Propose in the Sky – Helicopter “Marry Me” Experience Over Chicago

Pop the Question With Chicago’s Most Romantic Aerial Proposal Package

Make your proposal unforgettable with our exclusive "Marry Me" Helicopter Tour over Chicago. This private 35-minute flight includes stunning skyline views, romantic extras, and a bold “MARRY ME?” marquee sign visible from the sky.

Whether it's at sunset, under the stars, or just above the city’s lights, our team will help you plan the perfect moment. Includes champagne, chocolates, red carpet, photo time, and a once-in-alifetime setting.

Proposal Package Includes:

Private 35-minute flight over Chicago’s most iconic sights

Aerial “MARRY ME?” letters

Red carpet arrival experience

Champagne and chocolates

Time for pre-flight photos and planning

Optional sunset or evening scheduling

Top Rated Tours in Chicago

Chicago Fireworks Helicopter Tour

  • Hourly bookings to choose from

  • Every day from 10am

  • Safety gear included

  • Professional photography provided

Need help deciding which is right for you? Click here to call us now!

What Our Clients Have to Say About Our Helicopter Tours

“The customer service at Helicopter Tours was top-notch. They made us feel safe and well taken care of.” – Clyde Singletrary

“I can’t recommend Helicopter Tours enough. A truly unique way to experience the beauty.” –Ashley Hersh

“Helicopter Tours offered a unique and thrilling way to see the city. A must-do for visitors!” – Crystal

What Our Clients Have to Say About Our Helicopter Tours In Chicago

“The customer service at Helicopter Tours was top-notch. They made us feel safe and well taken care of.” – Clyde Singletrary

“I can’t recommend Helicopter Tours enough. A truly unique way to experience the beauty.” –Ashley Hersh

“Helicopter Tours offered a unique and thrilling way to see the city. A must-do for visitors!” – Crystal

Areas Served in Chicago & Surrounding Areas

Chicago

Let us handle the magic while you focus on the moment.

Plan the perfect proposal in Chicago with a romantic helicopter ride. “Marry Me” letters, skyline views, champagne, and more. Reserve your proposal flight now.

Frequently Asked Questions

What should I bring with me on the day of the tour?

All passengers must present a government issued photo identification card, such as a driver’s license or passport, along with the credit card which must match the name on the ID. No exceptions are made.

Is there a weight limit?

According to the Federal Aviation Administration (FAA) guidelines, we cannot accommodate passengers weighing more than 280lbs (or 127kg). For groups of three passengers, total passenger weight should not exceed 550lbs (250kg).

How long in advance shall I arrive for my tour?

Please arrive 30 minutes before your scheduled tour time. Passengers who fail to check in at least 30 minutes prior to departure may have their tour duration reduced or be considered ‘no show’, with no refunds issued.

Is there an age limit?

We recommend children older than 2 years old. All children occupy one seat of the aircraft and needs to use the seatbelt for safety.

Can I plan something special for a celebration?

Please contact us in advance to discuss your ideas and plans. If possible, we will support it.

Will I get a window seat?

Every passenger gets a window seat and a headset that is connected to an intercom system.

Do you offer a helicopter gender review?

Yes, we offer helicopter gender reveal services. Please contact us for a quote and more details.

How does the helicopter gender reveal work?

Our helicopter gender reveal service offers an unforgettable experience. The helicopter will fly to the designated location and, at the perfect moment, release colored powder, revealing the baby’s gender with an impressive display of either pink or blue. For more details and to discuss customization options, please contact us.

What happens if I get airsick?

We offer sick sacks in the aircrafts. There will be a $20.00 service charge for passengers being sick outside of sick bags.

Can I bring a camera on board?

Yes, you can bring your camera and mobile phone. Please be aware that we don’t take responsibility for damaged electronics during or after the flight.

What should I wear?

We recommend lightweight, comfortable clothing with flat, closed-toe walking shoes and sun protection. A sweater or light jacket is advised during the winter months. Don’t forget your sunglasses for flights during the day.

Can your tours accommodate disabled travelers?

Some disabled travelers may be accommodated, but it is not guaranteed. Please contact us in advance.

Need help deciding which is right for you? Click here to call us now!

Come Ride with Chicago’s Favorite Helicopter Tours

At Vista Helicopter Tours of Chicago, we don’t just offer flights—we deliver breathtaking experiences from the best seat in the city. From the towering skyline to the glittering lakefront, there’s no better way to see Chicago than from above.

Whether you're a local seeing your city with new eyes or a visitor looking for that once-in-a-lifetime adventure, our expert pilots, modern helicopters, and incredible tour routes make Vista the top choice in the skies.