Top Illinois Walking & Biking Tours

Walking & Biking Tours

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

5 star rating: Highly Recommended 88 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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $26.00

Chicago Food Tour: Chicago-Style Pizza, Beer, Brownies, and Hot Dogs

5 star rating: Highly Recommended 48 Reviews

Sample your way through Chicago’s most iconic foods on this 2.5 hour walking tour of the Loop. Taste Chicago-style hot dogs, deep dish pizza, the original ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $53.10
$59.00 Save $5.90

Historic Chicago Walking Bar Tour

4.5 star rating: Recommended 24 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 ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $38.00

Chicago Walking Tour: Historic Skyscrapers

5 star rating: Highly Recommended 39 Reviews

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

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

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 ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $53.10
$59.00 Save $5.90

Chicago Pedway Walking Tour

4.5 star rating: Recommended 73 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 ... 

Location: Chicago, Illinois
Duration: 90 minutes

From USD $23.00

Chicago Walking Tour: Art Deco Skyscrapers

5 star rating: Highly Recommended 41 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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

Underground Donut Tour - Chicago's First 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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Pedway Explorers Walking Tour

5 star rating: Highly Recommended 3 Reviews

Discover downtown Chicago from a different angle on this fascinating walking tour. The city’s Pedway system spans nearly five miles in length and is comprised ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Chicago Lakefront Neighborhoods Bicycle Tour

5 star rating: Highly Recommended 41 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, city parks ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $46.30
$51.45 Save $5.15

The Pedway and Loop History and Architecture Tour

Discover the best of downtown Chicago on this adventurous, 3-hour walking tour. Known as the Loop, the city’s central business district is famous for its ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $25.00

Chicago History Indoor Walking Tour

5 star rating: Highly Recommended 2 Reviews

Before it was the Chicago we know today — bold, diverse, thrilling, and rich in culture — it was a marshy swampland bordering Lake Michigan. Much has changed ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

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

5 star rating: Highly Recommended 53 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, cupcakes, ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $75.42
$83.80 Save $8.38

Chicago River Walking Tour

5 star rating: Highly Recommended 1 Review

This walking tour along the Chicago river is sure to educate and entertain. You'll learn why the river is referred to as Chicago's lifeblood and an engineering ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Chicago Tastes of Chinatown Walking Food Tour

5 star rating: Highly Recommended 1 Review

Discover the delicious and multi-regional cuisine of China without leaving Chicago. With a 3-hour guided walking tour, explore the complex layers of Chinese ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00

Electric Bikes at Night Tour in Chicago

4.5 star rating: Recommended 6 Reviews

E-Bike through Chicago’s most attractive hotspots at night! Like a party on wheels, you’ll cruise through downtown to see the architecturally stunning ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $65.47
$72.75 Save $7.28

Chicago Loop Walking Tour

5 star rating: Highly Recommended 2 Reviews

The Loop is the heartbeat of downtown Chicago! This walking tour will take you through the Loop and educate you on the various buildings, businesses, history, ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $30.00

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $59.00

The Roaring Twenties Art Deco and Decadence Tour

5 star rating: Highly Recommended 1 Review

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 ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $59.00

Chicago Walking Tour: Modern Architecture

5 star rating: Highly Recommended 10 Reviews

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

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

3-Hour Walking Tour: Chicago World's Fair of 1893

5 star rating: Highly Recommended 1 Review

Grab a few drinks while experiencing incredible architecture, historical stories of turn-of-the-century Chicago, and visual scavenger hunts.

Location: Chicago, Illinois
Duration: 3 hours

From USD $42.00

Mag Mile Walking Tour of Chicago

5 star rating: Highly Recommended 1 Review

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

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 ... 

Location: Naperville, Illinois
Duration: 3 hours

From USD $46.00

Chicago Walking Tour: 1950s In The Loop

4 star rating: Recommended 1 Review

Intelligent architecture tours of Chicago for intelligent adults, we combine serious history with entertaining immersion in the past.  Experience Chicago's ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $59.00

Food Tour in Chicago's Wicker Park

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $69.00
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