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23 results | All Chicago Tours

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Chicago Architecture River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architecture River Cruise

star-5
7013
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
  • Free Cancellation
From
$40.33
From
$40.33

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
Likely to Sell OutLikely to Sell Out

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

star-5
334
Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following an informative guide at a moderate pace through Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Gold Coast, Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and Chicago’s Lakefront trail. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
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  • 4 hours
  • Free Cancellation
From
$84.99
From
$84.99

Lake Michigan Sightseeing Cruise
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Lake Michigan Sightseeing Cruise

star-4.5
330
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
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  • 30 minutes
  • Free Cancellation
From
$26.16
From
$26.16

Chicago Pizza Tour
Likely to Sell OutLikely to Sell Out

Chicago Pizza Tour

star-5
246
Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$60.00
From
$60.00

Chicago Sunset Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Sunset Dinner Cruise on Lake Michigan

star-4
137
Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.
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  • 3 hours
From
$115.46
From
$115.46

Chicago Night Crimes Bus Tour
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Chicago Night Crimes Bus Tour

star-5
118
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
$51.00
From
$51.00

Chicago Lunch Cruise on Lake Michigan
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Chicago Lunch Cruise on Lake Michigan

star-4
84
Perfect for families, groups, and corporate outings, the Spirit of Chicago lunch cruise lets you kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.
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  • 2 hours
From
$81.46
From
$81.46

Chicago Walking Tour: Art Deco Skyscrapers
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Chicago Walking Tour: Art Deco Skyscrapers

star-4.5
81
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
$30.00
From
$30.00

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

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

star-5
51
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
$26.67
From
$26.67

Chicago Craft Brewery Barrel Bus Tour
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Chicago Craft Brewery Barrel Bus Tour

star-4.5
51
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit 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 plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$89.60
From
$89.60

Chicago-Lincoln Park Indoor Skydiving with 2 Flights & Personalized Certificate
Likely to Sell OutLikely to Sell Out

Chicago-Lincoln Park Indoor Skydiving with 2 Flights & Personalized Certificate

star-5
27
Feel the rush of skydiving without going anywhere near a plane, with this indoor skydiving experience in Chicago. Start off with thorough training so you feel confident and know what to expect. Then, enjoy two 60-second ‘free fall’ experiences in a technologically advanced vertical wind tunnel, which feels much like real skydiving. No experience is necessary, and your instructor will give you hands-on assistance when you need.
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  • 1 hour 15 minutes
From
$92.64
From
$92.64

Chicago Premier Fireworks Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Premier Fireworks Dinner Cruise on Lake Michigan

star-2.5
23
Set sail on Lake Michigan aboard a luxury yacht for a gourmet dinner cruise with views of the Chicago fireworks display. During the 3-hour cruise, the crew serves a 3-course plated meal with dishes prepared by your onboard chef. You can enjoy the stylish interior of the rooftop lounge, dance to DJ entertainment, or relax and soak in the views of the Chicago skyline.
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  • 3 hours
From
$179.38
From
$179.38

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

star-5
20
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
$27.00
From
$27.00

Premier Chicago River Dinner Cruise
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Premier Chicago River Dinner Cruise

star-3.5
17
Cruise down the Chicago River in style during this 3-hour dinner cruise aboard the Odyssey. Watch the beautiful city and its architecture pass by through the ship’s panoramic windows. Then sit down to delicious 3-course meal accompanied by DJ entertainment to set the mood for your journey. A full-service bar complete with microbrews, creative cocktails, and a wine list is also available for purchase.
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  • 3 hours
From
$172.58
From
$172.58

Downtown Chicago Walking Pizza Tour
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Downtown Chicago Walking Pizza Tour

star-5
11
Immerse yourself in the taste and culture of pizza on this Chicago walking tour that focuses on the food Chicago does best. You'll be with a group of 16, which gives you lots of access to your guide and time to ask questions. Sink your teeth into different styles—deep dish, grandma-style, Neapolitan, Roman, and pan style—then decide which one you like best.
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  • 2 to 3 hours
  • Free Cancellation
From
$49.00
From
$49.00

Chicago-Rosemont Indoor Skydiving with 2 Flights & Personalized Certificate
Likely to Sell OutLikely to Sell Out

Chicago-Rosemont Indoor Skydiving with 2 Flights & Personalized Certificate

star-4
11
Discover the adrenaline rush of skydiving without setting foot on a plane at iFly Chicago-Rosemont. Offered 9am to 10pm, you can easily find a session that fits with your busy schedule. Feel confident after a small-group training session, then head into the tunnel for your solo floats.  An instructor is present for both 60-second sessions to give you personalized instruction. Afterwards, take home a flight certificate to commemorate your adventure.
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  • 1 hour 15 minutes
From
$86.69
From
$86.69

Haunted Chicago Ghost and Pub Walking Tour

Haunted Chicago Ghost and Pub Walking Tour

star-4.5
10
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.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$31.50
From
$31.50

The Devil in the White City: A Haunting History Tour
Likely to Sell OutLikely to Sell Out

The Devil in the White City: A Haunting History Tour

star-5
6
Learn about the history and legends surrounding the 1893 Chicago World's Fair and notorious criminal H.H.Holmes on a half-day tour inspired by the popular book ‘The Devil in the White City.’ Explore important locations such as the Prairie Avenue Historic District, Jackson Park, Midway Plaisance Park, and the ‘Murder Castle’ of H.H. Holmes as you learn more about the World's Columbian Exposition and Victorian Chicago.
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  • 3 hours
From
$35.00
From
$35.00

Premier Chicago River Architectural Lunch Cruise
Likely to Sell OutLikely to Sell Out

Premier Chicago River Architectural Lunch Cruise

star-4
5
Travel down the Chicago River on an architecture cruise aboard the "Odyssey." As you pass by some of Chicago's most notable buildings, you'll dine on a 3-course lunch with salad, a main course such as chicken, salmon, pasta, or short ribs, and a dessert such as cheesecake or sorbet. Listen to onboard narration about the city's architecture along the way.
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  • 2 hours
From
$97.78
From
$97.78

Private Indian-Mexican Fusion Cooking Class with a Modern Cook
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Private Indian-Mexican Fusion Cooking Class with a Modern Cook

star-5
2
Feel like a local when you attend a private cooking class in your host’s home—and learn how to make a multi-course menu of Indian-Mexican dishes—with this one-of-a-kind outing. Pick between lunch and dinner options, head to your host’s Chicago residence, and roll up your sleeves. You’ll learn to cook a range of creative fusion dishes, including tandoori paneer quesadillas—and will then enjoy your home-cooked food together.
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  • 3 hours
From
$78.00
Price varies by group size
From
$78.00
Price varies by group size

Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour
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Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour

star-5
2
Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along with a local guide to check out some of the Must See spots in downtown Chicago. You certainly can’t miss the soaring architecture that Chicago is famous for (you’ll be surrounded by it!) - and you’ll learn about the history of some of Chicago’s most well-known buildings. In addition to enjoying views of the Chicago River (if the weather is good, you’ll be able to walk along it), plus a delicious local treat! And, of course, your guide will show off some local-favorite hidden gems along the way too! You’ll really get a feel for what makes Chicago one-of-a-kind on this tour.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$39.00
From
$39.00

A taste of Yucatan in Chicago for private groups
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A taste of Yucatan in Chicago for private groups

Discover the culinary delights of Yucatan, a rich and diverse state in Mexico, at this amazing dinner in the Chicago West Side prepared by a Michelin-trained Mexican chef. • 4-course dinner inspired by the flavors of Yucatan, Mexico • Aperitif, cocktails and digestif are included, guests can also BYOB • Carla is a Michelin-trained chef from Mexico • This experience is bookable as a private event only
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  • 2 hours
  • Free Cancellation
From
$121.80
From
$121.80

Chicago Walking PLUS

Special Offer

Chicago Walking PLUS "L" Train Tour: Explore River North & Chinatown in 2 hours!

Chicago's famous "L" train connects many of Chicago's best neighborhoods. We've chosen two neighborhoods known for their foods, shopping, and rich history — River North and Chinatown — and are excited to show you a little bit of both by way of the Red Line "L." You'll learn about everything from the origins of the city itself, to the origins of foods like "Chicago style pizza," to the 1920s building boom that decorated our famous "Magnificent Mile," and much more. After exploring this lively area, you'll then take a 10-minute "L" ride -- part underground, part above -- to Chinatown, one of Chicago's 200 neighborhoods that most tourists will never experience. In Chinatown, you'll learn about the history of the neighborhood itself, along with its architecture and its foods, discovering secrets along the way (like the church where Al Capone's mother prayed for him to clean up his act). This tour ends in Chinatown, allowing you to explore this neighborhood further on your own.
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  • 2 hours
  • Free Cancellation
From
$26.40
$33.00
$6.60 savings
From
$26.40
$33.00
$6.60 savings

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