Don't knock Chicago pizza man! When I was based in NY my crash pad was in Queens (Kew Gardens) and I had real New York pizza many times. It was really yummy, and I have nothing bad to say about NY pizza, but you really gotta try the Chicago stuff! I recommend Giordano's, Uno's, or Gino's. Chicago hot dogs are hot dogs on a poppy seed bun with tomatos, sweet relish, a pickle spear, mustard, onions, and optional hot peppers. NO KETCHUP! If it has ketchup, it's not a Chicago dog.
The Museum of Science & Industry is worth seeing, there's a old United 727-100 there. They use the airplane as a housing for other aviation exhibits, personally I think the airplane should be an exhibit by itself.
If you're looking for nighlife, we used to go to the bars on Rush & Division all the time. The Lodge & Mother's were favorites of ours. Excaliber is the typical 'club', crowded with loud thumping dance music, last time I was there they had new dance music upstairs and 80's downstairs. It's been a few years since I've bar hopped downtown, so I'm probably not the best person to give nightlife advice, but we had some good times down there.