Activities and Tours in Chicago
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475 activities & tours found
Small-Group Sightseeing Boat Tour in ChicagoThe ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!
1 hour 30 minutes
Free Cancellation
$85.00View
Likely to sell out
Chicago Architecture Walking Tour: What's NewOver the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact on the city’s built environment.
What's New looks at some of the most recent additions to the built environment surrounding the Chicago Architecture Center. This walking tour focuses on each building's height, structure, materials, ornament and its impact on the environment, the neighborhood and the city's economy. The tour showcases seve...
1 hour 30 minutes
Free Cancellation
$35.00View
Likely to sell out
Private Sailing on Beautiful Lake Michigan - Navy Pier, ChicagoEnjoy 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. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth...
2 hours
Free Cancellation
$507.96View
Chicago Private Walking Food Tour With Secret Food ToursOn 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. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other tre...
3 hours
Free Cancellation
$306.00View
Chicago Shoreline Adventure Boat TourThis tour is the perfect way to experience the shoreline of Chicago in a new and exciting way!
Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!
1 hour 30 minutes
Free Cancellation
$90.00View
Likely to sell out
Chicago Walking Tour: Connecting Past and PresentThis lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions.
On this tour, we'll make seven stops in downtown Chicago where we can compare the histories and styles of buildings located within sight of each other. The tour features 19th-Century Commercial, Beaux-Arts, Mid-Century Modern and Postmodern buildings,...
1 hour 45 minutes
Free Cancellation
$35.00View
Chicago Insta Walk with Digital and Polaroid PhotoshootInsta Walk offers you a lot of stylish photos, shooting angles and ideas. This easy, relaxed and friendly walk will open Chicago for you from a new perspective!
Throughout the tour, I'll use iPhone and Polaroid cameras to capture your perfect shot. You'll receive approximately 100 digital photos, 10 of which will be color-corrected to make them truly pop. And for a unique and timeless souvenir, I'll also give you 5 Polaroid prints that you can treasure forever.
1 hour
Free Cancellation
$169.00View
Chicago Haunts and Hooligans TourNightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicago or have lived among the Windy City’s ‘others’ for years, you’re about to get a haunted history that may leave you with more memories than you dare to retain.
Tours begin at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago. A costumed guide will lead tour g...
1 hour 30 minutes
Free Cancellation
$34.77View
Likely to sell out
Ferris Bueller Movie Tour at the Art Institute of ChicagoThis is the only tour in Chicago that explores the movie 'Ferris Bueller's Day Off' from the perspective of art. It's also the only walking tour that immerses you in the actual artwork featured in the 1986 American teen film. Over the course of the tour, you'll visit 3 floors of the museum, see 16 pieces of art, and leave with an appreciation of the works, their relationship to characters, and their placement in the camera's frame.
⚠️ NOTE: Admission to the Art Institute of Chicago is NOT incl...
1 hour 30 minutes
Free Cancellation
$49.99View
Likely to sell out
Walking Tour: Underground Chicago via the PedwayTake a tour of Chicago Loop's Pedway system, a network of underground pedestrian tunnels. We'll also go above ground to view some special Chicago sights.
Our tour begins in the lobby of the Swissotel with a brief overview of the Pedway system. We then descend into the Pedway and head to the Cultural Center. After a brief tour of the Cultural Center and its famous Tiffany Dome, we return to the Pedway to visit Macy's department store and its famous Tiffany ceiling, then stop by the store's ico...
3 hours
Free Cancellation
$65.00View
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