And the Hancock observation deck does lunch too, great food and great views. I've been up there twice for lunch.
Also Museum of Science and Industry is a great visit. They always have cool exibits, and they have a 5 story omnimax theater with cool movies, it's been a few years since I've seen it, but it's not for those with motion sickness
Looking at their site it says the theater will reopen on 10-13 from some renovations. The art museum is really cool to visit. When I went a couple years ago it was kinda cool seeing all different artists, and seeing places where they filmed Ferris Bueller's Day Off !
And I agree, Michigan Ave has some great shopping!
For night life you can't beat boystown bars. There's a club for everyone's taste.
Hope ya'll have a good time!