Simone Biles’s 2025 Sideline Style Deserves an MVP Nod: Check Out Our Fave Outfits

We have marveled at Simone Biles on the world’s largest stages, as the 28-year-old Olympian became the most-decorated gymnast to ever compete at the global games right in front of our eyes. To date, the athlete has earned seven gold medals, two silver medals and two bronze medals across three Olympic appearances: Rio de Janeiro, Brazil (2016), Tokyo, Japan (2020) and Paris, France (2024).
And recently, we’ve found ourselves marveling at Biles on NFL sidelines nationwide, while cheering on her husband, safety Jonathan Owens, and his Chicago Bears squad. So, as the 2025 year comes to a close, we’re pulling out some of our favorite looks seen on the star this season.
Week 3 vs. the Dallas Cowboys
Biles began the first week of the regular season by asking her followers for a “bear down” in this all-denim display. She added a subtle nod to her man with his name in cursive studs on a pair of knee-high heeled boots. Plus, the 2024 Sports Illustrated Sportsperson of the Year was joined by fellow USA gymnastics teammate Suni Lee for the showdown at Soldier Field.
The Vikings edged the Bears 27-24 in the Week 1 matchup, which brought Chicago’s regular-season record to 1-0.
Week 2 vs the Detroit Lions
For the Bears’ first away matchup of the regular season, Biles stuck with a similar aesthetic and donned Owens’s name in script on a pair of custom black denim jeans. She styled the statement bottom with a charcoal gray tank, silver closed-toed heels, skinny sunnies and lots of silver jewelry to match her football-shaped handbag.
The Bears fell to the Lions 52-21 which brought their regular season record to 0-2.
Week 9 vs. the Cincinnati Bengals
Biles looked cool and comfortable in this navy sweat set, printed with Owens's number on the back of its zip-up hoodie and last name on the back of its pants. She elevated the casual, monochromatic ensemble with closed-toed heels and a handbag of the same hue.
The Bears notched a 47-42 victory against their Midwestern neighbors, which brought their record to 5-3.
Week 10 vs. the New York Giants
Simone Biles at the Bears Game..#Simone #Biles #Bears #nfl #Football pic.twitter.com/9rtawNr3qm
— My Life In The CHI (@mylifeinthechi) November 10, 2025
Chicago’s temperatures lowered as the fall season continued, and Biles began to sport some chic outerwear pieces. One of our personal favorites was this fabulous fur coat, which she tossed over a custom two-toned oversized sweater, sheer black tights and knee-high black boots.
The Bears beat the Giants 24-20, which extended their regular-season record to 6-3.
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