Chicago Walking & Biking Tours

Chicago Walking & Biking Tours

Walking & Biking Tours

Only Show: Bike & Mountain Bike Tours | Walking Tours

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

5 star rating: Highly Recommended 38 Reviews

Taste the flavors of Chicago, both edible and cultural, on a bike tour through the city. Sample four of Chicago’s favorite foods and drinks –pizza, ...  Read more

Location: Chicago, Illinois
Duration: 4 hours

From USD $78.95

Chicago Lakefront Neighborhoods Bicycle Tour

5 star rating: Highly Recommended 33 Reviews

See Chicago off the tourist beat on this guided bicycle tour. Your expert local guide will lead you to Chicago’s best quiet neighborhood streets, ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $48.10

Chicago Walking Tour: Inside the Architecture of the Loop

5 star rating: Highly Recommended 47 Reviews

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

From USD $26.00

Tastes of Chicago Walking Tour: Chicago-Style Pizza, Beer, Brownies and Italian Beef

5 star rating: Highly Recommended 28 Reviews

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

From USD $55.35

Chicago Walking Tour: Historic Skyscrapers

5 star rating: Highly Recommended 29 Reviews

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

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

City Lights at Night Bicycle Tour

4 star rating: Recommended 2 Reviews

Bike through Chicago's most attractive locations at night and discover her charming neighborhoods. Enjoy a leisurely and informative biking ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $48.10

Chicago Chocolate Lover's Walking Tour

3 star rating: Worth doing 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $40.00

Chicago Pedway Walking Tour

4.5 star rating: Recommended 58 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 ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes

From USD $20.00

Chicago History Tour Plus - River Walk

5 star rating: Highly Recommended 5 Reviews

Learn the true "story" of Chicago's history and its amazing account of how a swampland located at the intersection of a lazy prairie river and Lake ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Historic Chicago Walking Bar Tour

4.5 star rating: Recommended 15 Reviews

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

From USD $38.00

Chicago Pizza Walking Tour

5 star rating: Highly Recommended 5 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

From USD $45.00

Chicago Walking Tour: Art Deco Skyscrapers

5 star rating: Highly Recommended 37 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

Chicago Lincoln Park Bike Adventure

4 star rating: Recommended 2 Reviews

Enjoy the car-free lakefront trail and explore Chicago’s beaches, parks, lagoons, and gorgeous Lincoln Park Zoo (free admission). This tour offers a diverse ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $40.00

Chicago Worlds Fair of 1893 Walking and Food Tour

5 star rating: Highly Recommended 1 Review

A combination of food and drink with incredible architecture, fascinating historical stories of turn-of-the-century Chicago, and visual scavenger hunts and ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00

Cupcake Walking Tour in Chicago

5 star rating: Highly Recommended 2 Reviews

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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $40.00

River Walk Brunch Tour

Join us on our highly acclaimed weekend Brunch Tour that features a little of everything; history, architecture, spectacular views, great storytelling and of ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $50.00

Chicago Independent Bike Tour with Full-Day Rental

5 star rating: Highly Recommended 1 Review

Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $20.55

Chicago Walking Tour: Modern Architecture

5 star rating: Highly Recommended 8 Reviews

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

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

Sweet Tooth Tour of Chicago

1 star rating: I do not recommend this 1 Review

Can’t decide which dessert you want to satisfy your sweet tooth? No need to pick and choose. Join us as we walk through Chicago, tasting a smorgasbord ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $49.99

The World Within Walking Tour

5 star rating: Highly Recommended 4 Reviews

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $25.00

Open Your Eyes Walking Tour

5 star rating: Highly Recommended 2 Reviews

One of the benefits of researching and creating architecture walking tours is all of the fascinating discoveries one makes along the way – the hidden ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $25.00

2.5 Hour Walking Tour on the Chicago River Walk

The River Walk will soon span from Lake Shore Drive to Lake Street and offer wonderful lush green spaces, cafes, retail establishments and numerous places to ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

President Obama Walking Tour of Hyde Park In Chicago

4.5 star rating: Recommended 2 Reviews

Follow in the footsteps of a living local legend and learn more about President Obama as your tour guide takes you on a two-hour walking tour of "Obama's ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

Chicago Southside Gangster Bicycle Tour

5 star rating: Highly Recommended 1 Review

Travel back in time to the seamier side of Chicago on this guided bicycle tour that takes you to the Southside hangouts of notorious ...  Read more

Location: Chicago, Illinois
Duration: 4 hours

From USD $60.25

Walk Eat Discover Naperville

Looking for things to do outside of Chicago? Check out the great city of Naperville. Enjoy a food tasting and cultural walking tour of historic downtown ...  Read more

Location: Naperville, Illinois
Duration: 3 hours

From USD $46.00
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