Private Sightseeing Tours in Chicago
Top 10 Best Chicago Private Sightseeing Tours
Found 83 Private Sightseeing Tours activities in Chicago. Sort by Popularity. - Page 3Enchanted Fall Private Pedicab Tour through Lincoln Park, Chicago
See the leaves change in this perfect for Fall tour as our guide drives you between each location in an open air motorized pedicab. Also a great option for anyone with mobility impairment as we do all the moving for you! History, ... More
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Chicago Private Architecture Walking Tour
On this tour your guide will take you on a walk around Chicago’s historic Loop District where you will get to see some of the oldest skyscrapers in the world and we'll take you inside some of the city’s most influential and ic... More
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Private 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
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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
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Chicago Self-Guided Audio Tour
Embark on an exhilarating journey through Chicago, the "City of Big Shoulders," with our comprehensive self-guided audio tour. From the bustling Loop to the serene shores of Lake Michigan, uncover the rich tapestry of history, cul... More
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Haunted Chicago Exploration Game and Tour
Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Ready for an adventure... More
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Chicago Helicopter 25-Mile Tour for up to Three Passengers
A helicopter tour of downtown Chicago is a unique and thrilling way to experience the Windy City. From high up in the sky, you'll be able to take in breathtaking panoramic views of Chicago's iconic skyline, world-famous landmarks,... More
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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
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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
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Chicago’s Festive Lights: A Magical Christmas Journey
“Chicago’s Festive Lights: A Magical Christmas Journey” takes you through the heart of the Windy City during the most wonderful time of the year. Begin your tour at 875 North Michigan Avenue, formerly known as the John Hanco... More
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Chicago Riverwalk & Millennium Park Self-Guided Audio Tour Bundle
Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city... More
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Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise
Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacul... More
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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
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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
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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
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️ 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
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Michigan Avenue Rendezvous Mobile App Self-Guided Walking Tour
Venture along Michigan Avenue on an interactive tour to uncover Chicago's hidden gems and iconic landmarks. Dive into the city's rich history, answer trivia, and complete challenges for a unique experience blending sightseeing wit... More
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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
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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
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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
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