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United States · walking tours

Best Walking Tours in Chicago

Lakefront runs, deep-dish lunches, river architecture cruises at golden hour. The best walking tours in Chicago — history, food, neighborhoods and hidden lanes on foot, led by local guides.

Chicago travel guide →3-day plan →Weekend in Chicago →

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Top experiences in Chicago

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Taste deep-dish pizza, a Chicago-style hot dog, Italian beef, Garrett’s popcorn & the original 1893 brownie on our top-rated Chicago Food Tours—the ultimate Chicago Culinary Tour experience!
3h

Chicago Favorites Ultimate Food and Walking Tour

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour.

  • Top-rated · 4.8★
  • Bestseller
From $85 a person
This tour cruises the Chicago River and Lake Michigan.
1h 30m

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all.

  • 4.7★ · 2360 reviews
  • Bestseller
From $45 a person
1h to 1h 30m

Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River.

  • Top-rated · 4.8★
  • Bestseller
From $39 a person
A picture of Chicago Chinatown’s landscape shows vibrant streets, iconic arches, and rich culture—everything guests explore on our Chinatown Food Tours. Food Tours in Chinatown bring it all to life.
3h

Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history.

  • Top-rated · 4.9★
  • Free cancellation
From $80 a person
Total Chicago: From Architecture to Food
4h 30m

Chicago in a Day Walking Tour: Food, History & Architecture

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour.

  • Top-rated · 4.9★
  • Free cancellation
From $101 a person
Explore Chicago's legendary architecture and history.
1h 30m

Chicago River 90-Minute Architecture Tour

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy...

  • Top-rated · 4.7★
  • Bestseller
From $45 a person
Join us in the daytime or evening for City lights and breathtaking views
45 min

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.

  • 4.7★ · 3360 reviews
  • Bestseller
From $28 a person
2h

Chicago Walking Tour: Historic Treasures of Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street.

  • Top-rated · 4.9★
  • Free cancellation
From $35 a person
Daley Plaza Picasso
1h 30m

Chicago Walking Tour: Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art...

  • Top-rated · 4.9★
  • Free cancellation
From $35 a person
1h 30m

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past.

  • Top-rated · 5.0★
  • Free cancellation
From $35 a person
2h

Chicago's Downtown Donut & Family-Friendly History Walking Tour

Recently voted one of TripAdvisor's top food tours in the US.

  • Top-rated · 4.9★
  • Free cancellation
From $70 a person
Skyline Queen showcasing the Chicago Skyline!
1h 30m

Chicago Sightseeing River and Lake Cruise

Our popular 90-minute daytime river and lake sightseeing tour delights family members of all ages with incredible views of Chicago's world-renowned buildings and stunning skyline.

  • Top-rated · 4.7★
  • Free cancellation
From $46 a person
2h

Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper!

  • Top-rated · 5.0★
  • Bestseller
From $35 a person
2h 30m

Haunted Chicago Booze and Boos Ghost Walking Tour

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Chicago and hear some...

  • Top-rated · 4.9★
  • Free cancellation
From $31 a person
1h 30m to 2h

Chicago Mobs and Haunts Walking Tour

Join us along the historic streets and alleys of Chicago as we walk among the spirits of mobsters and ghosts of the condemned.

  • Top-rated · 4.7★
  • Free cancellation
From $34 a person
The Chicago River, as seen from our stop on wacky Wacker Drive
2h to 4h

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.

  • Top-rated · 4.8★
  • Free cancellation
From $50 a person
Bar Cargo's Roman Pizza
2h to 3h

Downtown Chicago Walking Pizza Tour

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North.

  • Top-rated · 5.0★
  • Free cancellation
From $69 a person
2h

Chicago Hop-On Hop-Off Sightseeing Tour by Open-top Bus

Discover Chicago at your own pace with Big Bus.

  • Bestseller
  • Free cancellation
From $49 a person
1h 30m

Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides!

  • Top-rated · 4.8★
  • Bestseller
From $37 a person
2h

Chicago Gangsters and Ghosts Walking Tour

We are the original, top-rated Gangsters and Ghosts tour!

  • Free cancellation
  • Instant confirmation
From $38 a person
Virgin Hotel
1h 30m

Chicago Walking Tour: A Walk Through Time

Want a quick introduction to Chicago’s magnificent architecture?

  • Top-rated · 4.9★
  • Free cancellation
From $35 a person
1h 30m

Chicago Walking Tour: The Magnificent Mile

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district.

  • Free cancellation
  • Instant confirmation
From $35 a person
1h to 1h 15m

Chicago Haunted Ghost Tour GPS Self-Guided Walking Tour

Explore haunted Chicago at your own pace and schedule.

  • Free cancellation
  • Instant confirmation
From $10 a person
2h

Chicago Loop Walking Tour

The Loop is the heartbeat of downtown Chicago!

  • 4.9★ · 56 reviews
  • Free cancellation
From $60 a person

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