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United States · private tours

Best Private Tours in Chicago

Lakefront runs, deep-dish lunches, river architecture cruises at golden hour. Private, guide-to-yourself tours of Chicago — your pace, your interests, skip the crowds. All bookable on demand.

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

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Top experiences in Chicago

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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
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
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
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
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 30m

Private Art Institute of Chicago Skip-the-Line Guided Tour

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum.

  • Top-rated · 5.0★
  • Free cancellation
From $90 a person
Photo Ops Off the Bus
1h 30m to 2h

Chicago Crime and Mob Bus Tour

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus.

  • 4.6★ · 3408 reviews
  • Bestseller
From $49 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
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
2h

Chicago Murder Mystery Tour

You will solve a murder as you learn real Chicago history!

  • Top-rated · 5.0★
  • Free cancellation
From $35 a person
Cultural Centers Tiffany Dome
1h 30m to 1h 45m

Chicago Architecture and True Crime History Tour

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past.

  • Top-rated · 5.0★
  • Free cancellation
From $35 a person
Tour guide at Lincoln Memorial
4h

Private Washington DC City Tour

Make this spring unforgettable with a private Washington DC tour designed just for your family, perfectly timed for cherry blossom season.

  • Top-rated · 4.9★
  • Bestseller
From $550 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
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
2h

Chicago City Minibus Tour

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

  • Top-rated · 4.9★
  • Free cancellation
From $50 a person
216h

Chicago CityPASS®

Experience 5 top attractions and save up to 50% with Chicago CityPASS® tickets.

  • Instant confirmation
From $144 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
Amazing skyline and lakefront views await on our Chicago Bike Tour. Experience the city’s beauty up close on a Bicycle Tour in Chicago that blends culture, history, and unforgettable scenery.
3h

Chicago's Ultimate City Bike Tour of Top Downtown Attractions

Get acquainted with Chicago’s most iconic landmarks on this riotous guided Chicago bicycle tour!

  • Top-rated · 4.9★
  • Free cancellation
From $59 a person
2h

Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago.

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

Chicago Architectural River Cruise

Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations!

  • 4.7★ · 839 reviews
  • Free cancellation
From $50 a person
4h

Buenos Aires City Private Tour with Local Guide

Our VIP Private City Tour will allow you to discover a large number of attractions and curiosities of the city of Buenos Aires in a relaxed and exclusive atmosphere with a...

  • Top-rated · 4.9★
  • Bestseller
From $120 a person
Chicago Architecture Tour and Speedboat Ride and Lake Michigan
1h 15m

Chicago Seadog River & Lake Architectural Tour

Soak in unobstructed views of Chicago’s world-famous architecture from the water with an exciting ride on our Seadog River and Lake Architectural Tour!

  • Free cancellation
  • Instant confirmation
From $48 a person
1h 30m

Chicago True Crime and Gangsters Tour

Our goal is to disturb and unsettle you of whatever assumptions you may have about Chicago.

  • Free cancellation
  • Instant confirmation
From $35 a person

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