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24 results | All Chicago Tours

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Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

star-5
77
Get off the beaten path to experience some of Chicago's best street art on this immersive tour. With a guide in the lead, you can leave the navigation to them and simply take in the scenery. Listen to in-depth commentary focused on the street-art community, the artists, and the history and meaning behind the art.
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  • 2 hours
  • Free Cancellation
From
USD26.67
From
USD26.67

Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket
Likely to Sell OutLikely to Sell Out

Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket

star-5
58
The Art Institute of Chicago houses one of the finest American and Impressionist painting collections in the world, but it can be overwhelming to explore on your own. Remove the guesswork and maximize your time inside the museum on a private tour that covers major highlights by Picasso, Chagall, Warhol, Hopper, and others. Plus, there's no waiting to get inside, as the tour includes a skip-the-line ticket.
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  • 2 hours 30 minutes
  • Free Cancellation
From
USD115.54
Price varies by group size
From
USD115.54
Price varies by group size

Art Institute of Chicago Skip-the-Line Small-Group Guided Tour
Likely to Sell OutLikely to Sell Out

Art Institute of Chicago Skip-the-Line Small-Group Guided Tour

star-5
57
Explore one of the country’s great art museums—and discover many of its collection highlights—on this small-group Art Institute of Chicago tour. Meet your guide right out front, and see works from artists the likes of Picasso, Chagall, Seurat, O’Keeffe, and many more. As you go, your guide will share the stories behind the masterpieces, and will help bring the history of the museum and its collection to life.
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  • 2 hours 30 minutes
  • Free Cancellation
From
USD115.54
Price varies by group size
From
USD115.54
Price varies by group size

Frank Lloyd Wright Robie House Admission
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Frank Lloyd Wright Robie House Admission

star-4
32
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
USD27.00
From
USD27.00

Chicago Walking Tour: Tiffany Treasures

Chicago Walking Tour: Tiffany Treasures

star-4.5
31
Explore the art glass crafted and designed by the Tiffany Glass and Decorating Company during this 2-hour walking tour in Chicago. Following an expert guide from the Chicago Architecture Foundation, visit 4 late 19th-century landmarks that contain glass works by Louis Comfort Tiffany and his contemporaries. This sophisticated, informative tour is a must-do for history and architecture fans. The tour includes general admission to the Art Institute of Chicago for the tour plus 1 other day. 
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD30.00
From
USD30.00

Chicago Night Crimes Bus Tour

Chicago Night Crimes Bus Tour

star-5
180
Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.
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  • 2 hours to 2 hours 30 minutes
  • Free Cancellation
From
USD52.00
From
USD52.00

Gangsters and Ghosts Tour in Chicago

Gangsters and Ghosts Tour in Chicago

star-4.5
2942
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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  • 2 hours
  • Free Cancellation
From
USD35.00
From
USD35.00

Chicago Small-Group City Tour with Optional Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Small-Group City Tour with Optional Architecture River Cruise

star-5
522
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
USD43.95
From
USD43.95

Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
8603
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
USD46.87
From
USD46.87

Chicago Lake and River Architecture Tour
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Chicago Lake and River Architecture Tour

star-4.5
881
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
USD42.00
From
USD42.00

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1533
Explore Chicago'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, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
USD46.00
From
USD46.00

Chicago Architectural River Cruise

Chicago Architectural River Cruise

star-4.5
718
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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  • 1 hour 30 minutes
  • Free Cancellation
From
USD49.05
From
USD49.05

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
299
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
USD104.00
From
USD104.00

Chicago Walking Tour: Art Deco Skyscrapers Loop

Chicago Walking Tour: Art Deco Skyscrapers Loop

star-5
90
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
USD30.00
From
USD30.00

Chicago Windy City Ghosts Dark History Haunted Walking Tour

Special Offer

Chicago Windy City Ghosts Dark History Haunted Walking Tour

star-4
38
Discover some of the Windy City’s spookiest ghost stories—and step back in time to the era of gangsters, bootleggers, jazz performers, and more—on this small-group walking tour. Meet your guide in Chicago’s Lincoln Park neighborhood, and set off after dark. You’ll visit supposedly haunted former burial grounds, pubs, theaters, and more—and will hear about macabre legends and unexplained happenings as you go.
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  • 1 hour
  • Free Cancellation
From
USD23.70
USD26.49
USD2.79 savings
From
USD23.70
USD26.49
USD2.79 savings

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
801
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
USD56.00
From
USD56.00

45-Minute Chicago River Architecture Tour from Magnificent Mile
Likely to Sell OutLikely to Sell Out

45-Minute Chicago River Architecture Tour from Magnificent Mile

star-4.5
233
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
USD25.00
From
USD25.00

Underground Chicago PLUS RATS Tour

Underground Chicago PLUS RATS Tour

star-5
5
One of the fantastic things about Chicago’s downtown is its underside consisting of hidden streets, train stations, and pedestrian tunnels. It’s filled with innovative and interesting design features you won’t find in any other city, and much of it has its roots from more than a century ago! Do you know who appreciates Chicago’s underbelly? Rats! These fascinating creatures have a lot in common with Chicago: they’re scrappy, they’re adaptable, they’re resilient, and their fates are thoroughly interconnected. Underground Chicago (Plus Rats!) is a fun, one-of-a-kind tour experience where you’ll explore an underground labyrinth discovering features people rarely notice and the stories behind them. Along the way, you’ll hear lots of surprising RAT FACTS that will likely give you a new appreciation for these critters. I hope you can join for this unique tour experience showcasing Chicago’s infrastructure and urban wildlife!
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD30.00
From
USD30.00

West Town Instagram Hot Spots Tour By Native 312

West Town Instagram Hot Spots Tour By Native 312

star-3.5
5
Follow an artist through Chicago’s vibrant art scene, and you’ll see the city with new eyes. On this guided tour, you’ll walk through West Town’s B-Line, a modern art corridor with 1970s origins, home to some of the best street art in the world. You’ll hear facts, trivia, a few wild stories and more, finishing up with optional beers—and crafts!—at a hyperlocal brewery.
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  • 1 hour 30 minutes to 1 hour 45 minutes
  • Free Cancellation
From
USD25.00
From
USD25.00

Best of Chicago: First Elevator at Skydeck, River Cruise, & Inside the Loop Tour

Best of Chicago: First Elevator at Skydeck, River Cruise, & Inside the Loop Tour

star-5
2
Get ready to discover the storied architecture of Chicago. You’ll take the first elevator ride of the morning up to Skydeck at Willis Tower to see the city from a birds-eye prime vantage spot. Journey back to street level for an immersive tour of the Loop guiding you from the iconic ‘L’ train circling downtown Chicago to the city’s impressive Art Deco architecture. This insider’s look will supply you with the history to truly appreciate these colossal structures. A 90-minute river cruise awaits at the end of the tour taking you from the Chicago River to Lake Michigan.
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  • 5 hours 30 minutes
  • Free Cancellation
From
USD125.00
From
USD125.00

Experience Ferris Bueller's Art: Walking Tour

Special Offer

Experience Ferris Bueller's Art: Walking Tour

star-5
2
This is the only tour in Chicago that explores 'Ferris Bueller's Day Off' from the perspective of art. It's also the only tour that immerses you in the actual artwork featured in the 1986 American teen comedy. Over the course of the tour, you'll visit 3 floors of the museum, see 16 pieces of art, and leave with an appreciation of the works, their relationship to characters, and their placement in the camera's frame.
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  • 1 hour 15 minutes
  • Free Cancellation
From
USD29.99
USD38.00
USD8.01 savings
From
USD29.99
USD38.00
USD8.01 savings

Pilsen Walking Tour of Local Publicly Displayed Art

Pilsen Walking Tour of Local Publicly Displayed Art

star-1
1
We find quality art from around the city by local artists that have significance towards local artists. Unique opportunity to appreciate homegrown art from local Chicagoans and to receive artistic inspiration.
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  • 1 to 2 hours
  • Free Cancellation
From
USD15.00
From
USD15.00

Millennium Park Art and Architecture Walking Tour

Millennium Park Art and Architecture Walking Tour

This tour provides information and history beyond just the art and landscape of Millennium Park. It's a comfortable stroll through one of the most visited parks in Chicago. Our professional tour guides will share the history of the people who made the park possible as well as the world-renowned artists and architects who curated Millennium Park into the icon it is today.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD15.00
From
USD15.00

2-Hour Walking Tour in Downtown Chicago

Special Offer

2-Hour Walking Tour in Downtown Chicago

You are invited to come along for an adventurous exploration experience led by one passionate, 5-STAR tour guide, on a mission to reveal the remarkable history, mystery, comedy and tragedy that embody The Windy City! Interact with Chicago in new found ways across two-hours of downtown discoveries! Expect an engaging, entertaining and wide-eye-opening experience, full of knowledge nuggets and tater thoughts you simply won't find anywhere else! During our loop around "Da Loop" we will peel back the layers of this Great Big Onion Town step-by-step, peeking in and out of extraordinary buildings, strolling up and down the block, above the river and below ground. Along the way, walkin', talkin' and gawkin' through the city as our small group takes a closer look at those oft overlooked destinations, uncovering jaw dropping stories and secrets along the way!
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  • 2 hours
  • Free Cancellation
From
USD52.80
USD66.00
USD13.20 savings
From
USD52.80
USD66.00
USD13.20 savings

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What people are saying about Art Tours in Chicago

star-5
Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
"I was allowed many photo opportunities along with learning the history behind many Iconic murals. Definitely an enjoyable experience!"..."
star-5
Art Institute of Chicago Private Guided Tour with Skip-the-Line Ticket
"Excellent insights and details that we never would have noticed on our own. Also answered our questions and provided expert opinions."..."
star-5
Art Institute of Chicago Skip-the-Line Small-Group Guided Tour
"The stories our guide Mandy told about all the artists - she was very good and knowledgeable. Made getting through the museum very easy."..."
star-5
Frank Lloyd Wright Robie House Admission
"Excellent, information tour. It was fascinating to learn both the stories of the architecture and the residents."..."
star-5
Chicago Walking Tour: Tiffany Treasures
"The tour was amazing and I was blown away by some of the beautiful places covered on our tour. Our guide was quite knowledgeable and very patient with the elderly couple that was in our group. Highly recommend this tour to anyone who loves Tiffany designs."..."
star-5
Chicago Night Crimes Bus Tour
"We were given deep dish pizza at the end which was so nice! Our tour guide, Maddie, was always making sure that everyone was comfortable and where they needed to be to get the best experience!"..."
star-5
Gangsters and Ghosts Tour in Chicago
"Connor was great! Seemed very knowledgeable and invested. Very pleasant and willing to stay after for photos and/or questions."..."
star-5
Chicago Small-Group City Tour with Optional Architecture River Cruise
"This was a great tour and our guide Rick was very knowledgeable and funny. We had a great group, and the sites he pointed out would have never been discovered on our own. Highly recommended. The smaller tour size was perfect."..."
star-5
Chicago Architecture River Cruise
"Really interesting tour! The guide was awesome! Chicago is a beautiful city and the river is a great way to see it."..."
star-5
Chicago Lake and River Architecture Tour
"Awesome experience! Would recommend to anyone who is vacationing in Chicago. My son and I learned a great deal."..."
star-5
Chicago Crime and Mob Bus Tour
"Our tour guide was phenomenal! Very funny and entertaining to go with a knowledgeable historian of the Chicago mob and Chicago crime!"..."
star-5
Chicago Architectural River Cruise
"I will take this tour every time I’m in Chicago! Everything about the experience was great! Take this tour, you won’t regret it."..."
star-5
Chicago in a Day: Food, History and Architecture Walking Tour
"Dave (aka chi tall Dave) is an excellent guide. The tour was awesome. We found out about history architecture walked the pedway and river walk and rode the “L”. Then the food was great and not just a small sample. The eating spots are part of Chicago’s story. Awesome experience"..."
star-5
Chicago Walking Tour: Art Deco Skyscrapers Loop
"Jonelle was an amazing guide! She gave a great educational tour of the pivotal Chicago Art Deco skyscrapers and I’m so glad we went. Highly recommended!"..."
star-5
Chicago Windy City Ghosts Dark History Haunted Walking Tour
"What a unique way to experience Lincol Park's dark history! From the the hunting grounds of serial killers to the supernatural, this tour had it all. Our storyteller Tammy was full of knowledge and her storytelling was mesmerizing"..."
star-5
Chicago Architecture Center River Cruise aboard Chicago's First Lady
"Great experience. We learned so much about the history of Chicago and the art of the actual city! We had a great guide in Deb. A must do!"..."
star-5
45-Minute Chicago River Architecture Tour from Magnificent Mile
"Great information! Very engaging tour guide! Really enjoyed the tour! I did the tour before, and it was not as enjoyable as this tour!"..."
star-5
Best of Chicago: First Elevator at Skydeck, River Cruise, & Inside the Loop Tour
"Our tour guide was great! He explained everything thoroughly and the description of the tour is exactly what you expect. You spend about 10 min at each spot (looking at the inside and outside) and as you walk from one place to the next the tour guide takes time to explain the history of Chicago and fun facts. I love how honest and real he was with us. He was patient when answering our questions and when he didn’t know he humbly told us so. At the end he gave recommendations on where to eat and shop. He made visiting Chicago feel less overwhelming. You leave the tour feeling like you have a good idea of the background and history. Loved it! Would do another tour with him again"..."
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Frequently Asked Questions

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What Art Tours in Chicago are 1 hour or less?
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