Top Illinois Walking & Biking Tours

Walking & Biking Tours

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

5 star rating: Highly Recommended 49 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 $55.35

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

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

5 star rating: Highly Recommended 93 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

Historic Chicago Walking Bar Tour

4.5 star rating: Recommended 26 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 41 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 $20.00

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 of ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

Underground Donut Tour - Chicago's First Donut Tour

5 star rating: Highly Recommended 4 Reviews

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

Chicago Pedway Walking Tour

4.5 star rating: Recommended 75 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 Lakefront Neighborhoods Bicycle Tour

5 star rating: Highly Recommended 42 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

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

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

5 star rating: Highly Recommended 7 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 shown them by a ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $25.00

City Lights at Night Bicycle Tour

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 $58.27
$64.75 Save $6.48

Chicago Architecture Walking Tour: High-Up and Low-Down Views of the City

Ever wonder where you can go to get a good "high-up" view of Chicago?  Come with us as we gain special access to hidden heights and unique depths in ... 

Location: Chicago, Illinois
Duration: 2 to 2.5 hrs

From USD $30.00

Pedway Explorers Walking Tour

5 star rating: Highly Recommended 4 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

Old Chicago Gangster Electric Bike 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 Chicago gangsters like Al ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $63.85

Chicago Tastes of Chinatown Walking Food Tour

4.5 star rating: Recommended 2 Reviews

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

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

Chicago Lincoln Park Bike Adventure

4.5 star rating: Recommended 3 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 ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $42.50

Kids Bicycle Tour

Created with kids in mind, this Chicago bicycle tour offers a variety of fun for children on a cruiser-style bicycle! It's a fun, family-friendly way to see ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $42.08

Chicago Loop Walking Tour

5 star rating: Highly Recommended 3 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

Bites and Brews Bicycle Tour in Chicago

Eat around the world without leaving Chicago on this small group, 4-hour food bike tour. Enjoy the city's best ethnic cuisines while biking through its most ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $75.42
$83.80 Save $8.38

Chicago Architecture Walking Tour: Historical Masterpieces of the Loop

5 star rating: Highly Recommended 2 Reviews

Explore Chicago by walking through the foundations of modern architecture itself, from the "Father of the Skyscraper" to Chicago's very own style.

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

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 that ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

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 $50.00

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
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