Chicago Bears star Jonathan Owens, husband of Olympic champion Simone Biles, enjoyed a memorable outing at the Kentucky Derby, capturing attention alongside his wife. The couple turned heads with their chic matching lavender outfits, showcasing their style at one of horse racing’s most prestigious events.
Owens made headlines not only for his fashion but also for his successful betting on the races. He celebrated his first-ever bets, winning on the horse Spirit of St. Louis, which triumphed in the Old Forester Bourbon Turf Classic.

His excitement was palpable as he shared his joy on social media, reflecting the thrill of the Derby experience. Simone Biles, attending her first Derby, was equally radiant as she delivered the traditional “Riders Up” call, signaling jockeys to mount their horses.
Her commanding presence and energy added to the event’s festive atmosphere, making them a standout couple among a star-studded guest list that included celebrities like Machine Gun Kelly and Aaron Rodgers.
Chicago Bears Star Jonathan Owens’ Shares Kentucky Derby Experience

Just recently, Owens was seen watching the Kentuck Derby wih Biles and her mother, Nellie. This can be seen in a pair of videos posted by the NFL safety and NBC Sports on X.
Jonathan Owens is a horse betting maestro?! 😱#KyDerby pic.twitter.com/MqL2wxuEjL
— NBC Sports (@NBCSports) May 3, 2025
For those who don’t believe me 😂 this was bet #4 on the day 🔥🎯 Simone had to record this one cause it was getting out of hand lol pic.twitter.com/nVhb7oG1yr
— Jonathan Owens (@jjowens_3) May 4, 2025
The couple’s appearance at the Derby followed a busy schedule, including Biles attending a close friend’s baby shower earlier in the week. Her heartfelt Instagram post celebrating the impending arrival of the baby hinted at her own excitement about future family plans, stirring speculation among fans.

Owens thoroughly enjoyed his time at the Kentucky Derby, blending style, excitement, and personal triumph. As he and Biles continue to navigate their public lives together, fans eagerly anticipate their next adventures.

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