City Tours
Rated as the best tours in Chicago. Our expert docents will guide you by boat, bus, train or on foot and share the stories behind the buildings.
Rated as the best tours in Chicago. Our expert docents will guide you by boat, bus, train or on foot and share the stories behind the buildings.
Voted #1 Boat Tour in the US
6 best tours and walks in Chicago
#1 Chicago Boat Tour for 10+ years
Best Experiences in the US
If you encounter any difficulties booking a tour online, please contact us at 312.922.3432. Our call center is available daily from 9 AM to 4 PM.
- Walking
Architecture of the Magnificent Mile
Explore Chicago’s evolution from a dirt road called Pine Street to the iconic Magnificent... - Walking
Chicago Architecture: A Walk Through Time
Journey through Chicago’s architectural evolution, from the Great Fire’s aftermath to new supertall high-rises. - Walking
Chicago Icons: Connecting Past and Present
Compare and contrast iconic buildings from the 1890s to present and learn how older... - Walking
Chicago's First Skyscrapers
Chicago is home to some of the world’s first skyscrapers. Get an up-close look...
- Walking
Elevated Architecture: Downtown 'L' Train
See architectural details missed by most pedestrians at street level and gain insight into... - Walking
Historic Treasures of Chicago’s Golden Age
Learn about the great architectural landmarks of Michigan Avenue and State Street. - Walking
Macy's on State
Celebrate the season with special tours from November through the end of the year...
- Walking
Must-See Chicago
Celebrate the season with this tour that concludes at Daley Plaza, which hosts the...
- Walking
Tiffany in Chicago
Marvel at Chicago’s stunning Tiffany art-glass and mosaics—one of the largest collections in the... - Walking
Union Station: Icon of a Great Age
Celebrate the season with special tours from November through the end of the year...
discounted tour pricing for members
Free essential walking tours, 66% off premier walking tours, invitations to exclusive members-only events, and more.