A little context, we are doing a 1930's themed wedding and thought continuing the theme by visiting Chicago would be perfect!
The question becomes after checking out the Jazz scene and catching a comedy show what does one do in Chicago? We are only there for 4 days and I want to make the most of it. Whenever we go somewhere we like to ask the locals what's up but we don't know anyone from the city.
Would any of you be kind enough to offer up suggestions? I can return in kinda with ideas for those coming up to Montreal.