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Top Chicago Air, Helicopter & Balloon Tours

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17 Tours and Activities

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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

SPECIAL OFFER

Chicago Helicopter Tour With Holiday Lights

Celebrate the holidays in Chicago with a special scenic helicopter ride that provides a dazzling perspective on the Windy City's top attractions. Depart from a heliport located downtown near the Loop and fly over illuminated landmarks such as Willis Tower (formerly Sears Tower), Navy Pier, Wrigley Field, Lincoln Park Zoo, and Lake Michigan while listening to commentary from your pilot about the history of Chicago. At the heliport, you can enjoy hot chocolate and seasonal treats, history exhibits, and an interactive flight simulator.
  • 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

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

Viator VIP: Chicago Helicopter Flight with Dinner for Two

Enjoy a special day out in Chicago with this tour that combines a helicopter tour and dinner for two at the Duck Inn. Fly high above the Windy City for epic aerial views and photo ops, accompanied by guided commentary. Upon landing, head to the Duck Inn, a pre-Prohibition era tavern, for an intimate dinner.
  • Duration: 1 to 3 hrs
  • Free Cancellation
From
US$379.99
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  • Duration: 1 to 3 hrs
  • Free Cancellation
From
US$379.99

Viator VIP: Chicago Helicopter Tour Plus 360 Chicago Observation Deck

Travelers who like to get to know a city by seeing it from above will love this tour. View Chicago’s long coastline from the seat of a helicopter, then take your time spotting each individual landmark from the observation deck at 360 Chicago. There will be opportunities to take lots of impressive photos. Choose between a daytime or nighttime tours, for unforgettable views at any time of day.
  • Duration: 1 to 3 hrs
  • Free Cancellation
From
US$165.00
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  • Duration: 1 to 3 hrs
  • Free Cancellation
From
US$165.00

SPECIAL OFFER

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 mins
  • Free Cancellation
From
US$178.00
US$223.00  US$45.00 savings
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  • Duration: 15 to 90 mins
  • Free Cancellation
From
US$178.00
US$223.00  US$45.00 savings

30 Minute Chicago Helicopter Tour With Fireworks Show

Get a front row seat to Chicago’s fireworks display during a 25 to 30-minute helicopter ride above the Windy City.  The nighttime tour takes you over Navy Pier, the Loop, and North Side. Listen to in-flight commentary through a provided headset, which also mutes outside noise. Then, fly to Navy Pier and photograph the stunning fireworks from above before returning to the Earth.
  • Duration: 25 to 30 mins
  • Free Cancellation
From
US$320.00
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  • Duration: 25 to 30 mins
  • Free Cancellation
From
US$320.00

Chicago by Night Helicopter Tour

Fly over the sparkling Chicago skyline at night on this helicopter tour. During this 15-minute tour, listen to engaging commentary from your expert pilot as you fly over sights like the Willis Tower (formerly the Sears Tower), Millennium Park, Lincoln Park and the Shedd Aquarium. Comfortable in a state-of-the-art, heated helicopter, enjoy panoramic views of the Lake Michigan shoreline and the city sprawling out below you. Tour route is subject to change.
  • Duration: 15 minutes
  • Free Cancellation
From
US$149.00
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  • Duration: 15 minutes
  • Free Cancellation
From
US$149.00

Chicago City Sights Helicopter Tour

Soar above the incredible skyline of Chicago during this 15-minute helicopter flight above the Windy City. Climb aboard your high-tech helicopter for a ride like no other, admiring views of Lake Michigan plus iconic city sights like Millennium Park, Lincoln Park, Navy Pier, the Shedd Aquarium and the Willis Tower. Along the way you'll hear informative details about the various landmarks from your pilot, who will provide commentary during the flight. Tour route is subject to change.
  • Duration: 15 minutes
  • Free Cancellation
From
US$149.00
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  • Duration: 15 minutes
  • Free Cancellation
From
US$149.00

Private Chicago City Sights Helicopter Tour

You and a guest will soar above Chicago’s skyscapers, shoreline and iconic sights on a private, 15-minute helicopter tour of the city. Communicate with your personal pilot through a two-way headset, and personalize your flight to your interests. Capture extraordinary aerial images of the city scape as you fly past Lincoln Park and Lake Michigan, then spot Willis Tower, the John Hancock Building and the gleaming Trump Tower. Bank high above Millennium Park and enjoy views of the Windy City from the comfort of a climate-controlled private helicopter. Tour route is subject to change.
  • Duration: 15 minutes
  • Free Cancellation
From
US$174.50
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  • Duration: 15 minutes
  • Free Cancellation
From
US$174.50

Chicago Premiere Helicopter Tour

Travel like a VIP on this premier helicopter tour over Chicago. The adventure begins at Vertiport Chicago, the city’s only downtown heliport. After a walk down a red carpet and a commemorative photo opp (available for purchase and download later), board an Enstrom 480B helicopter with windows on the top, sides, and bottom for unobstructed views of the city below. See Millennium Park, Willis Tower, the Magnificent Mile, and more from an exciting, new perspective. 
  • Duration: 15 minutes
  • Free Cancellation
From
US$169.00
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  • Duration: 15 minutes
  • Free Cancellation
From
US$169.00

Chicago Premiere Private Helicopter Tour for 4

See Chicago from the air during a deluxe private 30-minute helicopter tour that rolls out the red carpet for your party of up to four people. Ride in a helicopter equipped with multiple windows that provide superb views of Windy City landmarks such as Millennium Park, Magnificent Mile, Wrigley Field, and Willis (Sears) Tower. The pilot provides insightful commentary about the sights, and the ground staff ensure your comfort in the departure lounge before and after your scenic flight.
  • Duration: 30 minutes
  • Free Cancellation
From
US$1,019.00
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  • Duration: 30 minutes
  • Free Cancellation
From
US$1,019.00

Chicago Romance Helicopter Tour

Have a date night to remember with this helicopter tour over Chicago. As well as the incredible views of the city, you can enjoy boarding the helicopter via a red carpet, listening to commentary so you understand what you’re seeing, and indulging in champagne and chocolates. Opt to ride during the day or night for spectacular and different views. This is an ideal tour for a proposal, celebration, or just to express your love.
  • Duration: 15 minutes
  • Free Cancellation
From
US$599.00
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  • Duration: 15 minutes
  • Free Cancellation
From
US$599.00

Chicago Pilot Experience

Try your hand at flying a helicopter with this exhilarating new flight adventure. Soar into the sky and enjoy a rare opportunity to operate the aircraft yourself. Take charge of the Guimbal Cabri G2, a two-seat helicopter with a unique cockpit that is specially designed to allow passengers behind the controls. See Chicago’s celebrated skyline from the air with this unusual sightseeing experience.
  • Duration: 1 hour
  • Free Cancellation
From
US$395.00
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  • Duration: 1 hour
  • Free Cancellation
From
US$395.00

Chicago Private Helicopter Tour for 5

Fly high over Chicago on a private helicopter tour just for you and your group of up to five people. Look down on Soldier Field, the Magnificent Mile, Millennium Park, the former Sears Tower (Willis Tower), and more as you learn a bit about the history of the city's landmarks. This VIP-style experience starts and ends at the dedicated lounge area of the heliport.
  • Duration: 30 minutes
  • Free Cancellation
From
US$1,525.00
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  • Duration: 30 minutes
  • Free Cancellation
From
US$1,525.00

Chicago Fireworks Helicopter Tour

Get the best view of Chicago’s Navy Pier Fireworks  on the Chicago Fireworks Helicopter Tour!  Imagine viewing the brilliant colors illuminating the sky from Chicago’s only Enstrom 480B helicopter with unobstructed views from windows above, below and all around.  All summer long, Chicago is treated to the brilliant burst of color in the sky during the  Navy Pier summer fireworks show every Wednesday and Saturday night.  Experience Chicago’s famous skyline and landmarks back lit by the bursts of color and lit up by the nighttime city lights!  Space is limited – only one flight will be offered for each Wednesday and Saturday Fireworks show.  Reserve your flight today!  This private helicopter tour accommodates up to 4 passengers.
  • Duration: 30 minutes
  • Free Cancellation
From
US$1,019.00
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  • Duration: 30 minutes
  • Free Cancellation
From
US$1,019.00

Chicago Holiday Lights Helicopter Tour For 4

Embark on a thrilling helicopter ride over Chicago and see the city all lit up for the holidays from the sky. Soar above the crowds and cold weather down below and enjoy Christmas treats like hot chocolate and candy canes in fight if you want. Get a bird’s eye view of the city skyline and impressive Christmas lights all from the toasty heated cabin of Chicago’s only Enstrom helicopter. With windows above, below and all around, get ready for dazzling views.
  • Duration: 15 minutes
  • Free Cancellation
From
US$620.00
See Details
  • Duration: 15 minutes
  • Free Cancellation
From
US$620.00


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