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10 results | All Chicago Tours

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Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

star-5
53
Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.
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  • 45 minutes
  • Free Cancellation
From
USD849.00
per group
From
USD849.00
per group

Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
7509
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
USD46.87
From
USD46.87

Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
215
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

90-Minute Chicago River Architecture Tour
Likely to Sell OutLikely to Sell Out

90-Minute Chicago River Architecture Tour

star-4.5
1637
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD42.00
From
USD42.00

Helicopter Tour - Downtown Chicago

Helicopter Tour - Downtown Chicago

star-5
4
The only tour provider near downtown! Unlike other tours, ours is flown in a spacious, turbine-engine helicopter. We will never 'up-sell' clients upon arrival, and our pilots are extremely professional and fun! We believe in taking care of the customer first, and safety is at the heart of all we do. If you are visiting Chicago, this tour is the perfect way to see the city from a new view in a way that will create life-long memories!
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  • 15 to 18 minutes
  • Free Cancellation
From
USD239.00
From
USD239.00

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
168
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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  • 2 hours 30 minutes
From
USD180.18
From
USD180.18

Lake Michigan Sightseeing Cruise
Likely to Sell OutLikely to Sell Out

Lake Michigan Sightseeing Cruise

star-4.5
349
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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  • 40 minutes
  • Free Cancellation
From
USD28.34
From
USD28.34

Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

star-4.5
1347
Explore Chicago's gangster past on this 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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD46.00
From
USD46.00

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
118
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
USD40.00
From
USD40.00

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

Chicago Signature Dinner Cruise on Lake Michigan

star-4
141
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
USD122.80
From
USD122.80

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What people are saying about Helicopter Tours in Chicago

star-5
Private 45-Minute Chicago Skyline Helicopter Tour
"We really enjoyed the trip Sara was such a pleasant helicopter pilot she really gave a personalized tour. It was really windy so we had to change plans and took the 30 minute trip to see the countryside. My mother-in-law really enjoyed her 90th birthday present. We seen so many beautiful things it was amazing."..."
star-5
Chicago Architecture River Cruise
"Great cruise. Spiro was a fantastic guide!! Seeing Chicago from the river was educational and exciting!!"..."
star-5
Chicago Sunset Cruise
"The experience was perfect, from the sunset to the views just an immaculate experience. I totally recommend to everyone to experience this opportunity."..."
star-5
90-Minute Chicago River Architecture Tour
"Great tour! Jack was our tour guide and he was excellent. I would tell anyone going to Chicago not to miss this tour."..."
star-5
Helicopter Tour - Downtown Chicago
"The host and the pilot were both fun, funny, welcoming and informative. Seeing Chicago, the lake and the landmarks from the air gave us perspective when we walked to those landmarks. Stunning and beautiful!"..."
star-5
Chicago Premier Dinner Cruise on Lake Michigan
"Great time with my wife and friends. Wonderful views of Chicago. If your not expecting the Ritz you will enjoy it."..."
star-5
Lake Michigan Sightseeing Cruise
"Good Overall Experience. The crew members were really friendly and helpful. One of them even offered to take our pictures, that was so thoughtful. Nice views of the Chicago skyline."..."
star-5
Chicago Crime and Mob Bus Tour
"Friendly staff, very knowledgeable!!! Great way to spend the afternoon. Learned a lot about chicago."..."
star-5
BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago
"It was something new and different and also inspiring, 10/10 would definitely come back and do it again!"..."
star-5
Chicago Signature Dinner Cruise on Lake Michigan
"Had a fun filled dinner cruise great food and music. Nice size dance floor. Great upper and lower deck experience."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Helicopter Tours in Chicago?
Q:
What Helicopter Tours in Chicago are taking additional safety precautions?
Q:
What Helicopter Tours in Chicago are good for avoiding crowds?
A:
These hidden gems in Chicago may have limited interaction with crowds: