Illinois Walking Tours

Illinois Walking Tours

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

5 star rating: Highly Recommended 54 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $26.00

Tastes of Chicago Walking Tour: Chicago-Style Pizza, Beer, Brownies and Italian Beef

5 star rating: Highly Recommended 31 Reviews

Experience Chicago on a walking and food tour of the central business district. Visits to legendary sites such as Palmer House Hotel, Marshall Field’s ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00

Historic Chicago Walking Bar Tour

5 star rating: Highly Recommended 18 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $38.00

Chicago Pedway Walking Tour

4.5 star rating: Recommended 61 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 ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes

From USD $20.00

Chicago Chocolate Lover's Walking Tour

3 star rating: Worth doing 9 Reviews

Let your sweet tooth lead the way on this 2-hour chocolate walking tour in Chicago. As you walk along the Magnificent Mile with your local guide, visit ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $40.00

Chicago Walking Tour: Art Deco Skyscrapers

5 star rating: Highly Recommended 37 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

Chicago Walking Tour: Historic Skyscrapers

5 star rating: Highly Recommended 32 Reviews

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

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 ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00

Chicago 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. ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

The World Within Walking Tour

5 star rating: Highly Recommended 4 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $25.00

Chicago Walking Tour: Modern Architecture

5 star rating: Highly Recommended 8 Reviews

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

Location: Chicago, Illinois
Duration: 2 hours

From USD $18.00

Walking and Food Tour: Chicago World's Fair of 1893

5 star rating: Highly Recommended 1 Review

Step back in time on a 3-hour walking tour of Chicago highlighting the food, drink and architecture of the 1893 World’s Fair. Stroll through the city’s ...  Read more

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00

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 ...  Read more

Location: Naperville, Illinois
Duration: 3 hours

From USD $46.00

Chicago History Indoor Walking Tour

5 star rating: Highly Recommended 2 Reviews

Learn the true story of Chicago's history and its amazing account of how a swampland located at the intersection of a lazy prairie river and Lake Michigan ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

1950's Nightlife in the Loop Tour

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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $59.00

Underground Donut Tour - Chicago's Only 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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Sweet Tooth Tour of Chicago

1 star rating: I do not recommend this 1 Review

Can’t decide which dessert you want to satisfy your sweet tooth? No need to pick and choose. Join us as we walk through Chicago, tasting a smorgasbord of ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $49.99

Cupcake Walking Tour in Chicago

5 star rating: Highly Recommended 2 Reviews

Satisfy your sweet tooth on this cupcake walking tour in Chicago, one of the birthplaces of the modern gourmet cupcake craze. Your local guide will ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $40.00

Open Your Eyes Walking Tour

5 star rating: Highly Recommended 2 Reviews

One of the benefits of researching and creating architecture walking tours is all of the fascinating discoveries one makes along the way – the hidden ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $25.00

Telling the Story Walking Tour

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 $25.00

Chicago Sweets & Spirits Walking Tour

Seduce your sweet tooth without feeling guilty on this 21 and over tour.  Sip and sample your way through Chicago’s loop and near north side, stopping at the ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $55.25

Chicago Riverwalk Walking Tour

4 star rating: Recommended 1 Review

The recently completed Chicago Riverwalk — a beautiful pedestrian walkway that follows the Chicago River as it flows through downtown — is one of the best ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Mag Mile Walking Tour of Chicago

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 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Pedway Explorers Tour

5 star rating: Highly Recommended 2 Reviews

Discover the hidden secrets behind Chicago's secret weapon used to combat the city's cruel winters.  Learn to navigate the winding passages of one of the ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Chicago Architecture Walking Tour

Learn about architectural styles by comparing them to works in art and pop culture, from jazz music reflected in art deco to Warhol's soup cans as a parallel ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes

From USD $22.00
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