Wrigley Field transforms into Winter Wonderland in the winter! Go ice skating inside the ballpark, drink hot chocolate, and go tubing down the bleachers!

Ice skate for free in Millennium Park (you can rent ice skates if needed) and get a great view of the Chicago skyline!

This ~free~ zoo and conservatory offers a great lion exhibit, flamingos, giraffes, camels, polar bears, underwater seal viewing and more!

See many famous pieces of artwork including "American Gothic" by Grant Wood, "Water Lilies" by Claude Monet, "The Bedroom" by Vincent Van Gogh and "A Sunday Afternoon on the Island of La Grande Jatte" by Georges Seurat (Karla's favorite - she loves the pointillism!)

Come to the Field Museum and see Egyptian mummies, lions from 1898, and Sue (the largest and most complete T-Rex ever assembled!)

This amazing aquarium hosts everything from sharks, to penguins, to Beluga whales!

Come see the bean! Millennium Park also hosts an ice skating rink in the winter.

Chicago's famous improv theater troupe which sparked careers of Steve Carell, Amy Poehler, Bill Murray, and more!

There's always an amazing performance going on at the Chicago Theater! Stephen still talks about the time we saw John Oliver here (New Years Eve 2022)

One of our favorite date night activities - indoor mini golf! There are two locations in Chicago, each with unique courses

This interactive dart bar is also one of our favorites! The video screens guide you through unique dart games like Chutes and Ladders and Horse Racing. Flight Club is also right above a ping pong bar - a great double header!

Kaiser Tiger is a great German restaurant that also has curling lanes - a unique fun winter experience!

The world's largest Starbucks (not an exaggeration) is located right across the street from the Warwick Allerton. Get unique drinks that aren't at your typical Starbucks and learn about how the coffee is roasted!