The Picture-Perfect Spot for Your Chicago Wedding Proposal

Engagement ring

Are you wondering where to propose in Chicago that will really make a statement? If you’re looking for unforgettable views that showcase the best that this city has to offer, SkyDeck is the perfect place for your Chicago wedding proposal! Located in downtown’s Willis Tower, SkyDeck offers 360-degree views of the city skyline — which makes it a breathtaking spot for your proposal and Chicago engagement photos! Our team is happy to work with you to make your moment special, so don’t hesitate to reach out with your ideas.

Engagements in the Sky

 Tis the season for engagements! If you’re looking to propose to that special someone in your life this season, we’re offering you a once-in-a-lifetime opportunity! While Skydeck remains closed at this time, we’ll be offering a limited number of couples the chance to book a reservation to propose to your significant other 1,353 feet above the city with the entire Skydeck to yourselves.

Interested couples will have the opportunity to book a complimentary 30-minute time slot. Time slots are limited and will be booked on a first come, first serve basis. Reservations need to be in advance by calling (312)-875-9447. No walk-ups or inquiries via social media will be accommodated. Engagements can be booked on the following dates:

Saturday, December 19
Sunday, December 20
Saturday, January 2
Sunday, January 3

The health and well-being of all Skydeck visitors, partners and employees is our top priority. Skydeck is closed to the public under the State of Illinois’ Tier 3 Resurgence Mitigations, and couples will be limited to four guests total per private party (couple and two guests, such as a photographer). All guests will be required to wear face coverings, and proposals will be spaced out to allow for proper social distancing and sanitization/cleaning to take place between visits. Skydeck Chicago reserves the right to share images from the proposal as taken by the on-site photography team.


Jaw-Dropping Views


Deciding where to propose in Chicago might seem overwhelming at first, but SkyDeck’s unique offerings make it the obvious choice for such a special occasion. SkyDeck is located on the 99th floor of the Willis Tower, one of the tallest buildings in the Western Hemisphere. At a height of 1,453 feet in the air, there’s no better place to see the gorgeous city skyline! Large windows surround the entire floor, so you can enjoy views that extend 50 feet in all directions. You can even see four states from the same spot! And if you’d like to experience gravity-defying views of the city below, we recommend checking out The Ledge on the 103rd floor. This popular proposal spot is a state-of-the-art laminated glass structure that extends 4.3 feet from the building, suspending guests 1,353 feet in the air! There’s no better spot for proposal photos, surrounded by the iconic architecture and bright lights of the Windy City.

World-Renowned Service

When you’re getting ready to pop the question at SkyDeck, our team is behind you to make sure the big day goes smoothly! Our staff has decades of experience with special events ranging from proposals to weddings to anniversary parties, and we will make sure your event goes exactly as planned. Feel free to let us know your engagement ideas in Chicago. We’d be happy to refer personal photographers and florists. Additionally, we offer both SkyDeck and Ledge rentals to give you the privacy you need during the big moment. We can even post a personalized message on our Welcome Wall at no charge.

Arrange Your Engagement at Skydeck

Whether you want to find out more about proposal ideas or downtown Chicago engagement photos, our team is happy to answer any questions that you may have. Contact the SkyDeck sales team at or call (312) 875-9447 to get started. We look forward to helping you with the big day!

Important Notice Regarding COVID-19

Willis Tower and Skydeck Chicago have implemented measures consistent with CDC and local and federal guidance to try to reduce the spread of COVID-19 on the premises, including enhanced cleaning protocols. Even with these procedures in place, PLEASE BE ADVISED that building occupants, building and Skydeck visitors, or others currently or previously present upon this property and/or the Skydeck MAY HAVE CONTRACTED OR BEEN EXPOSED TO COVID-19 or other infectious diseases, and may expose you. By accessing and using building common areas, the Skydeck, and their associated amenities, you and your party voluntarily assume all risks of your use—INCLUDING THE RISK OF EXPOSURE TO INFECTIOUS DISEASE—and you waive all claims, including claims for negligence, against Willis Tower, Skydeck Chicago, and their respective owners, managers, affiliates, agents and representatives, arising out of such use. The above parties hereby disclaim all liability for any injuries arising out of your use of this property and the Skydeck, including exposure to infectious disease.

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