Chicago Walking Tours

Chicago Walking Tours

Walking & Biking Tours See all

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Tastes of Chicago Walking Tour: Chicago-Style Pizza, Beer, Cupcakes and Hot Dogs

Experience Chicago on a walking and food tour of the central business district. Visits to legendary sites such as Palmer House Hotel, Marshall Field’s ...  Read more

Location: Chicago, Illinois
Duration: 3 hours (approx.)

From USD $49.50

Chicago Pedway Walking Tour

4.5 star rating: Recommended 38 Reviews

Explore Chicago by following the heated tunnels, walkways and passages that connect the city’s famous landmarks and buildings. Your comedic guide takes you on ...  Read more

Location: Chicago, Illinois
Duration: 1 hour 30 minutes (approx.)

From USD $20.00

Chicago Holiday Stroll and Food Tour

Experience the magic of the holidays, Chicago style, on a food and walking tour of the lively downtown. Your knowledgeable guide shares holiday traditions such ...  Read more

Location: Chicago, Illinois
Duration: 3 hours (approx.)

From USD $54.45

Chicago Walking Tour: Inside the Architecture of the Loop

Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city. Appreciate the interiors ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $26.00

Chicago Chocolate Lover's Walking Tour

4.5 star rating: Recommended 9 Reviews

Let your sweet tooth lead the way on this 2-hour chocolate walking tour in Chicago. As you walk along the Magnificent Mile with your local guide, visit some of ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $50.00

Cupcake Walking Tour in Chicago

Satisfy your sweet tooth on this cupcake walking tour in Chicago, one of the birthplaces of the modern gourmet cupcake craze. Your local guide will take you to ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $50.00

Chicago Walking Tour: Art Deco Architecture

4.5 star rating: Recommended 19 Reviews

Discover the opulent exteriors and interiors of the Roaring '20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour. Learn of ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $14.99

Chicago Walking Tour: Historic Loop Skyscrapers

5 star rating: Highly Recommended 13 Reviews

Perhaps Chicago's most identifiable claim to fame resides in its architecture. The prototype of the modern industrial metropolis arose from the charred ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $14.99

Chicago Pizza Walking Tour

4.5 star rating: Recommended 2 Reviews

Taste some of Chicago’s finest deep-dish pizzas during a 2-hour walking tour to three top pizzerias. Start at the restaurant that created the famous pie, ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $45.00

Chicago Walking Tour: Modern Architecture

4.5 star rating: Recommended 4 Reviews

Explore Chicago's international, modern and postmodern movements, from the powerful, minimalist work of Mies van der Rohe's to contemporary styles that ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $14.99

Chicago Architecture Walking Tour with Binoculars

The architecture of downtown Chicago is magnified on this walking tour with the help of binoculars and a knowledgeable guide. Every participant gets their own ...  Read more

Location: Chicago, Illinois
Duration: 1 hour 30 minutes (approx.)

From USD $28.00

Historic Chicago Walking Bar Tour

Explore downtown Chicago on a pub crawl with an educational twist! Your expert guide shares entertaining facts about the history of jazz, theater, social ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes (approx.)

From USD $34.00

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