Top 4 Helicopter Tours in Chicago

1.Private 45-Minute Chicago Skyline Helicopter Tour

★★★★★★★★★★5.0 · 126 reviews · 45 minutes (approx.) Our pick

Fly privately from Schaumburg Regional Airport for about 45 minutes over Chicago’s skyline, Lake Michigan, Wrigley Field, Soldier Field, Millennium Park, Navy Pier, and the city’s famous towers. Pilots such as Steve, Matt, Tommy, Sara, and Chuck provide commentary and help with photos.

“Downtown Chicago is beautiful. Steve was very nice and help took photos of us. Would love to take another flight with him”

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2.Helicopter Tour of Chicago Skyline

★★★★★★★★★★4.6 · 38 reviews · from $188Best value

Meet at Vertiport Chicago FBO for a private helicopter flight over Chicago. Your English-speaking pilot provides live commentary as you look for Willis Tower, Navy Pier, the Chicago River, Soldier’s Field, Wrigley Field, and more. Choose a 10 or 20-minute option, weather permitting.

“The flight time is relatively short for the price... otherwise, it's great”

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3.Chicago Helicopter 10-Minute Tour for up to Three Passengers

★★★★★★★★★★4.5 · 32 reviews · 10 minutes (approx.)

Fly above Chicago for about 10 minutes with up to three passengers in the helicopter. You’ll see Willis Tower, the Chicago River, Museum Campus, Soldier Field, and Navy Pier from the air. Pilot Fabio has earned warm praise for a smooth, welcoming first-flight experience.

“Best experience ever they know what they doing don’t miss out, will be back for sure🤞🤞🤞🤞🤞🤞🤞🤞”

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4.Chicago Helicopter 25-Mile Tour for up to Three Passengers

★★★★★★★★★★4.5 · 11 reviews · 15 minutes (approx.)

Fly from Vertiport Chicago on a private helicopter tour for up to three passengers. In about 15 minutes, you can see Willis Tower, Navy Pier, Wrigley Field, and other Chicago sights from above. Pilot Nolan has been praised for friendly commentary, but flights depend on safe weather conditions.

“Great experience with amazing views. Would highly recommend for anyone taking a holiday in Chicago as a way to see everything in a short space of time”

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