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Top Illinois City Tours

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SPECIAL OFFER

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
From
US$99.00
US$159.99  US$60.99 savings
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  • Duration: 15 minutes
  • Free Cancellation
From
US$99.00
US$159.99  US$60.99 savings

Chicago Holiday Lights Trolley and Christmas Market Tour

Celebrate the holidays in style during this 90-minute excursion, featuring a trolley tour of Christmas lights at some of Chicago's most famous sights, followed by a shopping trip to the German-themed Christkindlmarket. See Lincoln Park, Daley Plaza and Michigan Avenue adorned with lights for the holiday season. Then find something for the important people on your list at the Christkindlmarket, a German-tinged Christmas offering unique gifts and fun-filled activities for the whole family.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
US$28.00
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  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
US$28.00

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
From
US$143.99
US$179.99  US$36.00 savings
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  • Duration: 15 minutes
  • Free Cancellation
From
US$143.99
US$179.99  US$36.00 savings

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
US$27.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$27.00

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
From
US$49.95
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  • Duration: 4 hours
  • Free Cancellation
From
US$49.95

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
From
US$84.00
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
US$84.00

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
From
US$37.00
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  • Duration: 1 to 3 days
  • Free Cancellation
From
US$37.00

Chicago Loop Walking Tour

Step into the heart of Chicago with this 2-hour walking tour of the Loop. You’ll meet your local guide at the Chicago Cultural Center and make your way through the city’s downtown. Stop to check out the elevated “L” train, buildings by Burnham and Sullivan, busy commercial centers and lesser-known quiet corners of this vibrant area. You’ll come away with a deeper sense of Chicago’s rich history and architecture.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00

Chicago City Tour and Chicago River Cruise

See Chicago from a new perspective during this 4-hour combined bus and boat excursion covering some of the city's most iconic sights. First discover Windy City landmarks such as the skyscrapers of the Loop, Grant Park, Shedd Aquarium, Soldier Field and the former stomping grounds of President Obama during a narrated coach tour. Then take a Chicago cruise aboard your state-of-the-art yacht, enjoying a cruise of the Chicago River that provides a unique look at the city's architecture from the water. This half-day Chicago exploration also includes hotel pickup.
  • Duration: 4 hours
  • Free Cancellation
From
US$73.95
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  • Duration: 4 hours
  • Free Cancellation
From
US$73.95

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: 180 days
  • Free Cancellation
From
US$90.47
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  • Duration: 180 days
  • Free Cancellation
From
US$90.47

Walking Tour of Lincoln Park in Chicago

Step off the tourists’ path to visit Lincoln Park, a neighborhood beloved by Chicagoans for its stately homes, historic zoo, and stunning green areas. Your tour begins at the charming Children’s Fountain and continues to unexpected sites like the shrine of the first American saint. As your local guide leads you through the city’s largest park, you’ll marvel at the wild feel of this neighborhood just north of downtown Chicago.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00

Chicago River Walking Tour

A river runs through it: the Chicago River passes right through the heart of downtown and is a major part of city identity. You’ll begin this walking tour at Navy Pier and follow your local guide along the scenic river walk. You’ll learn the role of the river in Chicago’s history, and stop to admire iconic architecture and bridges celebrated as feats of engineering.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00

Urban Sketching Downtown Chicago with a Watercolor Artist

Spend a morning or afternoon observing Chicago’s iconic urban landscape as you work with a local artist to create your own urban sketch of the city. Learn professional techniques working with pencil, pen, and watercolor, and let your inner artist out onto the page. Explore the city, working inside or outside depending on the season, and go home with photo documentation of your work including photos you sketching in the city and with your final work of art. This tour is Ideal for budding or experienced artists interested in seeing Chicago in a different light and connecting with the urban world in an artistic way.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$55.00
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$55.00

NEW TO VIATOR

Chicago Comedy and Craft Beer Walking Tour

Discover the best of Chicago’s local brews and comedic history on a 2.5-hour craft beer tour. Follow your guide to Old Town bars, including Old Town Ale House and Burton Place.  Taste a wide range of locally produced beers, along with a free snack. Along the way, learn all about Chicago’s historical and thriving comedy scene with stops by Second City and Zanies.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$62.00
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$62.00

Downtown Walking Tour of Chicago

Enjoy a walking tour of Chicago’s Magnificent Mile. Located in the heart of downtown, this scenic stretch is beloved by locals and tourists alike for its great shopping and rich history. Visit a Water Tower that survived the Chicago Fire and gave its name to one of the city’s most elegant shopping centers. See a church frequented by Abraham Lincoln and other historic highlights dating back over 344 years.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00

Private Chicago Mafia and Blues Evening Tour

Travel back in time to learn about life in Chicago in the 1920s, 30s, and 40s on this private, 2.5-hour sightseeing tour. Learn about the mafia, blues music, plus the city’s scandals, sports teams, and more. Then explore the current nightlife scene in the Windy City.
  • Duration: 2 hours 30 minutes
From
US$123.00
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  • Duration: 2 hours 30 minutes
From
US$123.00

Private Chicago North Shore Half-Day Tour

Explore the affluent North Shore of Chicago on this guided, half-day sightseeing tour. Enjoy a scenic ride along Lake Michigan, passing by four cities, plus majestic mansions and historic American homes. Stop in downtown Evanston, with a visit to the Shakespeare Garden and the campus of Northwestern University. See other popular locations like Rogers Park, Loyola University, the Bahai House of Worship, the Chicago Botanic Garden and much more. All entrance fees plus a Chicago hotel pickup and drop-off are included.
  • Duration: 4 hours
From
US$180.00
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  • Duration: 4 hours
From
US$180.00

Naperville Food and Culture Walking Tour

Get a taste for what life is like for Chicago locals during this 3-hour off-the-beaten path food tour of the Windy City suburb of Naperville. Skip the tourist spots and eat like a true Chicagoan as you try 6 family-run restaurants in this charming city just outside downtown. As you chow down you’ll discover hidden outdoor art and learn fun facts about this historic Chicago area. A guide and all food tastings are included.
  • Duration: 3 hours
  • Free Cancellation
From
US$50.00
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  • Duration: 3 hours
  • Free Cancellation
From
US$50.00

Chicago City Lights Segway Tour

Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit popular Grant Park and see famous Buckingham Fountain’s breathtaking, evening light show, with an illuminated Windy City skyline as the perfect backdrop. Glide along the lakefront, taking in views of the Field Museum of Natural History, Shedd Aquarium, Soldier Field and Michigan Avenue. 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
US$65.40
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  • Duration: 2 hours
  • Free Cancellation
From
US$65.40

Cultural Mile Walking Tour of Chicago

Discover the sights and sounds of Chicago’s various cultural scenes on a 2-hour walking tour. The 1.5-mile route covers music, literature, art, and architecture within the Windy City. Hear insider stories about Chicago's cultural movements and visit little-known locations linked to iconic artists.  Be sure to have your camera ready for the pièce de résistance, the Tiffany stained glass dome at the Chicago Cultural Center.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00

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
From
US$75.00
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$75.00

Andersonville Walking Tour

Enjoy a 2-mile walking tour of Andersonville, a Chicago neighborhood with Swedish roots dating back to 1855. Traces of Sweden can still be seen in the architecture and businesses here. In recent years Andersonville has become much more culturally diverse, a fact reflected in its vibrant culinary scene. Your passionate local guide can customize this tour to suit your interests.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00


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