When your downtown, look up Magnum's Steak House. I forget which street it is on, but the fillets and ribeye's are incredible. The best pizza in Chicagoland is in Des Plaines, just NW of O'hare at a hole in the wall called Allegretti's, aslo worth looking up. At least one night when your there, go down to Rush and Division downtown. Within 3 or 4 blocks of that intersection there are probably 25 bars. Even if your not a drinker, that is a wild place to check out. And if you are a drinker, bring home pictures for the rest of us to see. The M of S & I is cool if you make it that far south, (and don't go south after dark) and the view from the Hancock tower is better than the Sears tower. If you do want Pizza Downtown, Gino's east. And yes the best things to do there are eat and drink.