Private helicopter proposal idea
helicopter proposal idea


Private Helicopter Proposal


  • Take in amazing views while you soar above Chicago
  • Propose while flying above Lake Michigan or the Magnificent Mile
  • Present your loved one with a dozen roses after they say ‘Yes!’

Proposal Overview

You will be soaring above the Windy City’s skyscrapers on this thrilling helicopter tour. Tour Chicago from a whole new perspective in your private helicopter for two. On this 30-minute tour you and your partner will have breathtaking views of Downtown Chicago, Lake Michigan, Navy Pier, Wrigley Field and other famous landmarks. As you take in all the sights, propose! After you propose the pilot will present you with a lush bouquet of roses in the color of your choice.  This is the perfect Chicago proposal idea!

  1. Arrive to the heliport location specified in your confirmation email.
  2. Board the helicopter and enjoy your flight.
  3. Propose during the flight at a time of your choosing.
  4. Your partner will be presented with a bouquet of roses in their favorite color after you propose.

Available on the Booking Page

  • Champagne Toast ($114). Every great proposal needs Champagne! If you book the Limousine enhancement, you may also add a bottle of champagne to your package. The champagne will be provided to you in the limousine. What better way to toast the future! Only select this enhancement if you are both 21+ and you also select the limousine enhancement.
  • Luxurious Limousine Tour ($375). After your ride, depart the heliport in a luxurious private limousine that is yours for 3 hours. You are free to choose a particular route or take a tour of Chicago. You must specify a drop-off location to the driver within the city limits and that’s reachable within the 3 hour window.
  • Professional Photographer ($625). Share your proposal memories with family and friends with beautiful professional photos! A photographer will pose as an employee of the helicopter company who has been hired to take promotional photos of their services. In reality, the photographer will capture the build up and the moment of your engagement as it unfolds. The photographer will also accompany you on the helicopter ride and take photos throughout. You’ll receive a link to an online gallery with the images within 1 month of the proposal.
  • Available daily from 9am to Midnight
  • Reservations require 7 days notice
  • Duration of the flight is approximately 30 minutes
  • Heliport is located on the Southwest side of Chicago
  • If you select the limousine enhancement, it will be scheduled for 45 minutes after your helicopter ride start time
  • This proposal is non-refundable.  Ride could be rescheduled in the event of inclement weather.
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