I envy you going to chicago! Anoosh and I ate at LaCosta, next to navy pier, and have recommended it to several people . All have raved.
Hot Chocolate--1747 n damon ph 773-489-1747 really worth a try for food and amazing deserts.
Nationale 27 is a lot of fun. Adam Seger ( mixologist) is there, and it turns into a dance club after 11 on the weekends.
Have a great time!