Chicago Walking & Biking Tours

Chicago Walking & Biking Tours

Walking & Biking Tours

Only Show: Bike & Mountain Bike Tours | Walking Tours

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Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour

5 star rating: Highly Recommended 56 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

Chicago Crime and Pizza Walk

Explore Chicago's crime and pizza history on this two-hour walking tour through the River North and Gold Coast neighborhoods in Chicago.

Location: Chicago, Illinois
Duration: 2 hours

From USD $50.00

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

5 star rating: Highly Recommended 31 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 $59.00

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
$23.00 Save $5.00

The Roaring Twenties Art Deco and Decadence Tour

Chicago is a hub of Art Deco architecture, style, and history, and on this evening walking tour, you’ll learn all about what life was like in the Windy City ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $59.00

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
$23.00 Save $5.00

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

5 star rating: Highly Recommended 40 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 $79.50

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

Chicago Lakefront Neighborhoods Bicycle Tour

5 star rating: Highly Recommended 34 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 $51.45

Chicago Pedway Walking Tour

4.5 star rating: Recommended 63 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 Holiday Stroll and Food Tour

5 star rating: Highly Recommended 3 Reviews

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

From USD $59.00

Chicago Walking Tour: Historic Skyscrapers

5 star rating: Highly Recommended 33 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
$23.00 Save $5.00

Historic Chicago Walking Bar Tour

5 star rating: Highly Recommended 18 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

Walking and Food Tour: Chicago World's Fair of 1893

5 star rating: Highly Recommended 1 Review

Step back in time on a 3-hour walking tour of Chicago highlighting the food, drink and architecture of the 1893 World’s Fair. Stroll through the city’s ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00

Naperville Food and Culture Walking Tour

Located just west of downtown Chicago, Naperville embodies Midwest friendliness and charm. Enjoy a cultural walking tour around its historic downtown, nosh on ...  Read more

Location: Naperville, Illinois
Duration: 3 hours

From USD $46.00

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

The World's Fare - Chicago Food Experience

Experience one-of-a-kind food and drink tastings that visits four Chicago restaurants located in one of Chicago’s most hip neighborhoods: Wicker Park. Taste ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $59.00

Mag Mile Walking Tour of Chicago

Chicago's Magnificent Mile represents the best of both shopping and sightseeing. During this tour, you'll experience the many stores and sights and also learn ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Winter Delights: Neighborhood Food Experience in Chicago

This walking food tour visits five Chicago food tasting locations located on Wells Street, the main artery of Old Town. Mouth-watering food samplings, enough ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $37.80
$44.00 Save $6.20

Magnificent Mile Morning Walking Tour in Chicago

Discover the Magnificent Mile’s surprising story and learn about some of the city’s most iconic skyscrapers, exotic private clubs, and historic hotels.  Best ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $59.00

Chicago's Beer Flights and Bites Tour of Old Town

Experience Thirsty Thursday the Chi-Way; in the historic Old Town neighborhood. Chicago is home to one of the best beer scenes in the country. Be our guest as ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $89.99

Underground Donut Tour - Chicago's Only Donut Tour

Taste some of the finest donuts that Chicago has to offer on this 2 hour Walking Tour.  On this tour, we'll make four stops at some of the best donut spots in ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Old Polonia and Wicker Park History and Food Tour

5 star rating: Highly Recommended 1 Review

Explore two of Chicago’s most fascinating neighborhoods on this 2.5-hour food and walking tour. First, visit Noble Square: once known as “Old Polonia,” the ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $66.00

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 of ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $49.99

Walking Tour of Lincoln Park in Chicago

Chicago's motto is Urbs in Horto: City in a Garden. On this tour, you'll see why. Stretching for 1,208 acres, Lincoln Park is the largest park in Chicago. You ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00
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