Andersonville is a cool neighborhood very close to where Kelly and Colin live (about 30 minutes driving from Oak Park). In 2021, it was voted the Second Best Neighborhood in the world and Best Neighborhood in the US by TimeOut Magazine. We recommend starting at Lost Larson and walking along Clark St. to do some shopping at small businesses, and end the day at Simon's for Glogg Slushies!
Chicago's Lakefront trail is 17 miles long! It is beautiful to walk along at any time of year on any stretch of the trail. Either walk or take a Divvy bike to see the beautiful sights! Kelly and Colin live at the north edge of the trail, and we recommend stopping by a beach to relax if you like!
Wrigley Field is a classic stadium! The Cubs are at home the weekend of the wedding and play rivals St. Louis Cardinals - it's sure to be a good game! Take the green line to the red line (toward Howard) and get off at the Addison stop - the field is 1 block from the train, and there are many restaurants and bars in the surrounding neighborhood.