The University of Chicago has released its supplemental essay prompts for the 2024-2025 college admissions cycles. Applicants to UChicago’s Class of 2029 will be asked to answer two essays in addition to The Common Application’s Personal Statement. Each essay should be one to two pages in length and, as is tradition at the University of Chicago, the essay options for one of the two prompts are as weird as can be. So what are this year’s UChicago essay prompts? Let’s check them out!

2024-2025 UChicago Essay Topics and Questions

The Weird Essay Prompt

For the first essay prompt, which applicants should address in one to two pages, applicants are asked to choose one of the seven essay options, which are as follows:

Essay Option 1

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents.
– Inspired by Ramsey Bottorff, Class of 2026

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older?
– Inspired by Joshua Harris, Class of 2016

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?
– Inspired by Veronica Chang, Class of 2022

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”
– Inspired by Napat Sakdibhornssup, Class of 2028

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.
– Inspired by Malhar Manek, Class of 2028

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!

How to Approach the Weird Essay Prompt at UChicago

Irrespective of which essay prompt an applicant chooses among the first six, they should strive to showcase how they think and aim to be memorable. Not every essay in college admissions offers students such a unique opportunity to stand out, but this essay prompt gives students that opening.

As such, while all of Ivy Coach’s students’ essays are always weird, this prompt typically allows our students to showcase their weird sides more than any other. But their answers are not just weird for weird’s sake. Through their compelling narratives, they showcase — through their singular hook rather than well-roundedness — how they’re going to change the world in one super specific way.

Oh, and notice we didn’t suggest a student answer the “choose your own adventure prompt.” It’s because we would always prefer a student demonstrate that they wrote the essay just for UChicago. The other six prompts are so specific that it’s doubtful an applicant could repurpose the essay for another school, whereas a “choose your own adventure” answer can easily be used for other institutions. Thus, the act of choosing one of the first six prompts is itself a way of demonstrating interest to UChicago.

The Why Chicago Essay Prompt

UChicago’s second required essay should also be answered in one to two pages. For this prompt, students must answer the following question:

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.

This prompt is a straight-up-the-middle Why College essay that should be filled with specific reference after specific reference of how a student will contribute their singular hook to the school’s enduring programs and institutes, traditions, and activities. Notice we didn’t mention professors or classes. Professors leave and classes change. Besides, UChicago’s admissions officers weren’t born yesterday. They know students can cut and paste the names of professors and class names from one school to the next like a game of Mad Libs. They want to see a student wrote this essay just for them. They want to feel special!

Ivy Coach’s Assistance with UChicago Essays

If you need assistance optimizing your case for admission to the University of Chicago by submitting wonderfully weird essays that wow admissions officers, fill out our complimentary consultation form, and we’ll be in touch to outline Ivy Coach’s college admissions counseling services for seniors.