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54 results | All Chicago Tours

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
8020
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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  • 1 hour 15 minutes
  • Free Cancellation
From
$46.87
From
$46.87

45-Minute Chicago River Architecture Tour from Magnificent Mile

45-Minute Chicago River Architecture Tour from Magnificent Mile

star-4.5
229
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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  • 45 minutes
  • Free Cancellation
From
$25.00
From
$25.00

Chicago Lake and River Architecture Tour
Likely to Sell OutLikely to Sell Out

Chicago Lake and River Architecture Tour

star-4.5
720
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$42.00
From
$42.00

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
694
Enjoy a quintessential Chicago experience when you go on an architecture-themed river tour. Pick from multiple convenient start times, and board your vessel—the Lady Liberty—directly from the Chicago Riverwalk. Your trained docent guides will give you a rich introduction to the Windy City’s history, key landmarks, and architectural highlights—and you can spy landmarks like the Marina City towers and Navy Pier from the water’s edge.
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  • 1 hour 30 minutes
From
$56.00
From
$56.00

Chicago in a Day: Food, History and Architecture Walking Tour
Likely to Sell OutLikely to Sell Out

Chicago in a Day: Food, History and Architecture Walking Tour

star-5
264
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
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  • 5 hours
  • Free Cancellation
From
$104.00
From
$104.00

Chicago Fireworks Dinner Cruise with Buffet

Chicago Fireworks Dinner Cruise with Buffet

star-3.5
30
Enjoy a memorable, one-of-a-kind night out on Lake Michigan aboard this combination dinner, dancing, and sightseeing cruise. Make your own way to Navy Pier, and set off as the evening begins. You can admire views of Chicago’s picture-perfect skyline as the sun starts to set. While on board, take advantage of the all-you-can-eat buffet dinner, drinks to purchase, a DJ-helmed soundtrack, and even a fireworks display (weather permitting).
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  • 3 hours
From
$158.98
From
$158.98

90-Minute Chicago River Architecture Tour
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90-Minute Chicago River Architecture Tour

star-4.5
1837
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the 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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  • 1 hour 30 minutes
  • Free Cancellation
From
$42.00
From
$42.00

Chicago City Minibus Tour with Optional Architecture River Cruise
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Chicago City Minibus Tour with Optional Architecture River Cruise

star-5
511
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
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  • 2 to 4 hours
  • Free Cancellation
From
$43.95
From
$43.95

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

star-4
1048
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
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  • 2 hours
  • Free Cancellation
From
$44.99
From
$44.99

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
175
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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  • 2 hours 30 minutes
From
$180.18
From
$180.18

Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop

Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop

star-5
351
See the overlooked highlights of Chicago’s Loop district with a 2-hour walking tour that takes in the best of the bustling, vibrant neighborhood’s inside spaces. Get behind the façades to explore stunningly designed interiors as you follow a specially-designed route with an experienced guide. Learn about the city’s architecture, art and history while visitng a side of Chicago that’s beyond the tourist trail, and experience the Windy City with a local perspective.
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  • 2 hours
  • Free Cancellation
From
$35.00
From
$35.00

Chicago Walking Tour: Art Deco Skyscrapers Loop

Chicago Walking Tour: Art Deco Skyscrapers Loop

star-5
88
Admire the incredible façades and intricate interiors of the Windy City's 1920s art deco and art moderne buildings during this architecture walking tour of Chicago. Uncover the history of Chicago art deco architectural along with the city's influential role in the development of this iconic artistic style, as you get an up close and personal look at its wealth of gorgeous period buildings. This art deco Chicago walking tour also includes a certified guide.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$30.00
From
$30.00

Best of Chicago: Discover Art, Food, and Architecture

Best of Chicago: Discover Art, Food, and Architecture

star-5
45
The Windy City is known for its spectacular architecture and eclectic food scene. Experience both on this tour through the downtown that combines sights with nibbles. Take in famous landmarks like the Wrigley Building, Tribune Tower, and Cloud Gate on foot along the Chicago River. Taste popcorn and chocolate from two beloved city eateries during the tour.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$51.50
From
$51.50

Frank Lloyd Wright Robie House Admission
Likely to Sell OutLikely to Sell Out

Frank Lloyd Wright Robie House Admission

star-4.5
28
Discover one of Chicago’s top architectural marvels when you explore Frank Lloyd Wright’s UNESCO-listed Frederick C. Robie House, located right on the University of Chicago’s campus. Considered a masterpiece of Prairie School architecture, the building is famed for its cantilevered roof and rich wood details. Save money when you book tickets to the house in advance; call ahead to reserve a space on one of the museum’s frequent, small-group public tours.
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  • 1 hour
  • Free Cancellation
From
$27.00
From
$27.00

Chicago Walking Tour: Modern Architecture

Chicago Walking Tour: Modern Architecture

star-5
20
Embark on a walking tour of Chicago's more-recent architecture heritage with a 2-hour stroll highlighting the city's modern, postmodern, and international structures. Especially known for its architectural originality, Chi-town boasts everything from the elegant metal and glass tower of One South Dearborn to the Harold Washington Library, with its Beaux-Arts inspired exterior. Your guide will highlight these and other unique buildings, relaying background on their individual histories and construction en route.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$30.00
From
$30.00

Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship

star-4.5
243
Escape the bustle of the city on a sailboat tour through Lake Michigan with a convenient departure from Navy Pier. The cruise offers plenty of frame–worthy photo opportunities, including sweeping views of the Chicago skyline rarely seen by visitors. As a popular choice for both locals and visitors, your experience is guaranteed to be family–friendly and tailored to your needs. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.
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  • 1 hour 15 minutes
  • Free Cancellation
From
$49.00
From
$49.00

Chicago Walking Tour: A Walk Through Time

Chicago Walking Tour: A Walk Through Time

star-5
73
Travel through architectural history on this walking tour that covers Chicago's most famous buildings in chronological order. With a guide in the lead, there's no need to fuss over maps or worry about directions. Simply stroll along and listen to the in-depth guided commentary on Chicago's architectural history; you'll learn about each building and its importance in the architectural canon.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$30.00
From
$30.00

Chicago Architecture Boat Tour
Likely to Sell OutLikely to Sell Out

Chicago Architecture Boat Tour

star-5
431
Chicago is famous for its architecture, and the best way to see it is on a cruise down the Chicago River. Glide by historic and modern marvels like the Civic Opera House, Wrigley Building, and Willis Tower from the comfort of an open-deck boat. Live narration reveals each building’s fascinating history, so you'll learn more than you would just observing on your own.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$32.00
From
$32.00

Chicago Urban Adventure River and Lake Cruise

Chicago Urban Adventure River and Lake Cruise

star-4.5
134
See the the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline. Take in towering skyscrapers and spot the gargoyles that live on to of the city’s historic buildings. Hear stories about the city’s history and culture as you pass Chicago landmarks, museums and iconic buildings. Capture unforgettable images of the city skyline from Lake Michigan, and get a unique look at Chicago that’s perfect for all ages.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$42.00
From
$42.00

Chicago City Minibus Tour
Likely to Sell OutLikely to Sell Out

Chicago City Minibus Tour

star-5
104
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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  • 2 hours
  • Free Cancellation
From
$43.95
From
$43.95

Chicago Walking Tour: Historic Treasures of Chicago

Chicago Walking Tour: Historic Treasures of Chicago

star-5
54
Get an insider's introduction to Chicago's most celebrated buildings during this architecture-focused walking tour of Michigan Avenue and State Street. Revisit the heyday of the skyscraper and visit stunning, Art Deco-era interiors, from the Palmer House Hotel to the Chicago Cultural Center. Admission to the Chicago Architecture Center is included, with an introduction by the docent.
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  • 2 hours
  • Free Cancellation
From
$30.00
From
$30.00

Chicago Walking Tour: Historic Skyscrapers

Chicago Walking Tour: Historic Skyscrapers

star-4.5
50
Explore the Loop's famous architecture during this 2-hour walking tour with an expert guide from the Chicago Architecture Foundation. Discover the beginnings of the Chicago School of Architecture through visits to some of the city's oldest skyscrapers, dating from the late 19th and early 20th centuries. This sophisticated, informative tour is a must-do for history and architecture buffs.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$30.00
From
$30.00

Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour

Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour

star-5
47
Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along with a local guide to check out some of the Must See spots in downtown Chicago. You certainly can’t miss the soaring architecture that Chicago is famous for (you’ll be surrounded by it!) - and you’ll learn about the history of some of Chicago’s most well-known buildings. In addition to enjoying views of the Chicago River (if the weather is good, you’ll be able to walk along it), plus a delicious local treat! And, of course, your guide will show off some local-favorite hidden gems along the way too! You’ll really get a feel for what makes Chicago one-of-a-kind on this tour.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$39.00
From
$39.00

Ugly Buildings Tour

Ugly Buildings Tour

star-5
43
Chicago is the architectural capital of the country and has so many tours profiling these wonderful, beautiful buildings. Hiding around these architectural masterpieces, however, are UGLY BUILDINGS. This “educational roast” teases these buildings and creates a conversation on what makes a building pretty or ugly. These opinions are all subjective, and participants are encouraged to share their perspectives whether or not they agree. IMPORTANT NOTE: There are jokes about Trump Tower along with the person it is named after on this tour. There is also one swear word used, because it is an important part of a story. If you don’t think you would find these kinds of jokes funny, I recommend choosing any other architectural tour. There are so many stories and perspectives on Ugly Buildings I have not previously been able to share on any other tours. I am really excited to have you along for this experience that is unlike any other tour in Chicago!
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  • 2 hours
  • Free Cancellation
From
$30.00
From
$30.00

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