Best Things to Do in Chicago (2026)
The best Chicago experiences, ranked by real traveler reviews: 8 top tours and activities below, with free cancellation on most and instant online booking.
See all Chicago tours →Search & book Chicago tours
Top-rated Chicago tours
Small-Group Sightseeing Boat Tour in Chicago
★ 5.0 (97) · from $89
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
★ 5.0 (70) · from $507
Chicago Walking Tour: Connecting Past and Present
★ 5.0 (43) · from $35
Chicago Haunts and Hooligans Tour
★ 5.0 (39) · from $30
Chicago Shoreline Adventure Boat Tour
★ 5.0 (38) · from $90
Chicago Photo Walk to Bean and Landmarks
★ 5.0 (31) · from $169
Chicago Scenic Driving Tour
★ 5.0 (22) · from $315
History and Architecture of Chicago Loop Walking Tour
★ 5.0 (21) · from $30
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