Lots of great ideas here. When I was there I went to a taping of Jerry springer in 04 it was fuckin funny man. I'd also hit up an architectual tour too you get on a boat over by navy pier and they cruise you around the river that flows through the city. You learn alot about the city and alot of gangster shit, they show you Al Capones office and alot of other stuff. It's cool if you want to learn bout the history of Chicago