Private Sightseeing Tours in Chicago
Top 10 Best Chicago Private Sightseeing Tours
Found 83 Private Sightseeing Tours activities in Chicago. Sort by Popularity. - Page 3Chicago 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
Private Tour
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
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
Chicago Deep Dish Pizza Self-Guided Tour
Take a deep dive into a deliriously delicious world, where lofty, flaky crusts brim with sweet tomato sauce and a brazen amount of melty, gooey cheese. No trip to Chicago is complete without indulging in its most iconic and origin... More
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
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
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
Private Tour
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
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
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
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
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
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 : Custom Walking Tour with A Guide ( Private Tour )
Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to the local for an enlightening introduction to the city. With our private walking tours, you'll skip the munda... More
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 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
Private Tour
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
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
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