3 Best Chicago Helicopter Tours

The flights worth leaving the ground for.

The 3 chicago helicopter tours travellers book most, gathered in one place. What you see from the air, how long you are up, who flies you, and what a seat costs.

3 Best Chicago Helicopter Tours

Private 45-Minute Chicago Skyline Helicopter Tour

/ June 16, 2026

1.Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-minute Chicago skyline helicopter tour from Schaumburg with headsets, photo angles, and views of Wrigley and The Bean.

Most Popular★ 5.0

“It was my wife's 81 birthday gift from me. She absolutely loved every minute of the trip around Chicago and the lake front. We also got to see Wrigley Field from the air. My grandson also accompanied us on the trip. It was special to him as he is the Chicago Cubs organist.”

126 reviews45 minutes (approx.)by Heli Chicago

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Chicago Helicopter Tours, Tour Reviews

Chicago: Helicopter Tour of Chicago Skyline

/ June 29, 2026

2.Chicago: Helicopter Tour of Chicago Skyline

Chicago skyline helicopter tour with live pilot commentary. 10–20 minutes aloft, headsets and free parking. See Willis Tower and Navy Pier.

★ 4.6

38 reviewsFrom $188by Paratus Air (FlyHeli)

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Chicago Helicopter Tours, Tour Reviews

Chicago: Helicopter Tour of Chicago Skyline

/ July 6, 2026

3.Chicago: Helicopter Tour of Chicago Skyline

Daytime Chicago skyline helicopter tour from Vertiport Chicago FBO with live English commentary, noise-cancelling headsets, and 10–20 min flights.

★ 4.4

“We had a really good time. I loved our pilot. He looked just like Patrick Swayze and he was very, very sweet and informative. Would definitely do this again.”

29 reviewsFrom $188by Paratus Air (FlyHeli)

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Chicago Helicopter Tours

3 Best Chicago Helicopter Tours