Simone Biles' Best And Worst Game-Day Outfits

Simone Biles used to have the spotlight all on her, but these days, she's often on the sidelines supporting her husband, Jonathan Owens, in the sweetest way. The safety currently plays for the Chicago Bears, and the Olympian shows up to his games dressed to the nines. Biles often wears custom-made outfits with Owens' name emblazoned on them with a big font that shouts to the world just how proud she is of him. However, while some of them are touchdowns, several have missed the mark.

Simone Biles' complete transformation is a sight to behold, from competing for Team USA in the Olympics to being a fashionista with serious flair. On how she comes up with her game-day outfits, Biles shared with Olympics Gymnastics in December 2024, "I reach out to some of the creators that make the apparel, and I have no ideas. I let them kind of freeball it, and I say, 'Surprise me.' And that's how I piece them together." It's awesome that the gold medalist takes such care with her appearance as she cheers on Owens. Still, while dressing the part of a WAG is a sport in and of itself, Biles is only able to get it right sometimes (just like the rest of us).

Simone Biles wasn't able to attend the first Chicago Bears game of fall 2025 due to her commitment to the Gold Over America Tour, but she showed up to the team's September 14 matchup against the Detroit Lions dressed to impress. While an all-black outfit can be basic, Biles kept hers eye-catching with black jeans featuring Jonathan Owens' name written in blinged-out script. The gymnast accessorized with a pair of shiny silver heels and an adorable football-shaped bag, as well as a choker necklace that spelled out "Owens." Although the Bears lost the game that day, Biles definitely won with her 'fit.

Subtle wasn't on Simone Biles' mind when she got dressed for Jonathan Owens' December 26, 2024, game. She wore a collage of her husband in football gear on her cropped hoodie and wide-legged athletic cargo pants. We get that she loves Owens to death, but this 'fit was overkill. Biles attempted to dress up her look with a pair of white booties and a matching purse, but we're sure no one noticed her accessories amid the sea of faces.

Simone Biles continues to share her expert styling tips for short girls by picking pieces that work for her petite frame. Take the frayed denim cut-offs she wore to the Bears' pre-season game against the Miami Dolphins on August 10, 2025. The mid-rise didn't take up too much of her torso, while the hem hit at just the right level on her thighs. The star of the show, though, was Biles' 1990s-inspired tank top with Owens' name written in large graffiti. The bubble lettering and cartoon hearts encircling his name had us playing Destiny's Child songs on repeat.

Wisconsin in January is cold, but that doesn't mean Simone Biles had to engulf herself in what looked like the world's largest puffer coat while supporting Jonathan Owens in early 2025. What's more, it was in a boring shade with no hint of her husband's name anywhere. Was Biles totally unprepared for the Bears vs. Packers game? Or, perhaps she just decided it wasn't worth freezing in a cute 'fit on the sidelines. We get that puffers head off the Midwest chill, but Biles could have chosen a cute faux-fur jacket instead.

Simone Biles proved that elevating athleisure couldn't be easier with her black-and-gray sweats tucked into an elegant pair of high-heeled white booties, which she wore to a December 2024 Bears game. Her top of choice was a long-sleeved white fitted shirt, and while the look was simple, it screamed "wealthy WAG." Biles accessorized the outfit with a lot of silver bling, including a pair of bedazzled sunglasses that had the number 36 (Jonathan Owens' jersey number) on the mirrored lens. We don't know how she could have seen anything with those on, but they were the perfect touch to her quiet-luxury 'fit.

Simone Biles went for a low-key look at the Bears' preseason game against the Cincinnati Bengals in August 2024. Dressed in a plain black tank top with an oversized gray-and-white jacket featuring images of Jonathan Owens, it was hard to see what pants she chose that day — if she was wearing any at all, that is. We're sure Biles did have a bottom on, but it sure looked like she forgot them at home. Naked dressing seems to be the trend these days, but we often see it with sheer garments, not ones that don't seem to be there.

Simone Biles chose a denim-on-denim look on September 21, 2025, while cheering on Jonathan Owens in the Bears' home stadium in Chicago, and we're all for it. Canadian tuxedos can look dated at times, but Biles looked fashion-forward with her button-up jean shirt styled over a matching pleated miniskirt. Always on-theme, she held a leather and suede Chanel handbag in a blue shade that went perfectly with her outfit. Of course, she couldn't go without showing support to her husband, which she did by having his last name etched onto her white knee-high boots.

Sometimes, Simone Biles makes the most maximalist effort with her game-day outfits, while other days, it looks like she just couldn't be bothered. It seemed like the latter was the case in October 2023 when she looked on as Jonathan Owens played for the Green Bay Packers. Wearing a long-sleeved white shirt with graffiti images and a pair of flared jeans, Biles' outfit was perfectly fine for a football game — if she wasn't a WAG, that is. That was the first year the USA gymnast supported Owens as his wife — and she's definitely stepped it up sartorially since — but the uninspired 'fit was a fumble for us.