Skydeck Chicago Marks 10 Years of Love with Annual Contest on The Ledge

Skydeck Chicago Celebrates 10th Annual Love on The Ledge Contest

As Valentine's Day approaches, excitement fills the air at Skydeck Chicago, located 1,353 feet above the ground on the 103rd floor of the iconic Willis Tower. This year, Skydeck is proud to celebrate a remarkable milestone: the 10th anniversary of its beloved Love on The Ledge contest. This unique event has become an annual tradition for couples looking to tie the knot or renew their vows against the stunning backdrop of the Chicago skyline.

The Love on The Ledge contest invites couples to submit heartwarming stories and creative visuals, sharing why they wish to celebrate their love at such an extraordinary venue. From November 11, 2025, through January 9, 2026, entries will be accepted via Skydeck's official Facebook and Instagram pages. Couples can submit videos or images, which capture their love story, for a chance to win an unforgettable wedding ceremony on The Ledge.

Four winning couples will be chosen to enjoy a private officiated ceremony on February 8, 2026. The event promises to be filled with romance, complete with elegant decorations, floral arrangements, and the warmth of their loved ones surrounding them as they exchange vows. Randy Stancik, General Manager of Skydeck Chicago, expressed his enthusiasm stating, "Marking the 10th year of Love on The Ledge is a meaningful milestone for us. It’s a privilege to be part of the love stories that unfold here, showcasing the beauty of Chicago as a romantic backdrop."

The experience goes beyond just the ceremony, as winning couples will also indulge in a romantic overnight stay at the nearby Canopy by Hilton Chicago Central Loop, which is conveniently located right across the street from Willis Tower. Each couple will enjoy thoughtful perks including overnight parking, a professional photographer to capture precious moments, and deluxe amenities, including breakfast and a celebratory champagne toast following their ceremony.

Skydeck Chicago is known for its breathtaking panoramic views that stretch across four states and up to 50 miles. Over the years, it has been the setting for countless romantic encounters, with more than 1,600 proposals, weddings, and vow renewals taking place within its heights. After their ceremonies, couples and their guests can continue to create lasting memories by exploring the Skydeck’s lower-level museum. This immersive experience highlights the distinct history, culture, and architecture of Chicago, offering playful photo opportunities that reflect the city’s vibrant spirit.

As the contest kicks off, participants are encouraged to let their creativity shine and share their unique love stories. This year's contest promises to not only celebrate romance but also the beautiful love stories that connect people to the city of Chicago.

For more details about Love on The Ledge and how to enter, couples should visit Skydeck Chicago’s social media pages or their official website. This is a fantastic opportunity to create a lifetime of memories high above the city, making for a truly unforgettable Valentine's Day celebration.

Skydeck Chicago continues to be an inspiring destination that captures the essence of love and romance. With its stunning views and heartfelt ceremonies, it remains a cherished location for couples looking to celebrate their love in a truly magical setting.