, but it's still helpful to read and analyze.

Share with us a few of your favorite books, poems, authors, films, plays, pieces of music, musicians, performers, paintings, artists, blogs, magazines, or newspapers. Feel free to touch on one, some, or all of the categories listed, or add a category of your own.

Now let's take a look at the successful essay:

The Illuminati changed my life. Three years ago, I found my first ambigram in one of my favorite novels, Angels and Demons by Dan Brown. I turned the page, and there it was: the word "Illuminati" printed into the exact center of the book. It was styled like a newspaper masthead, exquisite and complex, yet oddly symmetric. Curious, I rotated the book upside-down.

Impossibly, the inverted word was still "Illuminati." Gazing closer, I realized that the letters, I-L-L-U-M, actually shaped into a flipped I-N-A-T-I. Suddenly, I was reading it in both directions. My eyes waltzed along the broad curves and sharp twists of the calligraphy, striking poses in a glamorous font against a sheet of creamy whiteness, sliding between the dense vertical strokes, peering at the edge of the defined serif as it angled away, then bent boldly toward me. Every line was deliberate, every flourish smiling with purpose, and the whole word balanced on the delicate cord that joined two letters into one. It was unforgettable.

Ambigrams are words that can be read from different directions. Actually, "ambigram" is an umbrella term that encompasses dozens of distinct types of visual wordplay. The most popular ones are rotational, mirror image, and-my personal favorites-symbiotic ambigrams, which can spell two different things when viewed normally and upside-down.

Compelled by the striking art, I could not help but try my own hand at designing ambigrams, and slowly I felt the pitiful stick-figure artist inside me shrink away as my inner energetic graphic designer sprang up. Before early volleyball tournaments, I work myself up by filling up pages and pages of experimental letter combinations, gleefully satisfied at the way that a rounded lowercase "a" was a perfect upside-down lowercase "e." In my AP Literature class, I drew "She's a witch!" which revealed, when flipped, "Communist" to reflect Arthur Miller's contemporary motives for writing The Crucible. On a challenge from a friend, I even drew an ambigram of "Jay-Z" and "Beyonce" on a bumpy bus ride back from a leadership retreat.

In the last few months, I have also practiced drawing ambigrams as fast as I can. I dream about the day when I can effortlessly write out a message saying "Hi, how are you today?" normally and "The password is cherry268" upside-down, without pausing or rotating the paper. I imagine a world in which everyone had this ability, and could literally write two things at once. How would that change communication? Encryption? Trust? My legs swing comfortably from this innovative edge, excited to take a stab at the answers.

The best part about the ambigram is that it refuses to define itself as just one thing. It is a linguistic passion, a cryptographic endeavor, an artistic design, and an ironic illusion. I relish the fact that ambigrams force both the artist and the audience to reject first glances and embrace secret identities.

This may just be a nerdy obsession, but ambigrams have taught me far more than how to sketch fancy words. Their multidimensional truth implies that my hobbies of both writing Italian sonnets and solving logical riddles are not opposing functions of my left and right brains, but rather, a perfect conglomeration of my passion for creating and solving puzzles. The beauty of the most surprising combinations reminds me to take bold risks in both my life and my designs.

Above all else, ambigrams have taught me that I can create the impossible. I can make true and false the same word depending on something as simple as a 180-degree head turn. Victory can be defeat. Open can be closed. Am amateur piano player with an obsession for cryptology can learn how to program iPhone apps and get the game-winning kill at the varsity volleyball championship. A girl with divorced parents can make time for both families, and an inspired teenager from California can write her name into world history--both normally and upside-down.

- Samantha M.

Why This Essay Works

• Shows passion: This essay focuses on a pretty unusual and specific topic: ambigrams. While many people may not even know what an ambigram is, the writer is clearly passionate about them. She discusses how much time she spends trying to create different ambigrams, what her goals for ambigram creating are, and some of her favorite ambigrams she's created. UChicago loves people who are passionate about something, even if it's an unusual or offbeat interest. It makes UChicago believe those students will bring that passion with them onto campus.
• Gives insight into the writer's personality: The majority of this essay is about the author's interest in ambigrams, but she also manages to cleverly slip in multiple other references to her personality and interests. From her essay, we learn that she's a volleyball player, writes Italian sonnets, and loves solving puzzles. Adding these details gives UChicago a fuller look at what makes her tick.
• Connects it to a bigger picture: The writer chose to write about a very specific topic—ambigrams—but was still able to connect that to bigger concepts, such as communication, truth, and how she's able to balance her different interests. She's able to take a quirky topic and show how it influences her worldview.

Final Advice: UChicago Essays

When answering the University of Chicago essay prompts, keep in mind that the main reason UChicago is reading these essays is to find out who you are as a person and if you'd be a good fit at their school.

The University of Chicago wants students who are passionate about learning, creative, are excited to make the most of their time on campus, and have big dreams for themselves, and the UChicago supplement questions are designed to help you show these sides of yourself to the school.

For the "Why UChicago?" prompt, you'll want to show the school why you want to go there, why you think you're a good fit for the school, and how UChicago will help you achieve your goals during college and beyond.

For the extended essay, you can (and should) be more creative. These UChicago essays are more "out there," and in your response, you should show your personality and passion for learning.

For both University of Chicago essays, remember to show who you are and what you're passionate about, include details about yourself and the school to help you stand out from other essays, and mention your plans and goals for the future.

What's Next?

If you want a more in-depth look how to write about Question 1, check out our guide to the Why UChicago Essay , which includes an additional sample essay along with analysis of how to answer this prompt.

Are you working on the Common App essay ? Read our breakdown of the Common App prompts and our guide to picking the best prompt for you.

If you're planning to take the SAT or ACT one last time , try out some of our famous test prep guides, like "How to Get a Perfect Score on the SAT" and "15 Key ACT Test Day Tips."

Christine graduated from Michigan State University with degrees in Environmental Biology and Geography and received her Master's from Duke University. In high school she scored in the 99th percentile on the SAT and was named a National Merit Finalist. She has taught English and biology in several countries.

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Prompt's How-to Guide for the University of Chicago Essays

Our best advice for impressing uchicago admissions officers with your supplemental essays..

No college’s essay prompts are more fun to read … or more scary to get started with. UChicago definitely wins the award for most creativity, but you may want a few helpful hints.

From our long experience at Prompt helping applicants succeed at college essays, we’ve developed a step-by-step guide to these questions (the post will be updated, but the advice is still on-point for 2021).

In a nutshell, UChicago’s prompts consist of two required essays with no word limit :

• Why UChicago. [ Prompt suggests 250-500 words.]
• Choose from a vast selection of “eloquent, intriguing, or downright wacky” essay prompts. And “have fun!” [Prompt suggests~650 words.]

Finally, all writing calls for feedback. Especially college essays. Especially tricky ones like here. So find someone you know well and respect, and ask for some. And if you like the idea of personalized guidance from people who’ve done this thousands of times, get started here .

UChicago supplemental essay questions for 2020-2021

Question 1 [Why UChicago?]: How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

• Tip 1: This one requires research. Give specifics: talk about a particular course, program, professor, opportunity, or some combination.
• Tip 2: Don’t share all your doubts and nuances. Choose one path that genuinely excites you, even if it’s not the only one, and talk about it with gusto. Nobody’s going to hold you to it if you change your mind next year.

Question 2: Extended essay (Choose one):

• Option 1: Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics... it's all up to you (or your woodchuck).
• Option 2: What can actually be divided by zero?
• Option 3: The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?
• Option 4: Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer's key of at least 300 words to help us best understand your creation.
• Option 5: "Do you feel lucky? Well, do ya, punk?" - Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.
• Option 6: Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.
• Option 7: In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

[ Bonus note: While many of the past prompts are listed on UChicago’s application page, Prompt found all of them here , thanks to a Reddit thread .]

Are there word limits?

Jun 28, 2023 • knowledge, information.

There are no strict word limits on the UChicago Supplement essays. For the extended essay (where you choose one of several prompts), we suggest that you aim for around 650 words. While we won't, as a rule, stop reading after 650 words, we're only human and cannot promise that an overly wordy essay will hold our attention indefinitely. For the “Why UChicago?” essay, we suggest about 250-500 words. The ideas in your writing matter more than the exact number of words you use!

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Your chance of acceptance, your chancing factors, extracurriculars, uchicago essay word limit.

Hey fellow applicants! I'm currently working on my UChicago essays and was wondering if anyone knows the official word limit for their essays? Are they strict about it? I could use some guidance on this. Thanks!

Hello! UChicago does not have a strict word limit for their essays, but rather suggests that your response should be between one and two pages. Unlike many other schools, UChicago does not provide a text box on the Common App for your essay, but rather has you upload it as a separate attachment, so you don't have to worry about sticking to a strict count.

That being said, you do want to follow UChicago's length guidelines, even if they're a bit different—you shouldn't upload a 10-page response, nor one that's just a few sentences. At UChicago especially, the supplemental essays are a unique opportunity to showcase exactly what you a perfect fit for the school, and vice versa, so make sure you're taking full advantage of it!

If you're having trouble figuring out what you want to say, remember that CollegeVine has a blog post breaking down each UChicago supplemental essay option: https://blog.collegevine.com/how-to-write-the-uchicago-essays-2023-2024. CollegeVine also offers both free peer essay reviews and paid reviews by expert college admissions advisors, if you want to get another set of eyes on your writing once you have a solid draft.

Good luck with your application!

About CollegeVine’s Expert FAQ

CollegeVine’s Q&A seeks to offer informed perspectives on commonly asked admissions questions. Every answer is refined and validated by our team of admissions experts to ensure it resonates with trusted knowledge in the field.

UChicago Essay Examples

UChicago Essay Examples 

As one of the world’s top-ranked universities, the University of Chicago deeply values inquisitive and creative learners. For that reason, UChicago essays that worked are some of the most captivating and unique college essays out there. Hopeful applicants will benefit from reading UChicago essay examples. In fact, beyond just reading UChicago essay examples, closely analyzing UChicago essays that worked is an excellent way to prepare. 

Are you thinking of applying to UChicago but not sure what goes into writing UChicago essays that worked? You’re in the right place! In this article, we’re going to read some UChicago essay examples and see why they impressed admissions.

In this UChicago Essay Examples article we’ll look at: 

• Recent UChicago essay prompts
• Several real University of Chicago essay examples
• Why the UChicago essay matters 
• Tips for writing a UChicago essay, and more!

As one of the best universities in Illinois , the Midwest , and the world, UChicago demands top-tier essays. And with our expert analysis of UChicago essay examples, you’ll be better prepared to craft your own.. 

How many supplemental essays does UChicago have?

There are two supplemental essays required for the UChicago application. These prompts can be found on the university’s site as well as in the Coalition Application or Common Application . It’s important to note these prompts—and, accordingly, UChicago essay examples—vary from year to year. However, you’ll find similarities among UChicago essays that worked regardless of the prompt. 

The first prompt is required of all students and is essentially a “why UChicago” essay. A “why UChicago” essay that works will follow the general framework of any other “why school” essay. 

UChicago essay examples for the second required essay change the most between admissions cycles. This is because the second essay responds to one of several prompts created by UChicago students.

For both required UChicago essay examples, there is no set word limit. However, the University of Chicago admissions office suggests 650 words for the UChicago extended essay example. As for the “why UChicago” essay, the suggested word limit is lower, at 250-500 words. Regardless of your final word count, UChicago essays that worked use their words effectively, as we’ll see soon.

What are the University of Chicago supplemental essay prompts?

UChicago essays that worked will respond to the unique prompts in an innovative and inquisitive manner. That being said, UChicago essay examples vary greatly as the prompts change yearly. 

UChicago posts its current prompts as well as some of the favorite prompts of the past years. In fact, you can even find past favorite University of Chicago prompts from as far back as the nineties. As prompts change, so do UChicago essay examples; however, elements of Uchicago essays that worked are pretty constant. With that said, let’s look at the current UChicago essay prompts.

The first UChicago essay prompt is required of all students:

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago., the second essay—the uchicago extended essay.

The second required essay for the UChicago application is inspired by current students. In the most recent application cycle, it asks students to respond to one of the following options:

Essay Option 1:

Exponents and square roots, pencils and erasers, beta decay and electron capture. name two things that undo each other and explain why both are necessary. – inspired by emmett cho, class of 2027, essay option 2:, “where have all the flowers gone” – pete seeger. pick a question from a song title or lyric and give it your best answer. – inspired by ryan murphy, ab’21, essay option 3:, “vlog,” “labradoodle,” and “fauxmage.” language is filled with portmanteaus. create a new portmanteau and explain why those two things are a “patch” (perfect match). – inspired by garrett chalfin, class of 2027, essay option 4:, a jellyfish is not a fish. cat burglars don’t burgle cats. rhode island is not an island. write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. – inspired by sonia chang, class of 2025, and mirabella blair, class of 2027, essay option 5:, despite their origins in the gupta empire of india or ancient egypt, games like chess or bowling remain widely enjoyed today. what modern game do you believe will withstand the test of time, and why – inspired by adam heiba, class of 2027, essay option 6:, there are unwritten rules that everyone follows or has heard at least once in their life. but of course, some rules should be broken or updated. what is an unwritten rule that you wish didn’t exist (our custom is to have five new prompts each year, but this year we decided to break with tradition. enjoy) – inspired by maryam abdella, class of 2026, essay option 7:, and, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

Soon, we’re going to check out some UChicago essay examples. However, you may notice that our UChicago essay examples don’t respond to the current prompts. That doesn’t mean that these UChicago essay examples aren’t helpful! Responses to these prompts will vary greatly based on each student’s story. All UChicago essays that worked are valuable tools to aid you in writing your own college essays. 

Demystifying the UChicago Extended Essay

When considering how to write a UChicago extended essay example, think about how unique all of the UChicago uncommon essay examples are. There is no one-size-fits-all way to craft impressive UChicago essay examples; rather, there are infinite ways to approach them. 

While that may feel overwhelming for some students, try to focus on the creative liberty the UChicago essay examples allow. Because the University of Chicago essay examples are so unique, students have a grand opportunity to express themselves. 

What’s the goal of UChicago essay examples? Well, the UChicago extended essay example has a slightly different goal than “why UChicago” essay examples. The prompts are admittedly “provocative.” After all, this competitive university wants the most curious, inquisitive minds in the nation. Accordingly, successful UChicago essay examples prove that admitted students aren’t afraid of thinking out of the box. 

In the end, although the prompts seem quite different from other college essays, the goal is the same. UChicago essays that worked share more about each student: their interests, background, life experiences, or tastes. The exciting part about the UChicago uncommon essay examples is the rare opportunity to embrace your quirkiness or get serious. The choice is yours! 

UChicago Extended Essay Example

The first of our UChicago uncommon essay examples touches on some themes common in more traditional diversity/background/life experiences prompts. Read the first of our UChicago essay examples closely. How does the writer share more about themselves in an eloquent manner while still responding to this unique prompt?

UChicago Extended Essay Prompt:

A neon installation by the artist jeppe hein in chicago’s charles m. harper center asks this question for us: “why are you here and not somewhere else” (there are many potential values of “here”, but we already know you’re “here” to apply to the university of chicago; pick any”here” besides that one). – inspired by erin hart, class of 2016..

In a culture where Bollywood’s ‘item girls’ receive fame and glory for their provocative dancing and scant clothing, I am often filled with shame and even disgust for my own Indian heritage. Films and television soaps reinforce gender stereotypes of dominating male characters, while their female counterparts are either passive homemakers or desirable ‘item girls.’ These movies are mainstream and celebrated in my culture, watched by children and grandparents alike.

How can I embrace and respect my culture if this inequality pervades? Because I notice these things, and define them as blatantly sexist, does that make me less Indian?

In a culture where dowries are still regularly exchanged between families, I cannot help but notice the objectification of women that is culturally acceptable and ubiquitous. I cannot understand how Indian women all over the world permit their future family to request money and goods equivalent to their supposed ‘worth.’ This is the feminist and Western approach to dowries However, if I look closer, there can be a degree of justification to this practice. The parents-in-law are given money and luxurious goods for the bride in order to protect her if her husband and breadwinner can no longer work.

While this reasoning does offer some justification for the persistent existence of dowries in the 21st century, it brings new objections to the presumption that the bride will not contribute to the family’s income. I see the world through two lenses as the clash between Eastern and Western culture pervades my every thought and action.

During rare family gatherings, the few times I get to see my extended family, the joy of the reunion is mellowed by what I see. The men and children lounge into the couches, sipping tea and crunching bhel (Indian snack), while chuckling and debating over current events. In the kitchen congregate the women, busy cooking and giggling with each other, but in a constant frenzy to prepare the next meal or brew more tea. Distracted by the simmering chai, this room lacks the same fervent discussion of prevalent global issues. The living room and kitchen stand divided between the men and women. As a female young-adult, I am confused as to where I belong- to which room do I go? While we are one family, the divide remains firm. I feel sick to my stomach, as I alone perceive the waves of sexism that ripple beneath our facade.

Adding to this confusion are my looks. I am a rich mocha, but with too much crème, and suddenly I no longer look Indian. My unique ringlets add fuel to my accusers’ claims. Too pale, and too many curls. I have been called nearly every ethnicity in the globe, from African-American to Latina to Russian. When I explain my Indian heritage, aghast, they cry, “But you can’t be Indian!” Hurt, I leave questioning my appearance and the personality I project.

On the other hand, Hindu culture reveres female empowerment through the worship of powerful female deities such as Kali and Lakshmi. This hypocrisy baffles me. Why I am here? Why am I Indian, when everyone questions my ethnicity, and I, myself, question certain practices?

I realize, I am here to question and ponder, because thinking about the life and environment in which you live is critical. Because the fact remains that I absolutely love my culture. The passionate, unrequited urges to dance at every occasion in a flurry of vibrancy cannot be found anywhere else. I love the intrinsic and irrevocable respect for the knowledge and experiences elders bring. Also, I appreciate the emphasis on family as ultimate supporters and best friends. I even love the sense of duty and service that being a daughter brings. Outwardly, perhaps, I don’t conform to the typical model of an Indian girl, reserved and soft-spoken, with thick, straight hair and rich mocha skin, but I have the heart and soul of one.

Why This UChicago Essay Worked

With endless ways to respond, this writer’s UChicago extended essay example offers the reader a unique look into her life. She contemplates the many clashes in her own culture and her way of thinking and navigating the world. However, in her final reflection on precisely why she’s “here,” she affirms the centrality of her culture to her sense of self. 

The author of the first of our UChicago essays that worked dissects aspects of her culture that disquiet her. The reader sees an inquisitive person who’s always questioned cultural norms that others within her family might not have. Of course, she doesn’t completely reject a culture because she doesn’t completely agree with it. On the contrary, she’s able to find and appreciate the parts that have shaped her into who she is. Additionally, while she may not exemplify what’s “typical” of her culture, she recognizes that it’s nevertheless intrinsic to her experience. And she loves it. 

UChicago essays that worked often show growth. In the first of our UChicago uncommon essay examples, the writer shows how she’s navigated the inner conflict she experiences around her culture. In the end, even though she doesn’t come to a conclusive answer, the writer accepts the ongoing process of questioning. Moreover, she recognizes her culture and her surroundings aren’t mutually incompatible, but that she must find her own balance. This willingness to accept ambiguity and keep questioning is certainly important at an elite institution like UChicago. 

More UChicago essay examples

Let’s continue with the UChicago uncommon essay examples. Again, as you read this UChicago extended essay example, note features common among college essays—not just UChicago essay examples. 

UChicago Essay Prompt:

Share with us a few of your favorite books, poems, authors, films, plays, pieces of music, musicians, performers, paintings, artists, blogs, magazines, or newspapers. feel free to touch on one, some, or all of the categories listed, or add a category of your own., uchicago essay example.

Downton Abbey makes me fantasize about the elaborate fashions of the 1900s, with long taffeta gowns and hats bursting with feathers and jewels, each lady is a vision of elegance. Each episode and season leaves me fascinated by the grandeur and magnificence of the house, which stands in stark contrast with the peeling grey wood of the downstairs kitchens and servant halls. The servant’s staircase is shabby and dull, and runs parallel to the vibrant tapestry-covered marble staircase for those upstairs. I am puzzled by the smooth refinement of upstairs, juxtaposed with the panting bustle of downstairs.

I constantly marvel at the writers’ ability to craft characters to whom I can relate, despite the gap of a century. The world they lived in is so vastly different from today, yet people of all ages experience comparable emotions such as jealousy, passion, and shame. I am left breathless by the fact that each character faces similar challenges of familial disappointment, honor, and struggle to find a purpose in life; just as we do today.

Technology may change, but human nature remains the same. In addition, the rich historical background of Downtown Abbey provides intricate context to the larger historical events I learn in class. I am transported from merely learning about the implications of World War 1 and the Spanish Influenza, to learning about how these impacted the daily lives of people.

Downton Abbey is more than merely a television show to me. Calling my grandmother in England to discuss in the elaborate plot twists and new character developments has brought us together for a shared passionate experience in the same living room. We avidly discuss Mary’s slew of new suitors and Daisy’s latest heartbreak via video chat. Excitedly we giggle over birth of baby George and Ms. Pattmore’s witty retorts. In a unique twist, Downton Abbey has become something that transcends the thousands of miles that separate us.

In addition, Pride and Prejudice couples my love of fairytales with my irrevocable feminism.

Forever imprinted in my mind is the first time I attempted to read Jane Austen’s masterpiece, as a plucky third grader who brought the book to reading circle. At that young age, I was merely fascinated by the drama of five girls, each with their own tantalizing personality. But now, I realize the subtle life lessons concealed within each page. This novel makes me squash my teenage urges to judge and categorize people instantly, instead realizing that there is something to be learned from all people from all walks of life- especially the people from whom I am the most different. This subtle yet sparkling wit of Mr. Bennett reminds me to laugh more at the chaos and confusion life often brings.

The dysfunctional and hilarious family dynamic provides comedic relief and reminds me of the 19th century equivalent of a reality show. I admire Jane Austen’s subtle yet thought-provoking feminism through Elizabeth, as she pokes fun at her best friend for marrying without love for money and position, something she could never do. Also, I am inspired by Elizabeth’s passionate resolve against being ‘anybody’s fool! I am drawn by my love for English literature, which provides a window to discover historical intricacies that mirror a universal human experience.

Why This UChicago Essay Stood Out

The second of our UChicago essay examples hooks the reader and shows the author’s ability to connect with others. Much more than simply saying, “I like Downton Abbey because of the costumes”, the writer describes in detail the wardrobe and architecture. UChicago essays that worked provide ample details to help the main idea—and the writer—come to life for the reader.

Then the writer goes on to show how humans share the same feelings and experiences, which transcend time periods. This shows the reader how the writer is capable of empathizing and relating to people even through their differences. As the author points out, human nature is the same no matter the time period. Their personal understanding of this will ideally motivate humanistic, world-changing work at UChicago and beyond.

Focusing on the personal impact

Although this writer includes their grandmother in the essay, notice that the focus comes back to a lesson. Writing about experiences with friends or family in college essays is by no means off limits. However, those who do so should use a strategy like this essay. In other words, the essay should ultimately discuss personal impacts or lessons on character. 

Finally, the writer touches on the book Pride and Prejudice and the feminism portrayed within the book. Through this point, we learn more of the author’s values as well as traits in characters—in people—that they admire. She again ties the book to the underlying theme of her essay which is the universal human experience. 

This multifaceted essay engages the reader, answers the prompt, and allows some insight into the author’s values and way of thinking. 

How do you write a UChicago essay?

Logically, University of Chicago essay examples vary: a UChicago extended essay example differs in many ways from UChicago essay examples. However, while UChicago essays that worked may look very different, they serve the same greater purpose. Above all, writers must show admissions who they are and why they belong at UChicago. 

“Why UChicago” essay examples will follow the format of a “why school” essay. Students should get specific as they reference opportunities, programs, faculty, or extracurriculars found only at UChicago. Additionally, UChicago essay examples should demonstrate just why the writer belongs on campus. How do your values align with those of the university? What will you bring to the school’s community? UChicago essays that worked should also show that UChicago is a good fit for the student—it goes both ways. 

More ‘Why School’ essay examples

Before writing, check out some successful “why school” essay examples from a variety of different schools. Of course, pay special attention to the “why UChicago” essay examples. Additionally, don’t miss essay tips from the University of Chicago admissions team. Given the competitiveness of UChicago admittance, UChicago essays that worked must all stand out.

Why This College Essay Sample

As for the UChicago uncommon essay examples, they can be approached in a myriad of ways. Firstly, be sure to choose the topic that excites you the most. Which immediately catches your eye? If you can’t decide, brainstorm for each first to see what you can write. Then, choose the topic with the most potential for a meaningful essay you want to write. Successful UChicago uncommon essay examples are founded on genuine excitement about the essay, so choose a topic that excites you. 

You may want to free write to get your ideas flowing. From there you can choose the “meat” of your essay out of a slew of words. University of Chicago essay examples must be unique to get you admitted. UChicago essay examples that worked ranged from serious to humorous. Don’t be afraid to have fun and get creative. The main goal is to share with admissions more about yourself. And, of course, show off your writing chops!

Determining a College Essay Topic: Reflection Exercises to Try

Does UChicago care about supplemental essays?

In short, yes, absolutely! Understanding why different University of Chicago essay examples had success will do wonders for students writing their essays. The essays are a pivotal part of the UChicago application. And as one of the best universities in the nation, UChicago wants students with well-crafted essays

Of course, there are many factors that contribute to college acceptance, such as GPA and extracurriculars. Students will want to polish each part of the application, which starts early with your high school curriculum choices.

Making sure that you meet all of the University of Chicago requirements and the UChicago application deadline is also imperative. After all, there’s no use in writing perfect UChicago essay examples if your application is incomplete or late. Start planning your application early so you have documents in hand well before the deadline. With this in mind, most colleges use a holistic evaluation process when considering candidates. With such unique essay prompts, it’s clear that University of Chicago admissions wants students who rise to the occasion. That means students who passionately, creatively, and inquisitively respond to the prompts. 

You’ll notice that all the UChicago essay examples provide some valuable insight into the writer’s life and personality. These wouldn’t have been apparent from other parts of the application. That is to say, your essays should help to fill in your picture, so to speak. Admissions officers read essays to learn more about students to ensure that their values and goals align with the university. 

Need more help with your UChicago essays?

While we’ve checked out a couple of UChicago essays that worked, there are plenty more resources on the topic! In fact, you can check out more University of Chicago essay examples and see just why they worked, too. Reading UChicago uncommon essay examples will help inspire you to write your best UChicago extended essay example. 

The UChicago acceptance rate is one of the most selective in the nation at 5.4% . In light of that, applicants should do everything possible to make their application stand out. Read our how to get into UChicago guide for more tips on being a competitive candidate. 

While our “how to get into” guides cover each step of the application process, we have additional resources beyond UChicago essay examples. Watch our webinar for more valuable insight on how to write and edit your own UChicago essays. You can also take a look at UChicago admissions’ announcement of the most recent prompts in the video below.

Chicago Essay Examples – 5 Takeaways

What have we learned from these UChicago uncommon essay examples? Here are 5 key things to keep in mind to make sure that your University of Chicago essay examples are successful. 

5 Tips for Writing Chicago Essay Examples

1. start early.

This goes for all aspects of the college journey, from the demographic info to the essays. The UChicago application deadline can creep up with everything else busy high schoolers have going on. Don’t let it take you by surprise! Specifically, successful University of Chicago essay examples have almost certainly undergone more than one revision. Start your essays well before the UChicago application deadline to make plenty of time to brainstorm, outline, draft, and edit. Before applying, check out all of the application deadline options to see what works best for you!

2. Choose your topic carefully

In order to write your best essay, you’ll want to choose the topic that most excites you. Which prompt caught your immediate attention? And, can you respond fully to the prompt in a way that shows more of your personality and values to the University of Chicago admissions team? The strongest University of Chicago essay examples brimming with passionate language and excitement.

3. Get creative

You’ll notice that UChicago uncommon essay examples usually hook the reader. This is where the favorite writing phrase comes in handy: show, don’t tell. When writing your essays, don’t merely list your points. Captivate the reader with descriptive language and attention-grabbing narrative strategies. The successful University of Chicago examples almost read like a story that you just don’t want to put down. 

4. Meet the requirements

While there is no official word limit for the UChicago uncommon essay examples, there are “recommendations”. Successful University of Chicago essay examples are often 250–500 words for the first prompt and about 650 for the second. Obviously, be sure to answer both required essays!

5. Show who you are

This is the most important part of all college essays. Of course, comprehensively answering the prompt is also vital, but applicants must also tell admissions about themselves. Don’t just repeat other parts of your application; use the essays to share something about yourself that admissions wouldn’t see otherwise. Most importantly, be yourself! One of the most common mistakes applicants make is trying to write something that University of Chicago admissions officers want to read. Answer the prompts in an authentic and unique way. 

Overall, remember that UChicago uncommon essay examples are an opportunity to stand out among a pool of qualified candidates. At one of the most selective universities in the nation, UChicago uncommon essay examples catch the eye of the admissions team. So, be sure to read several UChicago uncommon essay examples possible before starting your own. They’ll surely spark inspiration as well as show what’s worked in the past. 

If you’re feeling overwhelmed after dissecting the UChicago uncommon essay examples, don’t worry! CollegeAdvisor’s Admissions Experts help students in every step of the college application journey, specifically with the University of Chicago requirements. They offer personalized support with everything from creating a college list to writing essays to applying for financial aid. 

Don’t focus on rankings and acceptance rates when planning your essays—just creatively show who you are through your prompt responses. Have fun when writing each UChicago essay! After all, people call them “uncommon essays” for a reason. UChicago wants you to think outside of the box when responding to their one-of-a-kind UChicago essay prompts. 

Sarah Kaminski wrote this article. Looking for more admissions support? Click here to schedule a free meeting with one of our Admissions Specialists. During your meeting, our team will discuss your profile and help you find targeted ways to increase your admissions odds at top schools. We’ll also answer any questions and discuss how CollegeAdvisor.com can support you in the college application process.

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Essay writing advice: "why x university" essays.

As an admissions counselor and UChicago alumna, one of my favorite things to do is talk about the university and all it has to offer! One of the easiest ways for students to let me know they are just as excited as I am about UChicago is through the first required essay of their UChicago application, what we in College Admissions call the “Why UChicago?” essay. As you are beginning your college application process, you may notice that many of the schools you interested in have a similar “Why X University?” prompt. I wanted to provide some tips as you begin writing these essays and familiarizing yourself more with different colleges and what they have to offer. 

Be specific! Off the bat, this is the best way to let the person who is reading your application know that you are excited about their school. I recommend that students employ something called the White-Out Test after they have finished writing their “Why X University?” essay. To use this test, read through your finished essay and “white-out” any mentions of a school’s name. If it’s still clear which school you’re talking about, congratulations! You have passed the White-Out Test. If you can’t narrow down what university you are talking about, go back through your essay and make it more specific. Maybe instead of just mentioning a university being in a large, urban city, you could mention the specific neighborhood the university is in and how that will promote your growth and education. Instead of talking about the unique education provided by an institution, maybe you could mention particular majors or classes and why you are excited about them. Overall, the White-Out Test is a great way to check if your “Why X University?” essay is specific enough! 

Avoid just listing out different things available at a particular school. While creating a list of different clubs, classes, professors, or other offerings at a particular school may be a great way to begin outlining your “Why X University?” essay, oftentimes the most memorable “Why UChicago?” essays take a more creative approach. Some of my favorite and most memorable essays I have read included a letter to UChicago from a secret admirer, an essay written from the prospective of the ivy on campus, and an essay that explored all of the implications of the question “Why?” and how UChicago was the best place to get those questions answered. It was immediately clear to me that these students both knew what UChicago had to offer them and, more importantly, that they understood UChicago’s spirit and our foundational ideals of intellectually inquiry and curiosity. Writing this essay in a unique format can help you stand out in a sea of applicants! 

Talk to current students to help better understand a college’s environment. There is no better way to learn about a university than through students that currently attend. While lots of information is available online through course catalogs, information sessions, and a university’s website, talking to current students can provide a unique perspective into everyday life, what courses are most popular, and some great student groups. Conversations you have with current students can be great to highlight in your “Why X University?” essay. Students are readily available to speak to current students either online through email or in-person once campus tours start back up. Reach out to  [email protected]  to chat with a current UChicago student and get any of your questions answered (and check out what other schools may offer to connect with current students)! 

Don’t use templates. While it can be very tempting to use a template when you are writing your “Why X University?” essays, it is pretty easy for an admissions counselor to spot when you are just changing the university’s name in an essay. Each school you are applying to is unique and offers its students different things, so make sure that your essays are also unique and highlight those different offerings! 

Proofread before you hit submit! Because you won’t be using templates to write your “Why X University?” essays, you can avoid the dreaded situation of submitting an essay to a university with a different university’s name in it. However, it is still important to proofread to double and triple check that you are not making any grammatical or spelling errors and that your essay flows. Oftentimes when I want to get a paper proofread, I will pass it off to a trusted friend to get another set of eyes on it. Getting someone else’s perspective will help with catching any major errors as well as making sure that your point is coming across clearly and concisely! 

While everyone’s “Why X University?” essay is going to be unique and tailored to their personal interests, this list of tips should be a good way to get started thinking about what you want to write and how you want to write it. Best of luck to everyone writing these essays and make sure to reach out to  [email protected]  if you have any questions. Now get writing! 

Everything you need to succeed with the University of Chicago essays prompts

Our best advice for writing spectacular uchicago supplemental essays (2020-2021)..

UChicago has the best essay prompts of any college, bar none. (That’s in our humble opinion at Prompt from our long experience helping applicants succeed at college essays.)

The problem is: they’re also the most difficult. Luckily, we have a winning approach for you. It’s a step-by-step guide to these questions (the post will be updated, but the advice is still on-point for 2021).

In a nutshell, UChicago’s prompts consist of two required essays with no word limit :

• Why UChicago. [Prompt suggests 250-300 words.]
• Choose from a vast selection of “eloquent, intriguing, or downright wacky” essay prompts. And “have fun!” [Prompt suggests 300-600 words.]

Last piece of advice? Find someone you know well and respect. Ask for some feedback. (Probably no tip will help you as much as this one.) And if you like the idea of personalized guidance from people who’ve done this thousands of times, get started here .

UChicago supplemental essay questions for 2020-2021

Question 1 [Why UChicago?]: How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Question 2: Extended essay (Choose one):

• Option 1: Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics... it's all up to you (or your woodchuck).
• Option 2: What can actually be divided by zero?
• Option 3: The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?
• Option 4: Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer's key of at least 300 words to help us best understand your creation.
• Option 5: "Do you feel lucky? Well, do ya, punk?" - Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.
• Option 6: Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.
• Option 7: In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

[ Bonus note: While many of the past prompts are listed on UChicago’s application page, Prompt found all of them here , thanks to a Reddit thread .]