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Top Chicago City Tours

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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
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$39.95
From  
$39.95
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Chicago Helicopter Tour

On a daytime helicopter tour over Chicago, enjoy views of the city's famed architecture and other sights from the air. You'll fly over Willis Tower (the old Sears Tower), Wrigley Field, Lincoln Park, and more while a pilot provides commentary about the city as you go.
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
$99.00
From  
$99.00
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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
  • Duration: 2 hours
  • Free Cancellation
From  
$27.00
From  
$27.00
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Chicago City Minibus Tour with Optional Architecture River Cruise

Explore Chicago's iconic landmarks on this 2-hour sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus with a small group of twelve people or less. This ensures an intimate touring experience as you enjoy downtown and some North side neighborhoods. You will have a chance to get out and visit several locations such as the 1888 skyscraper called The Rookery, with its Frank Lloyd Wright designed lobby and the unparalleled skyline views from Museum Campus. Listen as your guide talks about the historical and cultural factors that make Chicago unique. The city tour ends at Millennium Park, home of the famous Cloud Gate sculpture, commonly referred to as "the bean."  Opt to upgrade your tour with a popular 75-minute open-top boat tour on the Chicago River that focuses on the city's renowned architecture. Pick-ups from most downtown Chicago hotels are included.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$37.50
From  
$37.50
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Chicago City Hop-on Hop-off Tour

On a Chicago hop-on hop-off tour, you can enjoy easy transportation around the city to see the sights that interest you most at your own pace. Select the pass you want when booking, and create your own itinerary in Chicago to check out attractions such as the Michigan Avenue, Navy Pier and Millennium Park. Hop off and on the double-decker bus whenever you wish, and listen to narration about the city on board.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$19.00
From  
$19.00
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SPECIAL OFFER

Chicago Helicopter Tour Nighttime Experience

Soar above the city lights of Chicago on a 15-minute nighttime helicopter ride with live narration by experienced pilots. Enjoy birds-eye views of downtown landmarks, then bank past Navy Pier to Lincoln Park and Uptown. Hear about the history of the city as you take in unforgettable views of downtown’s bristling skyscrapers, and see Willis Tower, Millennium Park and Soldier Field. This unique experience offers a once in a lifetime view of the Second City at its most stunning.
  • Duration: 15 minutes
  • Free Cancellation
  • Duration: 15 minutes
  • Free Cancellation
From  
$143.99
From  
$143.99
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SPECIAL OFFER

Chicago Favorites Food and Walking Tour

Stroll through downtown Chicago on this 2.5-hour food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, brownies, and local beer. All tastings and beverages are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
$59.00
$3.01 savings
From  
$55.99
$59.00$3.01 savings
$59.00
$3.01 savings
From  
$55.99
$59.00$3.01 savingsSee Details

Chicago Grand Half-Day Tour

Get the perfect introduction to the wealth of sights in the Windy City during this 4-hour Chicago day tour. Discover the many landmarks spanning both the city's North Side and South Side, enjoying a scenic ride along Lake Michigan on Chicago's Outer Drive along the way. You'll also have the chance to admire the city's Washington and Grant Parks, explore inside the Lincoln Park Conservatory, see Adler Planetarium and visit the iconic Wrigley Building. This Chicago in a half day tour also includes transport between all sites and tour narration.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$49.95
From  
$49.95
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City Sightseeing Chicago Hop On Hop Off Tour

See more of the Windy City with this money-saving, 2.5-hour, hop-on, hop-off sightseeing bus ticket. Enjoy informative on-board narration as you cruise by 13 Chicago landmarks including the Art Institute, Field Museum, John Hancock Building, and much more. A range of ticket validation periods, ranging from 24 to 72 hours, also help ensure maximum flexibility.
  • Duration: 1 to 3 days
  • Free Cancellation
  • Duration: 1 to 3 days
  • Free Cancellation
From  
$39.00
From  
$39.00
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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
  • Duration: 2 hours
From  
$28.00
From  
$28.00
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Chicago Segway Tour and Skydeck Admission

Cruise through Chicago on this 2-hour Segway Tour. First-time visitors will see major attractions and get a great overview of the city. Those familiar with Chicago will deepen their knowledge with little-known facts and anecdotes. This tour includes tickets to the Skydeck at Willis Tower for incredible views of the lake and skyline. 
  • Duration: 2 to 4 hours
  • Free Cancellation
  • Duration: 2 to 4 hours
  • Free Cancellation
From  
$90.47
From  
$90.47
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Frank Lloyd Wright by Bus Tour from Chicago

Take a deep dive in to Frank Lloyd Wright's Prairie Style on this 4-hour architecture tour of Oak Park from Chicago. Listen to your guide's commentary during the trip, then take a walking tour of the Frank Lloyd Wright Historic District and a tour of the architect's home and studio.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$55.00
From  
$55.00
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Viator VIP: Architectural River Cruise and Chicago Helicopter Tour

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 you will see Navy Pier, Wrigley Field, Soldier Field, the John Hancock Center, Willis Tower, and more.
  • Duration: 15 to 90 minutes
  • Free Cancellation
  • Duration: 15 to 90 minutes
  • Free Cancellation
From  
$178.00
From  
$178.00
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Underground Donut Tour - Chicago's First Donut Tour

Sample some of the Windy City’s tastiest donuts on this Underground Donut Tour, celebrating the magic of Chicago’s tastiest sugar-filled concoctions. Donut-lovers are sure to enjoy this visit to some of Chicago’s tastiest donut purveyors, offering a chance to savor all of your favorite varieties, on the city's only donut-themed excursion. All tastings are included, and gluten- and nut-free options are also available.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
$30.00
From  
$30.00
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Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock Observatory)

This Chicago grand tour covers four hours of sightseeing with admission to 360 Chicago (John Hancock Observatory). Get oriented to the Windy City on a coach tour that takes you along a scenic route on Lake Shore Drive, and past North Side and South Side highlights including Museum Campus, Lincoln Park, Washington Park, Grant Park and Wrigley Field. Finish on the 94th floor of the Hancock Center, one of Chicago's tallest landmarks, for panoramic views of the Magnificent Mile from the open-air observation deck.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
$65.00
From  
$65.00
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Chicago's Chinatown Food and Walking Tour

Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. You'll enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
$59.99
From  
$59.99
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Discover Chicago's Underground City on the all-indoor Pedway Tour

Discover a lesser-known side of the Windy City on this Chicago Pedway tour, a 1.5-hour walking excursion through the many heated passageways, tunnels, and corridors that link some of the town's most iconic buildings. Follow your humorous guide on an insider's exploration of these relatively unknown walkways, learning about the area's architecture and history as you go. It's a great way to explore a different side of Chicago unknown to most visitors.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
$23.00
From  
$23.00
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Chicago Sunset Segway Tour

Spend an evening in Chicago on a Segway tour along the lakefront and through the city's popular parks. You'll enjoy views of the Chicago skyline as you glide from Millennium Park past landmarks such as Shedd Aquarium, the Buckingham Fountain, and Museum Campus.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
$75.00
From  
$75.00
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Holiday Hike: Festive Chicago Food and Walking Tour

Stroll through Chicago's winter streets, lit up for the holidays, on this 3-hour walking tour. Learn about Chicago's celebrated holiday traditions like the European-inspired Christkindlmarket, the beautiful decor and windows at Macy's, and ice skating at Millennium Park. Follow your local guide on a walk down festively decorated State Street and sample generous tastes of classic Chicago foods and holiday treats. Seasonal craft beer tastings will help you stay warm and toasty; please note this tour operates in all weather conditions, so dress appropriately.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
$80.00
From  
$80.00
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Best of Chicago Tour Including a Deep-Dish Pizza

Tour Chicago's sights aboard a luxury coach and enjoy some Chicago-style deep-dish pizza on this 5.5-hour guided tour. Visit sites like the Hancock Tower, the Lincoln Park Conservatory and the Loop. Pass through neighborhoods such as Wrigleyville, Lincoln Park and Gold Coast. Top off your tour with a visit to one of Chicago's most popular pizza restaurants to sample the famous Chicago-style deep dish pizza.
  • Duration: 5 hours 30 minutes
  • Free Cancellation
  • Duration: 5 hours 30 minutes
  • Free Cancellation
From  
$71.95
From  
$71.95
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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
  • Duration: 2 hours
  • Free Cancellation
From  
$30.00
From  
$30.00
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NEW TO VIATOR

Chicago Water Taxi Riverwalk Fireworks Cruise

Join Chicago Water Taxi on Wednesday and Saturday nights as we depart from the Riverwalk to view the City’s magnificent fireworks display.No city embraces summer quite like Chicago. Join the celebration with friends and family on this social fireworks cruise featuring City Winery's unique Chicago inspired wine selection. The Riverwalk Fireworks Cruise is aboard the Wendella LTD, Chicago Water Taxi’s flagship vessel.The journey begins at the Chicago Riverwalk, cruises up and down the main branch of the Chicago River, and ends with a spectacular view of the Chicago Fireworks as seen from the Chicago River.
  • Duration: 60 to 75 minutes
  • Free Cancellation
  • Duration: 60 to 75 minutes
  • Free Cancellation
From  
$19.00
From  
$19.00
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Chicago Craft Brewery Barrel Bus Tour

Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided, 4-hour brewery tour. Visit three unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy approximately 50 ounces of beer total throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
$84.00
From  
$84.00
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Chicago World's Fair of 1893 Walking Tour

Discover the lasting influence of the 1893 World’s Fair in Chicago on a 3-hour walking and food tour of downtown. See the historic Auditorium Building, the Chicago Athletic Association Hotel and other examples of Chicago’s fine architecture. You’ll also sample fresh–brewed beers and some tasty German fare among other refreshments, with enough food for a light meal. Your guide provides informative commentary and entertaining games during your Chicago walking tour, which mostly takes place indoors, making it ideal for all seasons.
  • Duration: 2 hours 45 minutes
  • Duration: 2 hours 45 minutes
From  
$42.00
From  
$42.00
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Book online or call
(888) 651-9785
(888) 651-9785