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11 results | All Chicago Tours

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

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

star-5
364
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
US$89.99
From
US$89.99

Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
7964
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 15 minutes
  • Free Cancellation
From
US$46.87
From
US$46.87

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

star-4.5
123
Enjoy a unique creative outlet—and learn the ins and outs of graffiti and street art—during this hands-on urban art workshop. Pick from multiple class times, and make your own way to the Chicago studio. You’ll learn different styles and techniques from your instructors (including guest artists), can try out stenciling and spray-painting, and can even create your own work of art on canvas to bring home at the end of class.
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  • 1 hour 30 minutes
  • Free Cancellation
From
US$40.00
From
US$40.00

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-4.5
15
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
US$86.69
From
US$86.69

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
36
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
US$92.64
From
US$92.64

Chicago Lakefront and Museum Campus Small Group Tour

Chicago Lakefront and Museum Campus Small Group Tour

star-5
165
Experience Chicago like never before on this small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths 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.
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  • 2 hours
  • Free Cancellation
From
US$76.48
From
US$76.48

Chicago CityPASS

Chicago CityPASS

star-4.5
357
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago, and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers. Attractions may be required to verify proof of full COVID-19 vaccination (14 days past final vaccine dose) before allowing entry. Please review attraction requirements before visiting Chicago.
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  • 9 days
  • Free Cancellation
From
US$114.00
From
US$114.00

Field Museum of Natural History Admission Tickets

Field Museum of Natural History Admission Tickets

star-4.5
179
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.
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  • 4 hours
  • Free Cancellation
From
US$35.00
From
US$35.00

Amazing Lakefront Segway Tour in Chicago

Amazing Lakefront Segway Tour in Chicago

star-4.5
84
Experience Chicago like never before on this guided, 2.5-hour, small-group Segway tour. Visit popular Grant Park and see famous Buckingham Fountain, with the Windy City skyline as the backdrop. Glide along the lakefront, taking in views of the Field Museum of Natural History, Shedd Aquarium, Soldier Field, Adler Planetarium and Michigan Avenue. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toe shoes.
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  • 1 hour 30 minutes
  • Free Cancellation
From
US$75.00
From
US$75.00

2-Hour Chicago Fireworks Segway Tour

2-Hour Chicago Fireworks Segway Tour

star-5
24
Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit popular Grant Park and see Buckingham Fountain’s breathtaking, evening light show, with an illuminated Windy City skyline as the perfect backdrop. Glide along the lakefront, then witness Chicago's weekly summer fireworks display at Navy Pier from a secret location. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
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  • 2 hours
  • Free Cancellation
From
US$78.43
From
US$78.43

Chicago Favorites Ultimate Food & Walking Tour

Chicago Favorites Ultimate Food & Walking Tour

star-5
425
Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. Upgrade your tour to include three pours of local craft beer.
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  • 3 hours
  • Free Cancellation
From
US$74.99
From
US$74.99

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What people are saying about Extreme Sports in Chicago

star-5
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
"York our guide was great! He was super knowledgeable and friendly. The tour was a great way to spend the day"..."
star-5
Chicago Architecture River Cruise
"All the new buildings since I was here last. 22 years ago. New tall buildings are impressive Trump etc."..."
star-5
BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago
"This was a Great after dinner thing to do with friends or adult kids! Crystal showed spray paint ins and outs. Then we just had a blast making art!"..."
star-5
Chicago-Rosemont Indoor Skydiving with 2 Flights & Personalized Certificate
"Everything!!! It was a great experience!!! That was my first time doing anything like that. It was great!!! The next thing I want to do is skydive!!!!"..."
star-5
Chicago-Lincoln Park Indoor Skydiving with 2 Flights & Personalized Certificate
"Really exciting Close to the city center Great fun Wonderful instructors Affordable for such a great time"..."
star-5
Chicago Lakefront and Museum Campus Small Group Tour
"Tammy was a wonderful guide! I was nervous because I had never done anything like this before but she was patient and helpful and we all caught on quickly! We had a blast and have already signed up to do another one on our next vacation! Thank you Tammy!!"..."
star-5
Chicago CityPASS
"Really enjoyed all the museums in Chicago, especially the field museum and Skydeck. The City pass is very convenient for tourists and nice the have some extras along with it."..."
star-5
Field Museum of Natural History Admission Tickets
"Sue! I did not know that the T-Rex was found on in 1990. Amazing discovery. Great Chicago experience."..."
star-5
Amazing Lakefront Segway Tour in Chicago
"Vince was a great tour guide. We had a blast. The tour was about 2 hours. Just enough time. We would do it again for sure"..."
star-5
2-Hour Chicago Fireworks Segway Tour
"Tour was excellent. One of the best activities in Chicago! Our tour guide Fred was the best!!!! We would definitely do this again on our next visit"..."
star-5
Chicago Favorites Ultimate Food & Walking Tour
"Great experience with Dylan as our guide. Highly recommend this tour. It was nice to meet our fellow tourists."..."
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