Private Sightseeing Tours in Chicago
Top 10 Best Chicago Private Sightseeing Tours
Found 80 Private Sightseeing Tours activities in Chicago. Sort by Popularity. - Page 3Private 2-Hour Walking Tour: Chicago Loop Interior Architecture
Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a private tour and discover the hidden architectural treasures of Chicago wi... More
Private Tour

Private 2-Hour Walking Tour: Chicago Loop Interior Architecture
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Chicago
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Good2 reviews3.5
Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago d....
Private Tour
Private Frida and Friends Tour in Pilsen
Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery and taqueria and enjoy the art of many great local artists. And then there are the hundreds of cool murals in the neighborhood. We... More
Private Tour

Private Frida and Friends Tour in Pilsen
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Chicago
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Exellent6 reviews4.3
Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery ....
Private Tour
Love is in the Windy City - Chicago Walking Tour
How about an unforgettable time in Chicago with your beloved? If you're looking to have the most romantic time while visiting famous attractions of Chicago, then you can't miss this walking tour! Why is Chicago called "The Windy C... More
Private Tour

Love is in the Windy City - Chicago Walking Tour
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Chicago
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Exellent6 reviews4.3
How about an unforgettable time in Chicago with your beloved? If you're looking to have the most rom....
Private Tour
Chicago Riverwalk Self-Guided Walking Tour
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax, boat rentals, an... More
Private Tour

Chicago Riverwalk Self-Guided Walking Tour
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Chicago
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Very Good5 reviews4
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called....
Private Tour
Private Holiday City Tour
Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal guide! Enjoy all the Holiday sites the city is known for including, Daley Plaza's... More
Private Tour

Private Holiday City Tour
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Chicago
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Very Good5 reviews4
Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in....
Private Tour
Chicago Private Walking Food Tour With Secret Food Tours
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years... More
Private Tour

Chicago Private Walking Food Tour With Secret Food Tours
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Chicago
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Superb43 reviews5
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the ....
Private Tour
Walking Tour of Chicago’s Artsy Cultural Landmarks
Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems. Start at the Chicago Cultural Center, home to the world's largest Tiffany stained-glass d... More
Private Tour

Walking Tour of Chicago’s Artsy Cultural Landmarks
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Chicago
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Superb43 reviews5
Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's....
Private Tour
Private Chicago TV and Movie Locations 3 Hour Walking Tour
Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you! We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible... More
Private Tour

Private Chicago TV and Movie Locations 3 Hour Walking Tour
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Chicago
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Superb1 review5
Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic ....
Private Tour
Wind City Wanderlust: A Chicago Family Odyssey
Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place, a symbol of strength in the city's bustling financial district. Wander to the Chicago Board of Trade Building, marveling at its s... More
Private Tour

Wind City Wanderlust: A Chicago Family Odyssey
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Chicago
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Superb1 review5
Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place,....
Private Tour

Gangster Story Quest Experience in Chicago
A historic walk that tells the story of Chicago's emergence from the ashes of the Great Chicago Fire. Your stroll takes you from the heart of downtown north across the river. You'll see world-famous landmarks while learning answer... More
Free Cancellation
Private Tour
(Saving 20% )

Gangster Story Quest Experience in Chicago
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Chicago
A historic walk that tells the story of Chicago's emergence from the ashes of the Great Chicago Fire....
Free Cancellation
Private Tour
(Saving 20% )
Art of a City Downtown Chicago - Exclusive Guided Walking Tour
What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. Tour Chicago in a small group perfect for busy sidewalks and get up close to ... More
Private Tour

Art of a City Downtown Chicago - Exclusive Guided Walking Tour
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Chicago
What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hid....
Private Tour
️ Chicago Instagram Walking Tour (Private & All- Inclusive)
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour ... More
Private Tour

️ Chicago Instagram Walking Tour (Private & All- Inclusive)
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Chicago
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Superb2 reviews5
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in ....
Private Tour
Private Downtown Chicago TV and Movie Sites Guided Walking Tour
Featuring over 30 locations! Take this two-hour walking tour in downtown Chicago and visit sites from Ferris Bueller’s Day Off, The Untouchables, The Dark Knight, The Bear, and more! Visit the infamous theater venue from Public... More
Private Tour

Private Downtown Chicago TV and Movie Sites Guided Walking Tour
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Chicago
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Exellent2 reviews4.5
Featuring over 30 locations! Take this two-hour walking tour in downtown Chicago and visit sites fro....
Private Tour
Chicago's Dark Side Self-Guided Smartphone Walking Tour
Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and music... More
Private Tour

Chicago's Dark Side Self-Guided Smartphone Walking Tour
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Chicago
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Superb3 reviews4.7
Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like a....
Private Tour
The Loop, River North and Chicago’s Theater District: A Self-Guided Audio Tour
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour. • Take in Chicago’s concrete giants and hear fascinating stories about quirky artworks, local ... More
Private Tour

The Loop, River North and Chicago’s Theater District: A Self-Gu....
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Chicago
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Superb3 reviews4.7
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with....
Private Tour

Chicago Lincoln Square Quest Experience
Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores; stand beside the Berlin Wall; take in ghastly history, gorgeous murals, and 300-year-old oak trees; and, at your journey’s end... More
Free Cancellation
Private Tour
(Saving 20% )

Chicago Lincoln Square Quest Experience
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Chicago
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Superb3 reviews4.7
Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores....
Free Cancellation
Private Tour
(Saving 20% )
A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers
This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons an... More
Private Tour

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers
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Chicago
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Good2 reviews3.5
This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds throug....
Private Tour
Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour
See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affordable walking tour. • Walk in the footsteps of the gangsters, bootleggers, hoodlums, gunmen, and crooked cops and politicians w... More
Private Tour

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour
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Chicago
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Good2 reviews3.5
See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affor....
Private Tour
Chicago Highlights Private Walking Tour with a Guide
Immerse yourself in Chicago's architectural heritage on an exclusive walking tour, delving into the city's iconic structures and Art Deco gems. Begin your intimate journey by marveling at the grandeur of the Wrigley Building, foll... More
Private Tour

Chicago Highlights Private Walking Tour with a Guide
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Chicago
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Good2 reviews3.5
Immerse yourself in Chicago's architectural heritage on an exclusive walking tour, delving into the ....
Private Tour
Echoes of Elegance: Chicago’s Architectural Splendors
Embark on a captivating journey through Chicago’s most illustrious addresses, where each step tells a story of architectural brilliance, historical grandeur, and cultural allure. From the soaring heights of 1150 Lake Shore Drive... More
Private Tour

Echoes of Elegance: Chicago’s Architectural Splendors
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Chicago
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Good2 reviews3.5
Embark on a captivating journey through Chicago’s most illustrious addresses, where each step tell....
Private Tour