Johnny rockets, and that chucky cheese place that is for adults only.
Other then that I do not know, you would have to make the two hour drive north to my neck of the woods so that I can take you to resutrants I have actually been to. I'll ask some people for you and let you know. As far as sights, everybody goes to Navy pier, may as well hit up Michigan ave too, bring out the no limit credit card for that one, and a leash for the wifey.