Rosebud Steakhouse!!!! (http://rosebudrestaurants.com)
Best cheeseburger I have ever had- and it is not even close.
Guy in our group talked the place up for ever- so we went with the idea of mocking his overstating of the greatness- wow were we suprised. Probably a 12 burger if I recall. Place is near the Hancock Building.
There are some really fun bars up in the wrigleyville area, but I was so drunk I don't remember what they were called (There was a German place called HB that had some great big beers, thats all i recall)
You don't have to go to college Danny, this isn't Russia.