If you go to The Music Box, you'll get off the train AT Wrigley Field, worth a look around.
If you go to Uno's for deep dish and there is a long waiting line, there is another location two blocks away.
If you go on the architecture tour, arrive early enough to get a good seat in the front of the boat. The tours are narrated.
If you don't go to The Art Institute, you'll be missing some masterpieces which you can see quickly with the folder with the "must-see" list which directs you to each room holding one of these treasures. These works are one-of-a-kind, you know. Only here at this place ...
You can get hotdogs or encased meats as called in Chicago at lots of locations, but there is only one Portillo's. It's easy to find. The line will be long, but it moves quick-smart. Beer on tap in a giant frosty glass. Give it a go! Or, wait, I forgot to say Portillo's have frozen custard as well. It's milky and very nice. Not the best in the world. That's at Leon's in Milwaukee, but you're not going there.