Top Chicago Walking Tours

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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

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

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

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

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

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 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

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

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 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

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 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 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 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

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 Architecture Walking Tour for Design Lovers

This fun and creative Chicago architecture walking tour puts architecture in context of the arts and pop culture.

Location: Chicago, Illinois
Duration: 90 minutes

From USD $19.80
$22.00 Save $2.20

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 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

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 History and Architecture Tour

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

Chicago's Best History and Riverwalk Tour

5 star rating: Highly Recommended 7 Reviews

On this fun and fascinating walking tour, learn about how Chicago grew from swampland bordering Lake Michigan into the thriving metropolis that it is today. ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Roaring '20s Bus Tour in Chicago

The Roaring 20's in America was unlike any other decade in our 241 year history.  It was the dawn of the “Tommy Gun, Flappers, Jazz, Radio, Talkies, ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $35.00

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 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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