The Picture-Perfect Spot for Your Chicago Wedding Proposal

Engagement ring

A Picture-Perfect Chicago Proposal

Are you wondering where to propose in Chicago that will really make a statement? Looking for the city’s most romantic kissing spots? 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 Skydeck proposal ideas.


A Breathtaking Chicago Proposal


Of course, jaw-dropping views are really what make the Skydeck one of the best places to propose in Chicago! 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 Chicago 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! Wall-to-wall 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 & Dining

Outstanding views are only part of what makes the Skydeck one of the best places to propose in Chicago! When you’re getting ready to pop the question, 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 Skydeck proposal 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 for the big moment. We can even post a personalized message on our Welcome Wall at no charge.

Plan Your Skydeck Proposal Today!

Whether you want to find out more about Chicago proposal ideas, date night ideas, 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 big day!