Submit a photo or a short video of up to 2 minutes telling why you should win Chicago’s most memorable ceremony and take part in the Skydeck Chicago Love on The Ledge Contest at Skydeckchicago.wishpondpages.com/love-on-the-ledge-contest-3 and you could win a free marriage or vow renewal ceremony at Skydeck Chicago, a one-night stay for two at the Canopy by Hilton Chicago Central Loop, and a happy champagne toast for you and eight guests.

Skydeck Chicago Love on The Ledge Contest
How to Participate: To participate in the Skydeck Chicago Contest, you need to visit the online entry page and follow the instructions to fill in your correct personal details and then submit a photo or a short video of up to 2 minutes explaining why you should win Chicago’s most memorable ceremony. After sending your entry, you will receive a chance to be part of the contest.
Eligibility: Open to legal residents of the United States where not prohibited by law, who are eighteen (18) years of age or older at the time of entry.
Who’s Sponsor: Skydeck Chicago, 233 S. Wacker Drive, Suite 3755, Chicago, IL 60606.
Duration: Tuesday, November 11, 2025 at 8:00 a.m. CT and ends on Friday, January 9, 2025 at 11:59 p.m. CT.
| Online Entry Page |
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| Official Rules |
| Join Our Facebook Page |
Winner Drawing & Prizes:
Prizes:
(1) Grand Prize Winner:
- Free marriage or vow renewal ceremony at Skydeck Chicago, one-night stay for two (2) at Canopy by Hilton Chicago Central Loop, champagne toast for the couple and eight (8) guests. Total Approximate Retail Value of the Prize is: $575.
Winner Drawing:
- All winners will be selected and notified the week of January 12, 2026 via email address.