Great city. Visited last July when my daughter was based out of O'Hare flying for American. Happened to hit Taste of Chicago, which was awesome. Beef out there is so much better than what we are used to. Nice folks and good bars and restaurants. A lot of festivals that I will post a link to for you to look through. Waterfront is great. I enjoyed the architecture of downtown and the history of how it was rebuilt after the great Chicago fire. Next time I would do a river tour and go to a Cubs game.
My son's classic comment to his sister was; I didn't know you had an ocean out here...…….
https://www.choosechicago.com/