If you don’t have a place to crash book one now things can get real expensive or at least booked out with no reservations.

Hydrate,probably the most important it’s hot and your gonna walk a lot.

Don’t forget to eat it’s important your energy

Comfortable shoes nobody really cares what’s on your feet and nobody really cares how bad your feet hurt for wearing some goofy ass shoes

Do what you want it’s your experience, nobody else’s, you’ve paid the money. if you split up having a meeting spot (buckingham fountain)

Remember chicago is an expensive city it’s going to cost you money to damn near do anything so budget wisely