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 54 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 50 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 94 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 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

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 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

Chicago Pedway Walking Tour

4.5 star rating: Recommended 76 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 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

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

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
$49.00 Save $7.00

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 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

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 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 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

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

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 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

Friendly Neighborhoods Bike Tour

Get out of the tourist district and get the insider’s scoop on what Chicago is really about! Explore the quiet, tree-lined streets and local businesses of the ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $42.50

Walking Tour of Lincoln Park in Chicago

5 star rating: Highly Recommended 1 Review

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

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
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