Smith and Wollensky's is awesome here in Miami so I can just imagine it in Chi. Charlie Trotter is a god in the culinary universe so you know........ you should eat there(if you can afford it). Mortons(the original) must be amazing because the Mortons here in South FL are just to die for.... its expensive though(but worth every damn penny) man sooooo good.
other than whats already been suggested I cant think of anything offhand... I havent been to Chicago since I was very young
