Walking Tours in Chicago, Illinois

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Explore the Art Institute of Chicago with a skip-the-line guided tour. Bypass the wait and immerse yourself in a world-class collection, from Impressionist gems to modern masterpieces like Sunday on La Grande Jatte by Georges Seurat and Nighthawks by Edward Hopper. Let an expert guide reveal the stories behind both iconic artworks and lesser-known treasures. Details
TripAdvisor user rating 4.90 out of 5
42 Reviews
$85.00 $70.67
Total Price: $70.67 (USD)
You Save: $14.33
Sample some of Chicago's famous dishes on the Chicago Favorites Ultimate Food & Walking Tour. Indulge in deep-dish pizza, the original chocolate brownie, and local craft beers. Visit some of the most renowned restaurants and bars in the city. Along the way, you’ll come across Chicago’s landmarks, well-known neighborhoods, and historic spots. Details
TripAdvisor user rating 5.00 out of 5
4770 Reviews
$79.99 $71.99
Total Price: $79.28 (USD)
You Save: $8.00
Experience the magic of Chicago during the holiday season. This festive Holiday Hike walking and food tour takes you through the city’s most iconic holiday sights, including the Magnificent Mile lights, Millennium Park Christmas Tree, and Christkindlmarket. Enjoy local treats like deep dish pizza, Chicago-style hot dogs, and Italian beef sandwiches along the way. Details
TripAdvisor user rating 5.00 out of 5
4610 Reviews
$79.99 $71.99
Total Price: $79.17 (USD)
You Save: $8.00
Step into the spotlight with The Chicago Theatre Tour! Marvel at the French Baroque-style architecture, walk the iconic stage, and explore behind-the-scenes areas where entertainment legends like Frank Sinatra and Dolly Parton once stood. From the grand lobby to the Wurlitzer organ, every corner tells a story of Chicago's rich cultural history. Details
$27.95 $24.06
Total Price: $26.42 (USD)
You Save: $3.89
Celebrate the city’s vibrant Chinese heritage on a Chinatown food tour in Chicago, savoring dim sum, noodles, and regional specialties. Discover the neighborhood’s rich cultural history while sampling local favorites at hidden-gem restaurants in Chinatown Square and along Wentworth Avenue. Details
TripAdvisor user rating 5.00 out of 5
4774 Reviews
$79.99 $71.99
Total Price: $79.28 (USD)
You Save: $8.00
See Chicago from the ground up and from way up high on this private Chicago walking tour! Discover more about The Windy City while taking advantage of all the city has to offer– including the expansive trails of Millennium Park, the opulent stores on Magnificent Mile, unique art and architecture that defines the city, and a stunning view of the Chicago skyline. Details
TripAdvisor user rating 5.00 out of 5
1 Reviews
$411.00
Total Price: $419.22 (USD)