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Top Chicago Cultural & Theme Tours

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Chicago Architecture River Cruise

Cruise down the Chicago River to see the city's famous architecture on this 60-minute tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like the Aon Center, 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).
  • Duration: 1 hour
  • Free Cancellation
From
$41.44 USD
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  • Duration: 1 hour
  • Free Cancellation
From
$41.44 USD

Chicago Crime and Mob Tour

Explore Chicago's gangster past on this 1.5-hour 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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
$39.95 USD
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  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
$39.95 USD

Gangsters and Ghosts Tour in Chicago

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.
  • Duration: 2 hours
  • Free Cancellation
From
$27.00 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$27.00 USD

Chicago Prohibition Tour

Visit four historic bars in operation since Prohibition in Chicago, and learn from a knowledgeable guide about the surreptitious world of the speakeasy. This adults-only tour takes you by coach to once-illicit establishments in Old Town, Wicker Park and the Chicago Loop where liquor, jazz and mobsters ruled. You’ll hear about Chicago gangsters like Al Capone and learn the historical context for the decade-long ban of alcohol. If you’d like, you can purchase recommended craft cocktails and signature drinks of the 1920s.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$45.00 USD
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$45.00 USD

Art Institute of Chicago Fast Pass Admission

Explore the Art Institute, Chicago’s world-class art museum and the second-largest in the United States, with this Fast Pass Admission ticket. Situated in Grant Park, the museum’s incredible range of impressionist, post-impressionist, modern and contemporary works is near the top of the list of Chicago’s must-see sights. Among the artists on display are works by Pollack, van Gogh, Renoir, Monet and Picasso plus, plus a striking new Modern Wing and cutting edge graphic and industrial design.With mobile tickets, simply scan your phone for direct entry into the Art Institute.
  • Duration: 3 hours
  • Free Cancellation
From
$35.00 USD
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  • Duration: 3 hours
  • Free Cancellation
From
$35.00 USD

Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour

Venture inside renowned Chicago landmarks, elegant lobbies, and underground corridors on this 2-hour 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.
  • Duration: 2 hours
From
$28.00 USD
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  • Duration: 2 hours
From
$28.00 USD

SPECIAL OFFER

Chicago Walking Tour: Art Deco Skyscrapers

Admire the incredible façades and intricate interiors of the Windy City's 1920s art deco and art moderne buildings during this 2-hour 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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
$26.00 USD
$29.00 USD  $3.00 USD savings
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  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
$26.00 USD
$29.00 USD  $3.00 USD savings

Chicago Film Tour

Take a film-lover's exploration of the Windy City during this 2-hour Chicago movie tour. Whether you're a movie die-hard or just looking for a unique way to explore Chicago, this tour offers a 30 mile (48km) trip by air-conditioned coach past the locations where movies such as Ferris Bueller's Day Off, The Dark Knight and Transformers 3 were filmed. In addition to seeing the filming locations, you'll also have a chance to visit iconic Chicago neighborhoods including Lincoln Park, Wrigleyville, the Gold Coast and Old Town among others. This Chicago film tour also includes a guide.
  • Duration: 2 hours
  • Free Cancellation
From
$30.00 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$30.00 USD

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

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.
  • Duration: 2 hours
  • Free Cancellation
From
$30.00 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$30.00 USD

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

This tour will take you past all the sights of Chicago’s Scenic North Side. Heading north out of the Loop past Millennium Park and up the Magnificent Mile where you will see the Fort Dearborn historical site, Chicago River, Wrigley Building, Tribune Tower and Chicago Water Tower and Pumping Station. Your journey continues along Lake Michigan on North Lake Shore Drive to Wrigley Field. The return trip will take you past Lincoln Park Conservatory and Zoo and down State Street viewing Chicago’s El Train and Chicago Theater. You will also enjoy a 90-minute Architecture River Cruise
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$73.95 USD
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$73.95 USD

Field Museum of Natural History Discovery Pass

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.
  • Duration: 1 to 8 hours
  • Free Cancellation
From
$32.00 USD
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  • Duration: 1 to 8 hours
  • Free Cancellation
From
$32.00 USD

Field Museum of Natural History All Access Pass

One of Chicago’s most popular and recognizable landmarks, the Field Museum of Natural History offers a wide array of treasures, from its Hall of Gems to Sue—one of the best-preserved Tyrannosaurus Rex fossils ever found. Guarantee your admission to this in-demand museum, and prevent any stress, by booking your tickets before you travel. Upon arrival, you can explore the museum at your own pace, and even embark on a complimentary, docent-led tour.
  • Duration: 1 to 8 hours
  • Free Cancellation
From
$38.00 USD
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  • Duration: 1 to 8 hours
  • Free Cancellation
From
$38.00 USD

Macy's State Street Historical Store Tour

Enjoy a guided, 1-hour, small-group tour of Macy's State Street, a Macy's flagship destination and true American original in Chicago. In and around the National Historic Landmark, see the first-ever restaurant in a department store — the Walnut Room— plus the Tiffany Ceiling, the Great Granite Pillars, the Great Clocks and more. After the tour, receive a 10 percent Visitor Savings Pass to shop and dine through this historic 9-floor building filled with the best in fashion, cuisine and more.
  • Duration: 1 hour
  • Free Cancellation
From
$12.00 USD
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  • Duration: 1 hour
  • Free Cancellation
From
$12.00 USD

SPECIAL OFFER

Chicago Walking Tour: Modern Architecture

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.
  • Duration: 1 hour 45 minutes
  • Free Cancellation
From
$26.00 USD
$29.00 USD  $3.00 USD savings
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  • Duration: 1 hour 45 minutes
  • Free Cancellation
From
$26.00 USD
$29.00 USD  $3.00 USD savings

Chicago Land and River Architecture Tour: North and South Shores

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.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$89.95 USD
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$89.95 USD

Chicago Lakeside Architecture Tour

Get views of Chicago's famous architecture from the deck of a boat during this 75-minute sailing excursion. Learn about the people, plans, and persistence that shaped Chicago's architecture along the shoreline. Hear about the city's historical maritime roots to modern science and technology through your guide's commentary while taking advantage of great photo ops. Choose between an afternoon or early evening departure and relax as you enjoy the sights. 
  • Duration: 1 hour 15 minutes
From
$33.60 USD
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  • Duration: 1 hour 15 minutes
From
$33.60 USD

Chicago Lakefront and Museum Campus Segway Tour

Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths and rose gardens of Grant Park to famous Buckingham Fountain. Then travel along the banks of Lake Michigan, past Monroe Harbor to the Museum Campus for a breathtaking view of the city’s iconic skyline. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
  • Duration: 2 hours
  • Free Cancellation
From
$54.94 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$54.94 USD

Haunted Chicago Segway Tour

Glide through the city of Chicago by moonlight on this haunted Segway tour. Follow your costumed local guide for 2 hours 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.
  • Duration: 2 hours
  • Free Cancellation
From
$70.85 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$70.85 USD

Haunted Evening Chicago Pub Tour

Enjoy a memorable Chicago experience with this haunted pub tour. Your costumed guide, dresses as a Flapper or 1920s Gangster, will lead you on a mile-long, 2.5-hour 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.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
$25.00 USD
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
$25.00 USD

Private Haunted History of Chicago Ghost Tour

Discover spooky stories in the Windy City on a private haunted history tour. Visit places with names such as the Murder Castle and Death Alley, and hear about Al Capone and the Old Congress Hotel. See all three locations on one tour that reveals fascinating details about historical events, and rumors of murder and mayhem in Chicago.
  • Duration: 3 hours
  • Free Cancellation
From
$660.00 USD
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  • Duration: 3 hours
  • Free Cancellation
From
$660.00 USD

Saturday Chicago Pizza History and Tastings Bus Tour

Foodies will enjoy this tour of Chicago that focuses on one of the city’s most popular dishes: pizza. Although your guide can’t tell you once and for all whether Chicago or New York has the best pizza in the USA, they will teach you about Chicago’s ten different types of pizza, let you sample four, and give you exclusive access to pizza kitchens. A fun tour for all pizza lovers.
  • Duration: 3 hours 30 minutes
From
$69.00 USD
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  • Duration: 3 hours 30 minutes
From
$69.00 USD

SPECIAL OFFER

Chicago Architectural Aficionados Bus Tour

Get an overview of Chicago's famous architectural history on this 3.5-hour bus tour. Learn about the city's history through your guide's history, from its founding to the present. Stops include the Loop, Mies van der Rohe's IIT campus, Frank Lloyd Wright's Robie House, and the Museum Campus.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$45.00 USD
$48.00 USD  $3.00 USD savings
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
$45.00 USD
$48.00 USD  $3.00 USD savings

Chicago Segway Art and Architectural Tour

Explore the art and architectural highlights of Chicago on a Segway during this 2-hour 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.
  • Duration: 2 hours
  • Free Cancellation
From
$70.40 USD
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  • Duration: 2 hours
  • Free Cancellation
From
$70.40 USD

Evening Chicago Ghost Tour by Bus

Calling all fans of the paranormal, this 1.5-hour ghost bus tour of Chicago takes you into the city’s darkest recesses to reveal its dark past. Travel with ease between locations of reputed haunting and listen to spine-chilling tales delivered by a historian guide. The City Cemetery, the Levee Vice district, and Prairie Avenue all feature on the itinerary, in addition to the site of the notorious St. Valentine’s Day massacre.
  • Duration: 1 hour 30 minutes
From
$37.00 USD
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  • Duration: 1 hour 30 minutes
From
$37.00 USD


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