1. Bar crawl in Wrigleyville (This past trip we went to Trader Todd’s- which is a karaoke bar and Old Crow Smokehouse- which has live music in this huge warehouse-like looking space).
2. Cheer on the Cubbies at a Cubs game (I’ve been to three Cubs game now, and every time they lose).
4. Sit, eat, drink and be merry on Chicago Riverwalk (Such a fun way to people-watch both on the walkway and in the river).
5. Go to a museum: the Chicago Art Institute, the aquarium, the planetarium, or the botanical gardens.
6. Take an architecture tour in the river (We did this two years ago and it was such a cool way to see the city!)
7. Find the murals around the city (Alex wanted to kill me last year when I had us drive around on the hunt for all these cool murals).
8. Shop in Pleasant Prairie outlet mall (so this one is not actually in Illinois, but it is right over the border in Wisconsin. And in Wisconsin there is no sales tax!)
9. Go to the South Side for Mexican food (Best tacos I’ve ever had!)
10. Get lost! Wander around and get your steps in!
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