Eric and I frequent the museums when the chillier months arrive, and the Art Institute is an incredible experience. This museum has one of the largest collections of Impressionist work - highly recommend!
Assuming the Cubbies are not in the World Series... plan to take a tour of Wrigley Field! On the tour you'll see: Seating Bowl, Bleachers, Outfield Ivy, Press Box, Visiting Clubhouse, Dugout, and the Field itself.
Weather permitting, this is our favorite activity to recommend for our guests. Their Michigan Avenue Dock is located at 400 N Michigan Avenue at the northwest corner of the Michigan Avenue Bridge (now called the DuSable Bridge), at the base of the Wrigley Building on the Chicago River.
If you have an open evening in your agenda, we highly recommend seeing a comedy show at second city! Grab a bite to eat at Gussie's Handmade Italian beforehand and be sure to \ grab a beverage at Old Town Ale House after!