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Top Chicago Architecture Tours

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39 Chicago Architecture Tours

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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

Loop Interior Architecture Walking Tour with PedwayArchitecture Tours

Loop Interior Architecture Walking Tour with Pedway

star-5
Venture inside renowned Chicago landmarks, elegant lobbies, and underground corridors on this walking tour. Your expert guide will share insights about interior architectural features of this design-rich city—from mosaic domes to the sprawling Chicago Pedway System—bringing the details of the Windy City into vivid focus. Stop to admire Chase Tower, the Marshall Field and Company Building, the Chicago Cultural Center, and more.
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Small group
  • 2 hours
From  
USD29.00 
From  
USD29.00 
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  • 2 hours

Chicago in a Day: Food, History and Architecture Combo TourHalf-day Tours

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

star-5
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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Small group
  • 5 hours
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  • Free Cancellation
From  
USD102.30 
From  
USD102.30 
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  • 5 hours
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  • Free Cancellation

Best of Chicago: History & Culture Tour with Chocolate and PopcornLuxury Tours

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Best of Chicago: History & Culture Tour with Chocolate and Popcorn

star-5
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 and with the scenic L train or water taxi along the Chicago River. Taste popcorn and chocolate from two beloved city eateries during the tour.
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Small group
  • 2 hours 30 minutes
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  • Free Cancellation
From  
USD50.63 
From  
USD50.63 
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  • 2 hours 30 minutes
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  • Free Cancellation

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Historic Chicago Walking Bar TourArchitecture Tours

Historic Chicago Walking Bar Tour

star-4.5
Explore downtown Chicago on a pub crawl with an educational twist! Your expert guide shares entertaining facts about the history of jazz, theater, social clubs, and the Prohibition era in the Windy City as you take in historic buildings and architecture. Use iPads to view historic photos and videos that accompany your guide’s stories as you stop in both famous and hidden bars for drinks and appetizers. A short walk allows plenty of time to see Chicago’s famous architecture and pubs on this tour – great for visitors and locals alike!
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Small group
  • 2 hours 30 minutes
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  • Free Cancellation
From  
USD39.00 
From  
USD39.00 
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  • 2 hours 30 minutes
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  • Free Cancellation

Land and River Architecture Tour of Chicago's Scenic North SideHalf-day Tours

Land and River Architecture Tour of Chicago's Scenic North Side

star-4.5
Discover Chicago’s iconic architectural gems from every angle on a 3.5-hour tour of the North Side. Divided between land and water, the comprehensive tour enables you to cover a huge area of the city without getting worn out. Travel comfortably by coach or trolley to Fort Dearborn, Wrigley Building, and more. Afterwards, see the Windy City's famous skyscrapers, bridges, and historical sites on a 90-minute cruise down Chicago River.
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  • 3 hours 30 minutes
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  • Free Cancellation
From  
USD76.95 
From  
USD76.95 
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  • 3 hours 30 minutes
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  • Free Cancellation

VIP: Architectural River Cruise and Chicago Helicopter TourLuxury Tours

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VIP: Architectural River Cruise and Chicago Helicopter Tour

star-4.5
Experience Chicago from the air and the water on this two-part tour that features a river cruise and a helicopter ride above the city. First, take a cruise down the Chicago River to learn about the architectural history of the town. Then, board a state-of-the-art helicopter and fly above the skyline. Both tours are fully narrated and pass landmarks including Navy Pier, Wrigley Field, Soldier Field, the John Hancock Center, Willis Tower, and more.
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Small group
  • 15 minutes to 1 hour 30 minutes
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  • Free Cancellation
From  
USD195.00 
From  
USD195.00 
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  • 15 minutes to 1 hour 30 minutes
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  • Free Cancellation

Chicago Architecture River CruiseDay Cruises

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Chicago Architecture River Cruise

star-5
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
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  • Free Cancellation
From  
USD41.44 
From  
USD41.44 
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  • 1 hour
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  • Free Cancellation

Chicago Architecture TourArchitecture Tours

Chicago Architecture Tour

Surround yourself in the Windy City's architectural gems on a 2-hour walking tour. Follow your guide past noteworthy landmarks and lesser known gems. Then visit the Chicago Cultural Center, also known as The People’s Palace, and marvel at the Randolph Street entrance, Grand Army of the Republic Memorial, and more. Beginning at the Clark Street Bridge, the tour concludes next to Millennium Park where you can continue your day of sightseeing.
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  • 2 hours
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  • Free Cancellation
From  
USD25.00 
From  
USD25.00 
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  • 2 hours
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  • Free Cancellation

Chicago Architecture Crash Course Walking TourArchitecture Tours

Chicago Architecture Crash Course Walking Tour

star-5
See Chicago from a new perspective with this art- and pop culture-themed architectural walking tour. Follow an informative guide through the city’s streets, from the Michigan Avenue Bridge to the new Maggie Daley Park, while learning about the city’s history, architecture, and the fascinating connections between art history and Chicago architectural styles. Enrich your understanding of this beautiful American city with this fun and affordable outing.
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Small group
  • 1 hour 30 minutes
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  • Free Cancellation
From  
USD25.00 
From  
USD25.00 
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  • 1 hour 30 minutes
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  • Free Cancellation

Frank Lloyd Wright Robie House Architecture Tours

Frank Lloyd Wright Robie House

The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Save when you book directly at Visit to learn more.
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Small group
  • 1 hour
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  • Free Cancellation
From  
USD24.00 
From  
USD24.00 
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  • 1 hour
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Architecture Walking Tour: Dazzling Interiors of the LoopLuxury Tours

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Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

star-5
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
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  • Free Cancellation
From  
USD30.00 
From  
USD30.00 
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  • 2 hours
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  • Free Cancellation

Chicago Walking Tour: Modern ArchitectureArchitecture Tours

Chicago Walking Tour: Modern Architecture

star-4.5
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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Small group
  • 1 hour 45 minutes
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  • Free Cancellation
From  
USD26.00 
From  
USD26.00 
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  • 1 hour 45 minutes
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  • Free Cancellation

Chicago City Minibus TourBus Tours

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Chicago City Minibus Tour

star-5
NOTE: WE ARE ONLY OPERATING PRIVATE TOURS UNTIL AT LEAST EARLY APRIL, DUE TO COVID 19. Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. The small-group atmosphere with maximum of 12 people ensures a more personal experience. 
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Small group
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
USD39.45 
From  
USD39.45 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Land and River Architecture Tour: Historic South SideDay Cruises

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Chicago Land and River Architecture Tour: Historic South Side

star-4
See the architecture of Chicago's South Side by both land and on a Chicago River boat tour. Traveling south of the Loop along Michigan Avenue and South Lake Shore Drive, you'll pass by sights such as the Art Institute of Chicago, University of Chicago, Jackson Park, the Museum of Science and Industry, Museum Campus, Buckingham Fountain, and former President Obama's home.
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  • 3 hours 30 minutes
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  • Free Cancellation
From  
USD73.95 
From  
USD73.95 
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  • 3 hours 30 minutes
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  • Free Cancellation

Chicago Land and River Architecture Tour: North and South ShoresDay Cruises

Chicago Land and River Architecture Tour: North and South Shores

star-4.5
Whether you’re short on time or want to orient yourself to Chicago, a 3.5-hour land and river tour is the perfect option. The comprehensive itinerary takes you through both the North and South sides. Listen as your guide tells insider stories about the people who shaped the city. After the land tour, rest your feet and see the city from a unique vantage point during a 90-minute river cruise.
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  • 3 hours 30 minutes
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  • Free Cancellation
From  
USD92.95 
From  
USD92.95 
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  • 3 hours 30 minutes
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  • Free Cancellation

Factories to Calories Fulton Market Food TourLuxury Tours

Factories to Calories Fulton Market Food Tour

star-5
Spend two hours walking and eating your way through the Fulton food market, Chicago’s new foodie hot spot. Start your tour with a view of the railroad tracks, and get an overview of the area’s history and architecture as you see the former industrial center and its transformation from an edgy underground scene to a culinary destination. Stop to sample locally made deli meat, pickles, beer, and a classic submarine sandwich as you explore.
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Small group
  • 2 hours
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  • Free Cancellation
From  
USD44.00 
From  
USD44.00 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

2 HR History of Chicago Architecture & Art Segway TourLuxury Tours

2 HR History of Chicago Architecture & Art Segway Tour

star-5
Explore the art and architectural highlights of Chicago on a Segway during this guided tour. This family-friendly tour takes visitors by the outdoor sculptures, landmark buildings, and iconic skyline of the city. Accompanied by educational and informative commentary, this city tour saves you from hours of walking and lets you see all of Chicago's top art and architectural attractions in one tour.
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  • 2 hours
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  • Free Cancellation
From  
USD75.10 
From  
USD75.10 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Holiday Lights, City Lights by BusBus Tours

Chicago Holiday Lights, City Lights by Bus

star-3
Don’t let the cold weather deter you from admiring Chicago’s stunning architecture! Hop aboard Big Bus Chicago and hear the stories of great architects and leaders who shaped the city while taking in twinkling holiday and building lights.
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  • 1 hour 30 minutes
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  • Free Cancellation
From  
USD35.00 
From  
USD35.00 
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Architectural Boat Tour plus Walking Tour in ChinatownLuxury Tours

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Architectural Boat Tour plus Walking Tour in Chinatown

star-5
Enjoy the opportunity to experience Chicago in the best two ways: by boat and on foot through one of Chicago’s unique neighborhoods, Chinatown. First, after meeting near the point where it all began — which is now the tail end of the famous Magnificent Mile — you’ll take part in the most popular tourist activity in Chicago, enjoying breathtaking views along the Chicago River on a relaxing and informative 35-minute ride. Your expert guide will tell you about the architecture and history along the way using a personal sound system with discreet individual listening devices. We’ll spend the rest of our tour on foot exploring Chinatown, learning about its history, its architecture, and its food. NOTE: This is not a food-tasting tour, though we purposely end in this neighborhood so that you can stay and eat after the tour, which we highly recommend!
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Small group
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
USD30.00 
From  
USD30.00 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Chicago Architecture Tour Spectacular High Views and Low ViewsPhotography Tours

Chicago Architecture Tour Spectacular High Views and Low Views

star-5
Get great views of Chicago on a walking tour that has special access to buildings not open to the general public. Your guide leads you to places with fantastic perspectives of the Windy City, and gives you time for photo ops throughout the 2-hour tour. Hear insightful commentary about the city as you cover about 1.5 miles on foot, walking at a leisurely pace with frequent stops.
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Small group
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
USD30.00 
From  
USD30.00 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

PRIVATE Chicago City Mini Bus Tour. TEMPORARY LOW LOW PRICE!Day Cruises

PRIVATE Chicago City Mini Bus Tour. TEMPORARY LOW LOW PRICE!

The only way to travel with Covid 19 in the air. Sanitized vehicles with JUST YOUR GROUP! Don’t miss Chicago’s famous sights and fabulous views on this award-winning private sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early skyscraper "The Rookery" (Frank Lloyd Wright architecture), Museum Campus (for the BEST skyline view in town), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its beautiful attractions. Your private tour ensures a more personal experience.  The city tour ends at Millennium Park. If you would like to take the tour at a time other than what is offered, please note in special requests field when booking.
...  More
Private experience
  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
USD200.00 
per group
From  
USD200.00 
per group
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

90-min Chicago River Architecture TourDay Cruises

90-min Chicago River Architecture Tour

star-5
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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
USD39.00 
From  
USD39.00 
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  • 1 hour 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Lake Michigan and Chicago River Architecture Cruise by SpeedboatJet Boats & Speed Boats

Lake Michigan and Chicago River Architecture Cruise by Speedboat

star-4.5
Discover Chicago's world-renowned architecture during this sightseeing cruise. Board a comfortable riverboat for a cruise on the Chicago River, viewing landmarks like the Willis Tower and the Tribune Tower while listening to engaging commentary from your guide. Then board a speedboat for an exciting ride up the shore of Lake Michigan for views of Grant Park, the Chicago Harbor, and the Museum Campus.
...  More
  • 1 hour 15 minutes
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  • Free Cancellation
From  
USD49.82 
From  
USD49.82 
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  • 1 hour 15 minutes
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  • Free Cancellation

Private Chicago Architecture TourHalf-day Tours

Private Chicago Architecture Tour

star-5
Ever since Chicago became the birthplace of the modern skyscraper, the city has been renowned for its architectural creativity and ingenuity. Led by an expert guide, explore some of the city’s most iconic buildings such as Sears Tower, The John Hancock Building, historic brownstones, and the homes of Oak Park designed by beloved architect Frank Lloyd Wright. You will be able to explore the insides of some locations on this completely customizable tour.
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Private experience
  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
USD660.00 
per group
From  
USD660.00 
per group
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  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation


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