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Top Illinois Air, Helicopter & Balloon Tours

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Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$99,00
From  
US$99,00
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$127,99
US$179,99
US$52,00 savings
From  
US$127,99
US$179,99
US$52,00 savings
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$174,50
From  
US$174,50
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$149,00
From  
US$149,00
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  • 15 minutes
  • Free Cancellation

Viator VIP Tours

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.
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  • 15 to 90 minutes
  • Free Cancellation
From  
US$172,22
US$223,67
US$51,45 savings
From  
US$172,22
US$223,67
US$51,45 savings
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  • 15 to 90 minutes
  • Free Cancellation

Viator VIP Tours

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.
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  • 1 to 3 hours
  • Free Cancellation
From  
US$169,99
From  
US$169,99
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  • 1 to 3 hours
  • Free Cancellation

Helicopter Tours

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.
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  • 25 to 30 minutes
  • Free Cancellation
From  
US$249,00
From  
US$249,00
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  • 25 to 30 minutes
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Chicago Private 15 Minute Helicopter Tour For Two

Get a bird’s eye view of Chicago’s famous architecture and historical landmarks on a Private Flight For 2 aboard our all new Enstrom 280FX. Vertiport Chicago VIP Helicopter Tours is pleased to offer the best view of Chicago on the city’s only Enstrom helicopters. The Enstrom 280FX is a two-passenger helicopter that features windows above, below and all around for virtually unobstructed sightseeing. Take in the unparalleled views of the city, while your pilot narrates fascinating facts about the history of Chicago’s famous landmarks. Our 12-15 minute flight will provide you with unmatched views of Chicago’s most famous sights, including: Willis (Sears) Tower, the Magnificent Mile, Millennium Park and more! Day or night tour options available at the same price – book now!
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  • 15 minutes
  • Free Cancellation
From  
US$520,00
From  
US$520,00
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$149,00
From  
US$149,00
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$178,00
From  
US$178,00
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 15 minutes
  • Free Cancellation
From  
US$620,00
From  
US$620,00
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  • 15 minutes
  • Free Cancellation

Helicopter Tours

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.
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  • 1 hour
  • Free Cancellation
From  
US$400,00
From  
US$400,00
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  • 1 hour
  • Free Cancellation

Helicopter Tours

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.
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  • 30 minutes
  • Free Cancellation
From  
US$1 039,00
From  
US$1 039,00
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  • 30 minutes
  • Free Cancellation

Private Sightseeing Tours

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.
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  • 30 minutes
  • Free Cancellation
From  
US$1 550,00
From  
US$1 550,00
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  • 30 minutes
  • Free Cancellation

Helicopter Tours

Chicago Fireworks Helicopter Tour

The dazzling Navy Pier Summer Fireworks show is held along Chicago’s waterfront every Sat and Wed throughout summer. On this tour, enjoy a spectacular aerial view of the fireworks as you soar over the pier in a helicopter. Feel like a VIP aboard a private helicopter; enjoy live on-board commentary as you fly over Millennium Park, Sears Tower, and Lake Michigan; and admire Chicago’s glittering skyline by night.
...  More
  • 30 minutes
  • Free Cancellation
From  
US$1 039,00
From  
US$1 039,00
Learn More
  • 30 minutes
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Chicago Helicopter Pilot Experience

This experience is as unique as it gets, as you will be allowed to take to the controls and see just what it takes to fly a helicopter! With advice from our instructors, you'll be on your way to pro pilot status in no time.
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  • 30 minutes
  • Free Cancellation
From  
US$179,00
From  
US$179,00
Learn More
  • 30 minutes
  • Free Cancellation

Air Tours

NEW TO VIATOR

Chicago Scenic Tour Flights

We are the only dedicated and FAA approved commercial air tour operator at Chicago Executive Airport, Wheeling IL. Come and see Chicago like you have never before!
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  • 1 hour
  • Free Cancellation
From  
US$239,00
From  
US$239,00
Learn More
  • 1 hour
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Chicago Private 30 Minute Tour For Two

Skim Chicago’s iconic skyline aboard Vertiport Chicago’s all-new two passenger Enstrom 280FX on a 30 Minute Private Tour for 2. The Enstrom 280FX is a two-passenger helicopter that features windows above, below and all around for virtually unobstructed sightseeing, available only at Vertiport Chicago and offering the best view of the city. Take in the unparalleled views of the city, while your pilot narrates fascinating facts about the history of Chicago’s famous landmarks. Our 27-30 minute flight will provide you with unmatched views of Chicago’s most famous sights, including: Willis (Sears) Tower, the Magnificent Mile, Millennium Park and more! Day or night tour options available at the same price – book now!
...  More
  • 30 minutes
  • Free Cancellation
From  
US$770,00
From  
US$770,00
Learn More
  • 30 minutes
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Chicago Doors-Off Photo Flight For 2

Fly doors-off for the ultimate photo experience on this 12-15 minute flight and capture the perfect images for your social media posts. This two passenger all new Doors-Off Photo Flight offers the perfect opportunity for you to snap photos of Chicago’s iconic skyline, historical and architectural landmarks. and lakefront. Whether curating social media content, adding to your personal photo scrapbook or capturing the landscape with a professional eye, this flight will provide you with plenty of visual subject matter. This 12-15 doors-off helicopter flight will give you amazing unobstructed views of Chicago’s famous landmarks and historical landscape, including Willis (Sears) Tower, Millennium Park, the Magnificent Mile and more! This Helicopter Tour is an experience that you will not forget! Must be 16 or over.
...  More
  • 15 minutes
  • Free Cancellation
From  
US$770,00
From  
US$770,00
Learn More
  • 15 minutes
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Chicago Doors-Off Photo Flight For 1

Fly doors-off for the ultimate photo experience on this 12-15 minute flight and capture the perfect images for your social media posts. This one passenger all new Doors-Off Photo Flight offers the perfect opportunity for you to snap photos of Chicago’s iconic skyline, historical and architectural landmarks. and lakefront. Whether curating social media content, adding to your personal photo scrapbook or capturing the landscape with a professional eye, this flight will provide you with plenty of visual subject matter. This 12-15 doors-off helicopter flight will give you amazing unobstructed views of Chicago’s famous landmarks and historical landscape, including Willis (Sears) Tower, Millennium Park, the Magnificent Mile and more! This Helicopter Tour is an experience that you will not forget! Must be 16 or over.
...  More
  • 15 minutes
  • Free Cancellation
From  
US$610,00
From  
US$610,00
Learn More
  • 15 minutes
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

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.
...  More
  • 15 minutes
  • Free Cancellation
From  
US$640,00
From  
US$640,00
Learn More
  • 15 minutes
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Discover Chicago Tour - Premium

Our Discovery Chicago Tour is perfect for first-time riders, or budget-minded individuals looking for the thrill of a premium helicopter ride over Chicago. This 8-mile tour includes views of Little Italy, South Loop, Pilsen, Willis Tower, Greek Town, and University Village. (approx. 5 minutes)
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  • 5 minutes
  • Free Cancellation
From  
US$65,00
From  
US$65,00
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  • 5 minutes
  • Free Cancellation

Helicopter Tours

SPECIAL OFFER

Big Bus Chicago Hop-on Hop-off and Helicopter Tour

This ultimate sightseeing experience is the best way to see all of Chicago's iconic architecture and famous landmarks from above and below. You'll see Chicago from above and below as you travel the busy city streets on a guided Double Decker Bus tour and soar along the city skyline on a guided helicopter experience.
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  • 4 to 12 hours
  • Free Cancellation
From  
US$174,01
US$225,99
US$51,98 savings
From  
US$174,01
US$225,99
US$51,98 savings
Learn More
  • 4 to 12 hours
  • Free Cancellation

Helicopter Tours

NEW TO VIATOR

Chicago Helicopter Skyline Tour Experience (for 3)

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per person)
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  • 45 minutes
  • Free Cancellation
From  
US$549,00
From  
US$549,00
Learn More
  • 45 minutes
  • Free Cancellation


Book online or call
(888) 651-9785
(888) 651-9785