Top Chicago Art & Culture
Saved to wishlist!
When are you traveling?
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.
You are viewing Virtual Experiences in Chicago. See more Virtual Experiences around the globe. 🌎
Craft Classes
Dance Lessons
Architecture Tours
Art Tours
Museums
Costume Dress Up Experiences
Cultural Tours
Historical Tours
Museums
Photography Tours
Crime Tours
Ghost & Vampire Tours
Street Art Tour
Comedy Shows
Family-friendly Shows
Fashion Shows
Musicals
Shows
Theaters
Price
Duration
Time of Day
RatingClear
Specials
89 results | All Chicago Tours
Sort by:Featured

Gangsters and Ghosts Tour in Chicago
1291
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.
…More
From
$27.00
From
$27.00
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff
Learn More

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop
218
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.
…More
From
$30.00
From
$30.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

2-Hour Haunted Segway Tour of Chicago
22
Glide through the city of Chicago by moonlight on this haunted Segway tour. Follow your costumed local guide as they show you the sites of some of the most gruesome murders and disasters in Chicago's colorful history. See Chicago's iconic landmarks lit up during the spookiest time of year and hear about the mysterious, haunted history of this storied city.
…More
From
$75.58
From
$75.58

Frank Lloyd Wright Robie House Admission
5
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.
…More
From
$27.00
From
$27.00

Spray Paint 'n' Sip at Studio W.I.P.
16
Native 312 offers a unique spin on BYOB paint night! Join us as we host an intimate look into the world of Urban Art as we learn about some different styles and techniques with guest artists. Then you get your hands dirty as you walk around our gallery setting and test out your skills in different mediums like aerosol spray and stencil. At the end of your workshop you will be able to go home with your own piece of art!
…More
From
$40.00
From
$40.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Lake and River Architecture Tour
215
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.
…More
From
$39.00
From
$39.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Al Capone Gangster Tour in Chicago
2
Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.
…More
From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff
Learn More

Chicago Crime and Mob Bus Tour
765
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.
…More
From
$45.00
From
$45.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Behind-the-Scenes Tour of Historic Chicago Theatre
21
Tour the historic Chicago Theater, a must-see city landmark, with a guide providing in-depth commentary. You'll get the most out of your visit by traveling with a guide and get access to some areas of the theater that the public never sees. Learn about its architecture, history, and famous performers throughout the years.
…More
From
$18.00
From
$18.00

Chicago's Original Gangster and Prohibition Tour
69
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.
…More
From
$41.60
From
$41.60

Haunted Chicago Ghost and Pub Walking Tour
8
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.
…More
From
$31.50
From
$31.50
Face masks required for travelers in public areas
Face masks required for guides in public areas
Learn More

We Love Chicago Walking Tour
10
Downtown Chicago is filled with gems. Some famous, others known only by select locals. Many of these spots are best seen on foot as opposed to a moving vehicle. We'll take you inside several of these architectural masterpieces, to where much of Chicago's real beauty can be seen. We'll also give you time to check out famous public art by the likes of Picasso and Chagall and see the world's very first skyscrapers! All of our tours are led by experienced guide that have been giving quality tours of Chicago since 2005 and have accrued well over 500 five-star reviews. People mostly comment on how our tours are both informative and entertaining. The walk is a little under 2 miles and conducted at a comfortable pace.
…More
From
$30.00
From
$30.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Architecture River Cruise
4804
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). From Memorial Day to Labor Day (May 29 - September 6,) each ticket includes a one-way water taxi ticket.
…More
From
$42.51
From
$42.51
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Windy City Ghost Tour
9
Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy streets. Our Ghost Tour transports you back in time to an era of gangsters, bootleggers, bank robbers, and jazz babies. Windy City Ghosts nightly Ghost Tours take you through Lincoln Park, a beautiful North Side neighborhood with a twisted past. Learn about the forgotten burial ground that is the foundation of this bustling neighborhood. Check the bathroom mirrors in the Lion House of the Lincoln Park Zoo to make sure the ghost of a Victorian woman in white isn’t standing right behind you. Learn what spirit haunted Al Capone to the end of his days. On our Ghost Tour, you’ll hear the strange and disturbing tales associated with each of our carefully selected tour stops.
…More
From
$24.09
From
$24.09
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk
3
Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansion, walk along a wooden block-paved alley, sip a Faster Pussycat in Chicago's oldest piano bar and more as you enjoy a delightful walk through time in this exclusive Chicago neighborhood.
The starting point is the Chicago History Museum, located at 1601 N. Clark Street. The tour is ready whenever you are and the audio plays automatically at exactly the right time and place using your smartphone's GPS and the VoiceMap mobile app, which also works offline.
…More
From
$5.34
From
$5.34

Trickery Chicago Magic Show
3
Sit back and take in some magic during this outrageous, hilarious show. Show up a few minutes before curtain time to get the best possible general admission seat and start sipping the drinks you brought. Cups and bottle openers are available for your use. Buying your tickets in advance means less waiting for entry; you'll be sure to get the day and time you that fits your schedule.
…More
From
$41.00
From
$41.00
Hand sanitizer available to travelers and staff
Temperature checks for travelers upon arrival
Learn More

45-Minute Chicago River Architecture Tour from Magnificent Mile
48
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.
…More
From
$23.00
From
$23.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Private Chicago Architecture Tour
4
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.
…More
From
$660.00
per group
From
$660.00
per group
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff
Learn More

Chicago Walking Tour: Modern Architecture
10
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.
…More
From
$30.00
From
$30.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

Chicago City Minibus Tour with Optional Architecture River Cruise
357
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.
…More
From
$39.00
From
$39.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Land and River Architecture Tour: North and South Shores
4
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.
…More
From
$92.95
From
$92.95
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

Field Museum of Natural History Discovery Pass
13
Buy your Field Museum Discovery Pass in advance to streamline your sightseeing experience in Chicago. With pass in hand, you'll save time waiting in line and get access to all general admission exhibits, as well as one ticketed special exhibition or a 3D movie. Your pass gives you the ability to explore on your own time, spending as long as you like in the Hall of Gems or checking out the titanosaur. Free tours are available throughout the day.
…More
From
$34.00
From
$34.00

Field Museum of Natural History Admission Tickets
111
Delve deep into the world of natural history with this Field Museum admission ticket in Chicago. Spend as long as you like exploring the museum's collection of more than 26 million artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. Time travel through 13,000 years of history in the Americas, from the Ice Age to Inca and Aztec temples. Take advantage of the free daily tours, led by Field Museum docents.
…More
From
$26.00
From
$26.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago in a Day: Food, History and Architecture Combo Tour
67
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.
…More
From
$102.30
From
$102.30
Social distancing enforced throughout experience
Guides required to regularly wash hands
Paid stay-at-home policy for staff with symptoms
Learn More
- Things to do in Illinois
- Things to do in Nashville
- Things to do in Pittsburgh
- Things to do in Toronto
- Things to do in Niagara Falls & Around
- Things to do in Niagara Falls
- Things to do in Buffalo
- Things to do in Branson
- Things to do in Greenville
- Things to do in Atlanta
- Things to do in Washington DC
- Things to do in Ontario
- Things to do in Missouri
- Things to do in Tennessee