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200+ results
Best Seller
Immerse yourself in one of Chicago's most vibrant neighborhoods—and head off the tourist trail to discover sights and bites many visitors miss—on this small-group Chinatown food and walking tour. With your guide in the lead, learn about the cuisine of different regions of China, and discover the history of Chicago's Chinatown. Along the way, enjoy a generous array of tastings, from dim sum to Sichuan cuisine and beyond.
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4.9
(652)
Chicago's Chinatown Food and Walking Tour
3 hours
Free Cancellation
from
$80
Voted the #1 Immersive Art Experience in America by USA Today readers in 2024, Color Factory Chicago celebrates the joy of color. Guests embark on a bright and colorful journey through 14+ immersive installations that inspire joy and human connection, expand boundaries of perception, encourage play, and engage the senses in unexpected ways. Fun for all ages, each visit includes surprise giveaways, sweet treats, and complimentary digital photos. From the lobby to the gift shop and every colorful moment in between, our spaces are as inclusive as they are dynamic and celebratory. Each room is designed in partnership with an exceptional roster of local and international artists and collaborators. Jump into color with us! Please note: At least ONE person's ID must match the name on ONE ticket. If no one in your party has an ID matching the name on one ticket, you will not be allowed entry. Minors under the age of 18 will not be allowed inside without a parent or guardian.
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Color Factory Chicago Ticket
1 hour to 1 hour 30 minutes
from
$34
Housed in the only remaining building from the 1893 World's Fair, Griffin MSI is a Chicago must-see. When visiting the largest science museum in the Western Hemisphere, you'll experience a 40-foot tornado, climb aboard a World War II German submarine, take a run in a human-sized hamster wheel, descend into an Illinois coal mine, board a 727 hanging from the ceiling and much more! Griffin MSI is not a place where you walk around quietly and observe. You get involved in the fun — and learn — by doing. Just a few miles from downtown with convenient underground parking.
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4.7
(15)
Griffin Museum of Science and Industry Admission
2 to 4 hours
Free Cancellation
from
$26
Make the most of your visit to the Art Institute of Chicago with a local, Chicago-based company that knows the museum inside and out. Whether you’re an art aficionado or a beginner, this opportunity lets you learn about the museum and its pieces through the eyes of an art historian guide without the crowds. Enhance your visit by hearing the stories behind major works.
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5.0
(490)
Skip-the-line: Art Institute of Chicago Guided Tour
2 hours 30 minutes
Free Cancellation
from
$84
Take in views of the Chicago skyline and its landmarks during this Lake Michigan sightseeing boat cruise. Enjoy a laidback ride, soaking up panoramic views from this unique perspective. Listen to audio commentary to give you fresh insight into the landmarks you see, like Navy Pier and the Willis Tower, and feel free to bring your own lunch or grab a drink at the onboard bar (own expense).
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Lake Michigan Skyline Cruise in Chicago
30 to 45 minutes
Free Cancellation
from
$33
Likely to Sell Out
Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.
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Chicago River 45-Minute Architecture Tour from Magnificent Mile
45 minutes
Free Cancellation
from
$28
See the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline, offering a unique perspective of towering skyscrapers and historic architecture. This tour offers stories about the city’s history and culture as you pass by Chicago's landmarks, museums, and buildings. Capture unforgettable images of the city skyline from Lake Michigan, ensuring a unique look at Chicago, perfect for all ages.
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Chicago Sightseeing River and Lake Cruise
1 hour 30 minutes
Free Cancellation
from
$46
Discover the architectural gems of the Windy City from an ideal vantage point—and learn insider facts and stories about the city's top attractions—on this Chicago River cruise. Travel in comfort aboard a boat equipped with both indoor and outdoor seating areas. Covering more than 130 years of architectural history, this tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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Chicago River 90-Minute Architecture Tour
1 hour 30 minutes
Free Cancellation
from
$45
Experience Chicago like a true insider on this top-rated walking tour that blends the city’s most iconic food, awe-inspiring architecture, and rich history — all in one unforgettable day. From deep-dish pizza to legendary skyscrapers, you’ll taste, see, and learn what makes the Windy City a world-class destination. Led by expert local guides and limited to just 12 guests, this immersive, small-group tour is the perfect way to discover the real Chicago — not just the tourist spots.
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Chicago in a Day: Food, History & Architecture Walking Tour
4 hours 30 minutes
Free Cancellation
from
$91
Price varies by group size
Chicago is renowned for its wealth of spectacular architecture—and this small-group tour gives you the special chance to discover building interiors that most visitors overlook. In the afternoon, meet your guide in Downtown Chicago, and get ready to discover the interiors of five of the city’s most striking art deco skyscrapers. As you go, soak up the skyline views, and learn more about the city’s unique architectural history.
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Chicago Walking Tour: Art Deco Skyscrapers Riverfront
1 hour 30 minutes
Free Cancellation
from
$35
Swap the standard Chicago itinerary for the chance to experience a whole different side to the city. Walk in the footsteps of Al Capone and John Dillinger while hearing tales of Chicago's haunted past. This walking tour takes you to prohibition-era speakeasies, sites of real life mob shootouts, and provides special access to places tied to historical events that have shaped Chicago.
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(149)
Haunted Chicago: Crime, Ghosts, and Capone Walking Tour
1 hour 30 minutes
Free Cancellation
from
$35
Discover the hidden gems of Chicago’s Loop area on a walking tour that showcases the best of the neighborhood’s stunning interiors and architectural must-sees. Step behind the facades to explore beautifully designed interiors—from art deco spaces to stained glass mosaics—as you follow a carefully curated route led by a guide. Along the way, learn about the city’s architecture, art, and history, and experience a side of Chicago often missed by travelers, all from a local’s perspective.
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5.0
(1,590)
Original Chicago Architecture Interiors Tour: Dazzling Interiors
2 hours
Free Cancellation
from
$35
See Chicago from a different perspective on this evening cruise that explores the city’s darker side. As twilight settles over the skyline, glide along the Chicago River while hearing chilling tales of disasters, infamous criminals, and eerie legends tied to the city’s past. This relaxed river cruise blends atmospheric storytelling with some of the best nighttime views of Chicago’s renowned skyline and landmarks. Grab a drink from the onboard bar, settle in, and let the city’s shadowy history unfold as you cruise through the heart of downtown. By the end of the journey, you’ll have experienced Chicago’s skyline in a whole new way—while uncovering the chilling events, legends, and mysteries that shaped the city. Please arrive 30 minutes in advance!
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Chicago River Ghost & Dark History Night Cruise
1 hour 30 minutes
Free Cancellation
from
$46
Enter a land of sugar and adventure with admission to Chicago’s Museum of Ice Cream. Immerse yourself in a vibrant world of interactive exhibits, including sprinkle-filled pools, whimsical selfie spots, and exclusive ice cream sampling stations offering seasonal flavors. Whether you’re an art lover or a dessert enthusiast, this playful, family-friendly experience promises fun and memories for all. Avoid disappointment by booking your preferred time.
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Museum of Ice Cream Chicago Admission Ticket
45 minutes to 1 hour 30 minutes
from
$43
Lovers of history, true crime, and haunted mysteries rejoice—skip the generic sightseeing tours and learn about Chicago’s dark underbelly with this mob history tour. Follow your guide through historic streets and alleys from Grant Park to the “Alley of Death”—also known as West Couch Place—as you learn about the city’s gritty mobsters, doomed ghosts, crime, and vice.
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Chicago Mobs and Haunts Walking Tour
1 hour 30 minutes to 2 hours
Free Cancellation
from
$34
Special Offer
Explore a new side of Chicago and the city's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, John Dillinger, and more famous figures hung out. There are ample chances to get out of the bus and pose for pictures in front of a historic courthouse, among other infamous sites.
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Chicago Crime and Mob Bus Tour
1 hour 30 minutes to 2 hours
Free Cancellation
from
$42
$49
Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.
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Chicago By Night River and Lake Cruise
1 hour 30 minutes
Free Cancellation
from
$50
Discover one of the Windy City’s most spooky, gruesome destinations when you book advance tickets to the Medieval Torture Museum. Perfect for Halloween—or any other creepy-crawly occasion—this museum includes a wealth of information about medieval torture practices and devices, plus realistic models to add a macabre edge. Book tickets before you travel for a seamless visiting experience, and make use of an audio guide and included ghost-hunting app.
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Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
1 hour 30 minutes
Free Cancellation
from
$51
Maximize your Chicago sightseeing on a river cruise—and travel aboard a unique historical vessel, which other tours don’t offer—on this one-of-a-kind excursion. Pick from different departure times and board a classic Chicago fireboat, which served the city’s fire department from 1937 to 1981. As you sail Lake Michigan and the Chicago River, view architectural highlights including the Wrigley Building and Chicago Lighthouse, and chart the boat’s firefighting history via the on-board displays and commentary.
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Historical and Architectural Chicago Fireboat River & Lake Cruise
2 hours
Free Cancellation
from
$47
Book in advance to take this popular tour that details the mob history of Chicago during the Prohibition Era (1920s-1930s). Learn about the exploits of gangsters like Capone, Dillinger, Moran, and others as you travel by minibus to sites like the Biograph Theater, Holy Name Cathedral, and St. Valentine's Day Massacre. Your guide adopts gangster attire and characteristics that add dramatic flair to the historical commentary.
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Chicago's Original Gangster Tour by Bus
1 hour 45 minutes
Free Cancellation
from
$48
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel (with an enclosed and climate-controlled lounge) in the heart of the Magnificent Mile, and cruise along the Chicago River. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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Lake Michigan Sunset Cruise in Chicago
1 hour 30 minutes
Free Cancellation
from
$45
Enjoy a memorable Chicago experience on this haunted pub tour. Your costumed guide, dressed as a Flapper or 1920s Gangster, will lead you on a mile-long journey while telling spooky stories of forgotten cemeteries, lingering spirits, and more. Stop at three different bars for drinks (at own expense) as you learn the secret tales behind Chicago’s haunted past.
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4.9
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Haunted Chicago Booze and Boos Ghost Walking Tour
2 hours 30 minutes
Free Cancellation
from
$36
Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.
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Chicago Private Custom City Tour with Hotel Pick Up
3 to 4 hours
Free Cancellation
from
$539
Per group
Special Offer
This walking tour is a feast for the eyes, combining art, architecture, and history as you navigate through bustling downtown Chicago. In a small group, you’ll marvel at skyscrapers and mosaic murals as you discover stories and secrets about the city’s past. See the stunning interiors and exteriors of noteworthy buildings and leave with a comprehensive understanding of the city’s downtown.
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Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
2 hours
Free Cancellation
from
$33
$44
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Top Attractions in Chicago
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The Magnificent Mile
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Skydeck Chicago at Willis Tower (Sears Tower)
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Art Institute of Chicago
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Skydeck Chicago at Willis Tower (Sears Tower)
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Chicago River
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Chicago Riverwalk
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Art Institute of Chicago
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The Magnificent Mile
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Chicago Theatre
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Skydeck Chicago at Willis Tower (Sears Tower)
From $12
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Chicago River
From $28
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