Private Sightseeing Tours in Chicago
Top 10 Best Chicago Private Sightseeing Tours
Found 86 Private Sightseeing Tours activities in Chicago. Sort by Popularity.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. On this 2.5 hour exclusive guided museum tour, you’ll be able to skip the line and explore it’s mo... More
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Private Art Institute of Chicago Skip-the-Line Guided Tour
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Chicago
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Superb269 reviews5
The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Me....
Private Tour
Chicago City Tours
Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to ... More
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Chicago City Tours
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Chicago
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Superb16 reviews4.8
Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, m....
Private Tour
Private Chicago Foodie Tour
Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top city la... More
Private Tour
Likely to Sell Out Private Chicago Foodie Tour
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Chicago
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Superb6 reviews5
Taste your way through Chicago on this private half-day walking food tour! Savor local favorites lik....
Private Tour
Art Institute of Chicago Private Expert Guided Tour
Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultur... More
Private Tour
Likely to Sell Out Art Institute of Chicago Private Expert Guided Tour
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Chicago
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Superb81 reviews5
Let our expert local guides share their passion with you for The Art Institute of Chicago on this pr....
Private Tour
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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Likely to Sell Out Haunted Chicago Exploration Game and Tour
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Chicago
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Very Good5 reviews3.8
Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you ....
Private Tour
Chicago Millennium Park Self-Guided Walking Tour
Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the p... More
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Likely to Sell Out Chicago Millennium Park Self-Guided Walking Tour
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Chicago
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Superb5 reviews4.6
Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and y....
Private Tour
Chicago Self-Guided Audio Tour
Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at fascinating locations or moving swiftly through others as your interests guide you. Our expertly crafted audio experience unveils... More
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Likely to Sell Out Chicago Self-Guided Audio Tour
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Chicago
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Very Good9 reviews3.9
Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at....
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
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Likely to Sell Out Chicago Riverwalk Self-Guided Walking Tour
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Chicago
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Exellent6 reviews4.2
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called....
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Private 45-Minute Chicago Skyline Helicopter Tour
This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is... More
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Likely to Sell Out Private 45-Minute Chicago Skyline Helicopter Tour
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Chicago
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Superb126 reviews4.8
This tour is unique as it offers the ability for you and two of your friends or family (a total of 3....
Private Tour
Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago
Enjoy a private two-hour sailing experience for up to six 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 spectacular skyline. ... More
Private Tour
Likely to Sell Out Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago
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Chicago
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Superb27 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Private Tour
Chicago Lakefront Electric Bike Tour
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage... More
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Likely to Sell Out Chicago Lakefront Electric Bike Tour
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Chicago
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Exellent16 reviews4.5
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful ....
Private Tour
2 Hour Private Chicago Soul House Tour
This is not a bus tour, 90% of our tours are 11 people or less, as we specialize in small, personalized group tours. This gives us the space and time to take pictures and have great conversation! The personal, small tour approach ... More
Private Tour
Likely to Sell Out 2 Hour Private Chicago Soul House Tour
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Chicago
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Good3 reviews3.3
This is not a bus tour, 90% of our tours are 11 people or less, as we specialize in small, personali....
Private Tour
Eastside Chicago The Heist Exploration Game and Tour
The city sparkles with steel, glass and stolen art. You’ve just pulled off the heist of a lifetime, walking the streets of Chicago with Edward Hopper’s Nighthawks tucked in your bag. Now all you need is to disappear into the c... More
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Likely to Sell Out Eastside Chicago The Heist Exploration Game and Tour
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Chicago
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Very Good10 reviews4
The city sparkles with steel, glass and stolen art. You’ve just pulled off the heist of a lifetime....
Private Tour
Chicago’s Millennium Park Self Guided Audio GPS Walking Tour
Our tour will take you through Millennium Park, starting at the Millennium Park Welcome Center. We’ll wander past shining sculptures, playful fountains, and peaceful gardens, all while soaking in the city’s energy, ending at Q... More
Private Tour
Likely to Sell Out Chicago’s Millennium Park Self Guided Audio GPS Walking Tour
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Chicago
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Very Good10 reviews4
Our tour will take you through Millennium Park, starting at the Millennium Park Welcome Center. Weâ€....
Private Tour
Chicago Haunted Ghost Tour GPS Self-Guided 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
Likely to Sell Out Chicago Haunted Ghost Tour GPS Self-Guided 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
Chicago Private Custom City Tour with Hotel Pick Up
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS. Â Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago. Â Our services include pick up from your downtown Chicago hotel, a 3-4... More
Private Tour
Likely to Sell Out Chicago Private Custom City Tour with Hotel Pick Up
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Chicago
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Superb201 reviews4.9
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS. Â Thank you for contacting Chicago Privat....
Private Tour
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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Likely to Sell Out Chicago Helicopter 25-Mile Tour for up to Three Passengers
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Chicago
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Exellent11 reviews4.3
A helicopter tour of downtown Chicago is a unique and thrilling way to experience the Windy City. Fr....
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
Likely to Sell Out Chicago Highlights Private Walking Tour with a Guide
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Chicago
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Superb1 review5
Immerse yourself in Chicago's architectural heritage on an exclusive walking tour, delving into the ....
Private Tour
Self-Guided Chicago Loop Tour Explore the City at Your Own Pace
Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown. This journey unveils a blend of striking skyscrapers and hidden architectural gems, allowing you to explore at you... More
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Likely to Sell Out Self-Guided Chicago Loop Tour Explore the City at Your Own Pace
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Chicago
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Superb3 reviews5
Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s histo....
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
Likely to Sell Out Private Holiday City Tour
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Chicago
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Superb1 review5
Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in....
Private Tour