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Activities and Tours in Chicago

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449 activities & tours found
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Small-Group Sightseeing Boat Tour in Chicago
1 hour 30 minutes
Free Cancellation
The 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!
(71)
$85.00View
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Chicago Architecture Walking Tour: What's New
1 hour 30 minutes
Free Cancellation
Over 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...
(58)
$30.00View
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Likely to sell out
Chicago in a Day: Food and Architecture Private Walking Tour
5 hours
Free Cancellation
Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish! Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way). From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago...
(50)
$272.50View
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Likely to sell out
Chicago Walking Tour: Art Deco Skyscrapers Riverfront
1 hour 30 minutes
Free Cancellation
Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament. Discover the origins of Art Deco while admiring buildings like the Carbide and Carbon Building (now Pendry Chicago), the Chicago Motor Club Building (now the Hampton Inn) and the colorful, but often overlooked, Trustees System Service Building (now the...
(46)
$30.00View
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Private Chicago Highlights Driving Tour
3 hours
See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the sights. From the storied Magnificent Mile to the glamour of the Gold Coast, you’ll encounter the best of the Windy City. This private tour is available in Portuguese, English, or Spanish, and kicks off promptly at 9am.
(41)
$190.00View
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Art Institute of Chicago Private Expert Guided Tour
2 hours
Free Cancellation
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 cultures, from classical masterpieces to cutting-edge contemporary works. Our expert guides will illuminate the stories behind each brushstroke, sculpture, and masterpiece, providing a rich narrative that breathes life into the art.
(39)
$215.00View
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Chicago Private Walking Food Tour With Secret Food Tours
3 hours
Free Cancellation
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. 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...
(39)
$306.00View
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Chicago Shoreline Adventure Boat Tour
1 hour 30 minutes
Free Cancellation
This 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!
(36)
$90.00View
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Likely to sell out
Chicago River Architecture and History-Private Boat Tour
2 hours 30 minutes
Free Cancellation
Discover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way! Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gems like the ostentatious Marshall Field building, the stained-glass-domed Cultural Center, and the Chicago Theatre, adorned with its emblematic marquee. After arriving at the dock, you’ll board your own private boat and set sail along the Chicago River. As we glide along...
(32)
$895.00View
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Chicago Walking Tour of West Town
3 hours 30 minutes
Free Cancellation
One of Chicago’s earliest and most vibrant areas, this cultural melting pot is made up of multiple historic neighborhoods and bustling avenues. Immerse yourself in the sights and sounds of its tree-lined streets filled with galleries, local shops, award-winning restaurants, and stunning architecture all unique to this enclave of the city. Featured on the tour is the longest continually operating settlement house in the country, local art, shops, and a walk through a historic mansion-filled ne...
(30)
$50.00View
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