October Weather in Chicago

Explore Chicago at your own pace with a Big Bus hop-on hop-off tour or sunset tour. See Chicago's landmarks including Willis Tower, Navy Pier, and Magnificent Mile from an open-top double-decker bus.

Save up to 50%* on admission to 2, 3, 4, 5, 6, or 7 Chicago attraction including 360 Chicago, Architecture River Cruise, Skydeck Chicago, and much more.

Enjoy a fully immersive experience at the Museum of Ice Cream, delivering joy and entertainment for the whole family. Savor signature ice cream flavors and sweet treats as you explore the museum.

Skip the ticket purchase desk to enjoy the best panoramic views of Chicago, 94 stories above the Windy City. Enjoy stunning lake views and close-up vistas of Chicago’s amazing skyscrapers.

Experience Chicago’s legendary architecture from the best seat in the house: the river. Enjoy a comprehensive tour with a live fun guide as you navigate through the heart of the city covering all 3 branches of the Chicago River.

Sample Chicago’s four favorite food groups – pizza, hot dogs, brownies, and beer – on this city bike tour. Tour Chicago's famous neighborhoods and top attractions, day and night tour routes.

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

Discover everything the Smokies have to offer with this self-guided tour. See the stunning scenery of Great Smoky Mountains National Park, explore Cades Cove, and marvel at the Cataract Falls.

Experience the dark side of the Windy City on a Crime and Mob Bus Tour that introduces you to Chicago’s history of crime. Escape into the city's underworld and learn about characters like Al Capone and John Dillinger.