3 days in Chicago Itinerary

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Your cultural itinerary includes sights like The Art Institute of Chicago and The Magnificent Mile. Visiting Boat Tours & Water Sports and Lakefront Trail will get you outdoors. When in Chicago, make a side trip to see Little Red Schoolhouse in Willow Springs, approximately Willow Springs away. There's lots more to do: try to win big at Horseshoe Hammond, stroll around Millennium Park, get curious at Museum of Science and Industry, and enjoy breathtaking views from Skydeck Chicago - Willis Tower.

For maps, ratings, photos, and other tourist information, refer to the Chicago itinerary planner.

In September, daytime highs in Chicago are 78°F, while nighttime lows are 61°F.