Italian Beef - Portillo's. Absolutely fantastic.... Deep Dish - Lou Malnati's. As far as what to do, if you like museums, the Field Museum is amazing. They have the actually freaking lions from th Ghost and the Darkness. I kid you not. Pretty cool. And, if you go down to it, Soldier Field is across the street. So, you get 2 birds with 1 stone. John Hancock building is an awesome view of the city and Lake Michigan. Plus, the observation deck has a screened portion. So, you can actually go outside that far up. truly windy... Chicago was a fun city. We did it for a long weekend. Flew into O'Hare, bought a 3 day public transit pass and did subway and spent less than $20 on cab fare. Their transit system is as user friendly as any city in the country. You can literally find what you need to without any hassle. Great city.