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The Chicago Bears: 2026 Best Dressed Team

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PHILADELPHIA, PENNSYLVANIA - NOVEMBER 28: Caleb Williams #18 of the Chicago Bears arrives to the stadium prior to an NFL football game against the Philadelphia Eagles at Lincoln Financial Field on November 28, 2025 in Philadelphia, Pennsylvania. (Photo by Logan Bowles/Getty Images | Getty Images

Blitz Fits (@blitzfits via Instagram), a sports and fashion media platform, has named the Chicago Bears the 2026 Best Dressed Team. Blitzfits, founded by Moses Anoh in September of 2019, combines football, fashion, culture, and lifestyle onto one platform.

Quarterback Caleb Williams reposted BlitzFits’ post naming the Bears the NFL’s best-dressed team to his Instagram story, adding, “We knew this!”

#DaBears are the @blitzfits 2026 Best Dressed Team.

Caleb Williams via IG stories: “We knew this!” pic.twitter.com/p7m4az2bnY

— Sarah????⬇️ (@thechicagosares) January 31, 2026

BlitzFits produces fashion and lifestyle-focused NFL content, featuring top fits and styles from players and hosts fan-voted BlitzFits Awards including MVP, Rookie of the Year, and the All-Fits Team. According to their About Us page on their website, BlitzFits aims “to shift how the world sees football players — not just as athletes, but as cultural leaders and trendsetters.” They accomplish this by highlighting players’ lives beyond the field, showcasing their personalities, interests, and style, and offering fans a more personal glimpse into their lives. In doing so, they foster a “more human connection” between players and their fans.

Players have embraced this trend among the NFL, often arriving on game days dressed to impress. They sport fashion-forward, statement-making outfits and showcase luxury brands such as Prada, Bottega Veneta, Gucci, Louis Vuitton, and more. Teams’ social media pages often feature these looks, posting photos and videos of players’ standout game-day arrivals.

In an interview with Essence, Anoh said, “As someone who grew up playing football up until college, the common misconception has always been that ‘football players can’t dress’ when compared to other athletes in sports like basketball, soccer, tennis, etc.”

He added, “My idea was to create a page that would not only challenge the misconception that ‘football players can’t dress,’ but also provide constant fit inspo to our followers. Also, knowing football players’ body types compared to other sports (myself being on the larger side), we wanted to also show our followers that ‘Big Guys’ can put together some fits too. I saw this as another opportunity to show players in a different element outside of their helmets and the gridiron. There are a lot of guys in the NFL who are passionate about many other things, including fashion.”

Throughout the season, Bears players showed they know how to make an entrance on game day, bringing flair—and sometimes a bit of boldness—to their game-day outfits. Here are some of this season’s most notable looks from the 2026 BlitzFits Best Dressed Team:

Jaylon Johnson’s Neon Cowboy

You knew @NBAxJay1 was gonna bring it for the playoffs ???? pic.twitter.com/QOi4bgYVSO

— Chicago Bears (@ChicagoBears) January 10, 2026

Kyler Gordon’s “Week 7 Business”

18 in Suede

.@CALEBcsw reporting for duty pic.twitter.com/IojewyXk5z

— Chicago Bears (@ChicagoBears) October 19, 2025

Dexter’s Canadian Tuxedo

.@GervonDexter rockin' the Canadian Tuxedo#ProBowlVotepic.twitter.com/3wd0YZTAG6

— Chicago Bears (@ChicagoBears) December 7, 2025

Iced-Out “Frome” Odunze

Icy ???? pic.twitter.com/wGFW46uunP

— Chicago Bears (@ChicagoBears) November 2, 2025

Brisker’s Maroon Business as Usual

.@JaquanBrisker's all business ???? pic.twitter.com/JYbim7CAyW

— Chicago Bears (@ChicagoBears) November 16, 2025

Caleb The Matrix Williams

All business. pic.twitter.com/2ufgGuZdHg

— Chicago Bears (@ChicagoBears) November 23, 2025

What was your favorite 2025 game-day arrival fit from the Bears?