Top Illinois Walking & Biking Tours

Walking & Biking Tours

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

5 star rating: Highly Recommended 55 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 Food Tour: Chicago-Style Pizza, Beer, Brownies, and Hot Dogs

5 star rating: Highly Recommended 52 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
$59.00 Save $3.65

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

5 star rating: Highly Recommended 95 Reviews

Venture inside famous and lesser known Chicago landmarks, elegant lobbies, and underground corridors on this 2-hour walking tour. Your expert guide will use an ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $26.00

Electric Bikes at Night Bicycle 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 $58.27
$64.75 Save $6.48

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

Historic Chicago Walking Bar Tour

4.5 star rating: Recommended 27 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 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 $30.00

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 $19.00
$20.00 Save $1.00

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's Greatest Hits Bicycle Tour

See stunning views of the world's most beautiful skyline while learning how we shaped Chicago into the beautiful city it is today. Enjoy a guided cycle through ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $46.30

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

Chicago Pedway Walking Tour

4.5 star rating: Recommended 77 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 42 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

Chicago Bike Tour

Too far to walk, too much traffic to drive--Chicago is best seen on two wheels and bike tours are the perfect way to take in the best of the Windy City in ... 

Location: Chicago, Illinois
Duration: 3.5 to 4 hrs

From USD $39.00

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

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

Chicago Tastes of Chinatown Walking Food Tour

5 star rating: Highly Recommended 3 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 River Walk Tours

5 star rating: Highly Recommended 13 Reviews

The recently expanded River Walk is Chicago's newest hot spot and beautiful pedestrian walkway that follows the Chicago River as it flows through downtown. ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $20.00

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

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 ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $52.00

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

From USD $30.00

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 $47.50
$50.00 Save $2.50

Comedy and Craft Beer Tour of Old Town

No matter the season, the weather, or the political climate, The Windy City has two unparalleled passions: beer and improv comedy.  For over a century, ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $62.00

Chicago History and Architecture Tour

5 star rating: Highly Recommended 1 Review

Chicago’s iconic downtown is famous for its soaring skyscrapers, meandering river and impressive architecture. On this 3-hour walking tour of the Loop and the ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $25.00

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
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