For the supplemental questions of UChicago, there are essay options (1-6) and more questions listed on the bottom. Are we allowed to pick from all or only the 6 questions?
Two essays are required 1) Why Chicago and 2) Your choice. You can pick any of the 5 for the second essay. The last option actually says “write your own prompt”.
So they don’t really care what you write about. They just want to get a sense of your writing style and depth.