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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.


  • 15-minute helicopter tour of Chicago at night
  • Fly over the Windy City aboard a heated, state-of-the-art helicopter
  • Admire spectacular coastal views of Lake Michigan, Lincoln Park and Navy Pier
  • See top Chicago attractions like United Center, Wrigley Field, John Hancock Tower and Millennium Park
  • Learn about the sights you see from your expert pilot
  • Choose from several departure times to watch a sunset or experience dazzling Chicago at night

Why Our Insiders Chose This Tour

A city as beautiful as Chicago must be seen from the air! Cozy up in the heated helicopter as you fly over landmarks like Millennium Park and the John Hancock Tower at sunset or after dark. Very romantic!

Recent Photos of This Tour

What You Can Expect

Chicago by Night Helicopter Tour

Aerial View of Chicago's Soldier Field at Night

Make your way to Vertiport Chicago to meet your expert pilot and board your state-of-the-art, heated helicopter for your evening tour of the city. Depending on the departure time you choose, watch a colorful sunset or see the Chicago skyline light up as darkness falls.
Your pilot will provide expert commentary about all the sights you see via your two-way audio headset, and will be available to answer questions you have throughout your flight. 

Appreciate the masterful beauty and architecture of Millennium Park, designed by world-renowned architect Frank Gehry. This landmark can only be truly appreciated by air, and at night, it’s as majestic as ever. Spot iconic skyscrapers dazzling in the night like Willis Tower (formerly Sears Tower) and the John Hancock Building, and fly past main Chicago sites like Soldier's Field, United Center, Grant Park, the Lincoln Park Zoo, the Shedd Aquarium and the Field Museum. Marvel at wonderful views of Lake Michigan, with Navy Pier stretching across the water and picturesque Lincoln Park lining the shores. Tour route is subject to change.

At the conclusion of your 15-minute tour, return to your departure point at Vertiport Chicago.

Customer Reviews

Patrick C

5 star rating: Highly Recommended November 2016

Awesome experience!!!! : Staff is super friendly and our pilot Ryan was awesome! Felt welcome the entire trip.

Miguel B

5 star rating: Highly Recommended October 2016

Amazing expierance worth the trip. Knowledgable pilot he made it even better knowing everything about the city.

Michel L

5 star rating: Highly Recommended October 2016

It was an amazing night speechless on seeing the view of Chicago at night my fiance and I had a very amazing anniversary thank you for showing us an amazing View

Dave United Kingdom

5 star rating: Highly Recommended September 2016

This was just wonderful, it was a small helicopter but the pilot was very good, the flight was over far too soon

Mrs Patricia D

5 star rating: Highly Recommended September 2016

Stunning start to our holiday. We were lucky that the weather was'severe clear' according to our pilot.
Would recommend .


5 star rating: Highly Recommended September 2016

our tour got extended because of another gentleman booking the same time. the tour was amazing, with spectacular views all around. the staff was very friendly and thorough. Our pilot, Drew, showed us a great time.

Gregory S

5 star rating: Highly Recommended July 2016

Having your website made it so easy to do things on my vacation. Very nice trip

Jonathan M

5 star rating: Highly Recommended July 2016

Amazing tour!!!! Took the one at 9pm. Great pilot, great sites, fantastic sunset!!! Perfect. Definitely recommend!!!!!

Anthony H

5 star rating: Highly Recommended June 2016

Fantastic and very cool during the night time.

Jordan D

5 star rating: Highly Recommended April 2016

This booking and tour was absolutely flawless. I used this company to help with my proposal and they helped create a magical moment for both my fiance and me. The booking agency and customer service representatives with whom I worked, were such a delight. I've never laughed so much with a customer service representative. The set up, communication and follow through at the airport and with the flight was amazing. Ryan, the pilot, was easy to talk to, helpful in preparations and answered questions immediately. He provided a great tour of the Chicago while also being mindful to allow me and my fiance to enjoy the view and the moment. The night and views were breathtaking and it was such a success with a large portion of that coming from this company.

Would recommend to anyone at any time! Thank you!

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