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200+ results
Best Seller
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
4.7
(3,229)
from
$28
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 Walking Tour: Food, History & Architecture
4 hours 30 minutes
Free Cancellation
4.9
(1,253)
from
$101
Price varies by group size
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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Chicago's Chinatown Food and Walking Tour
3 hours
Free Cancellation
4.9
(690)
from
$80
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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Griffin Museum of Science and Industry Admission
2 to 4 hours
Free Cancellation
4.4
(21)
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$26
Likely to Sell Out
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
4.7
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$34
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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Skip-the-line: Art Institute of Chicago Guided Tour
2 hours 30 minutes
Free Cancellation
5.0
(508)
from
$84
Likely to Sell Out
Kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks on this scenic lunch cruise along Lake Michigan. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.
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City Cruises Chicago: Signature Lunch Cruise on Lake Michigan
2 hours
Free Cancellation
3.9
(358)
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$63
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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Haunted Chicago: Crime, Ghosts, and Capone Walking Tour
1 hour 30 minutes
Free Cancellation
5.0
(214)
from
$35
The best views of Chicago can be yours at 360 Chicago Observation Deck! Perched 94 stories above the Windy City in the former John Hancock Building, 360 Chicago provides commanding views of Lake Michigan and Chicago’s towering skyscrapers. Located in the heart of downtown on Michigan Avenue, the observatory is steps away from other top Chicago attractions. It will be the high point (literally) of your Chicago trip! Upgrade to the Sip and View ticket, which includes one drink at the newly renovated CloudBar. The Sip menu includes a rotating selection of beer, wine and cocktails. Once onsite, you can purchase tickets to TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. You may also choose to upgrade your Sip and View ticket from the Sip Menu to the Elevated Menu for an additional $8. *TILT not included in purchase
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360 Chicago Observation Deck Sip and View Ticket
2 hours
Free Cancellation
4.1
(95)
from
$44
Likely to Sell Out
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
3.4
(425)
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$43
Likely to Sell Out
Get to know the Windy City the easy and comfortable way on a small-group minibus tour. Instead of long walks and navigating public transit, see major landmarks like Museum Campus, Buckingham Fountain, the Magnificent Mile, and Millennium Park from an uncrowded minibus with large picture windows. Your driver and guide knows where to find all the best views, and there are plenty of photo stops along the way.
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Chicago City Minibus Tour
2 hours
Free Cancellation
4.9
(581)
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$50
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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Original Chicago Architecture Interiors Tour: Dazzling Interiors
2 hours
Free Cancellation
5.0
(1,648)
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$35
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
4.5
(325)
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$50
Skip the hassle of planning your Chicago itinerary with this convenient hop-on hop-off tour, covering the city's must-see sights. With multiple strategically located stops, explore the Windy City at your own pace, hopping off to visit top attractions like the iconic Art Institute and famous skyscrapers. Enjoy insightful audio commentary as you cruise through the city, learning about its rich history and vibrant culture. Perfect for first-time visitors or those short on time, this tour offers flexibility and ease, ensuring you don’t miss any of Chicago’s highlights. Book your ticket today and experience the best of Chicago hassle-free!
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Chicago Hop-On Hop-Off Sightseeing Tour by Open-top Bus
2 hours
Free Cancellation
3.9
(2,263)
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$49
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
4.1
(124)
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$46
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
4.9
(312)
from
$47
See the towers, piers and iconic landmarks along the Chicago River on an architectural cruise through the heart of the city. Enjoy complimentary refreshments on deck as you cruise down the historic waterway, while listening to fun stories and facts throughout the tour. Spot gargoyles that keep watch high above the city, and buildings that range from Neoclassical to Art Deco. Take in over fifty sites from Lake Point Tower to the Navy Pier, and see the Second City from the water.
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Chicago Architectural River Cruise
1 hour 30 minutes
Free Cancellation
4.7
(827)
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$50
Delve into the world of natural history with admission to Chicago’s Field Museum. Choose general admission or upgrade to visit one or more special exhibits. Spend as long as you like exploring the museum's extensive collection of artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. Also take advantage of daily tours led by knowledgeable Field Museum docents, free with admission.
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Field Museum of Natural History Admission Tickets
4 hours
Free Cancellation
4.6
(525)
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$29
Get to know the “must eats” in Chicago's buzzing Loop District on this small-group or private walking tour. As you explore, listen to in-depth commentary from your guide about the culinary history of Chicago, and get a taste of the city's most iconic foods, from hot dogs to deep-dish pizza. You'll enjoy personalized attention and the chance to chat about your favorite tastings, all while admiring Chicago landmarks along the way.
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Chicago Loop Food Tour: Taste the Most Iconic Local Eats
2 hours
Free Cancellation
4.8
(114)
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$87
Price varies by group size
Likely to Sell Out
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
4.7
(10,088)
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$45
Admire some of the Windy City's most iconic views—and enjoy a time-saving, relaxing way to sightsee—aboard this pet-friendly Chicago River architecture boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including dozens of notable buildings, like the Wrigley Building and the John Hancock Building. In just one tour, you cover multiple branches of the Chicago River and learn insider facts and stories you'd otherwise miss.
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Chicago Architecture River Cruise
1 hour to 1 hour 30 minutes
Free Cancellation
4.8
(16,185)
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$39
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
4.7
(135)
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$48
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
4.7
(422)
from
$34
Eat your way through downtown Chicago on a walking food tour. Visit Millennium Park, the Palmer House Hotel, and other city landmarks and taste quintessential Chicago foods such as deep-dish pizza, hot dogs, and chocolate brownies. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. A bike or kayak rental is also included in the tour cost.
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Chicago Favorites Ultimate Food and Walking Tour
3 hours
Free Cancellation
4.8
(2,104)
from
$85
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Art Institute of Chicago
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The Magnificent Mile
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