[GQ Magazine] Caleb Williams Is GQ’s Most Stylish Football Player (Again), (As Voted by fans) For the second year running, the Chicago Bear has been crowned his sport’s best-dressed player.
February 3, 2026
[GQ Magazine] Caleb Williams Is GQ’s Most Stylish Football Player (Again), (As Voted by fans) For the second year running, the Chicago Bear has been crowned his sport’s best-dressed player.
13 comments
Maybe I’m fasion illiterate, but it seems they used some boring outfits to represent him here.
Caleb definitely had that shit on this season.
I’m late 30’s, so not my style, but as a dad of two teenagers I see what he’s going for.
Our boy is so swaggy🥶, well done to all who voted 👏 this is how it bracketed out:
13 comments
Maybe I’m fasion illiterate, but it seems they used some boring outfits to represent him here.
Caleb definitely had that shit on this season.
I’m late 30’s, so not my style, but as a dad of two teenagers I see what he’s going for.
Our boy is so swaggy🥶, well done to all who voted 👏 this is how it bracketed out:
https://preview.redd.it/ku5olwgtmahg1.jpeg?width=1280&format=pjpg&auto=webp&s=b1a7f1bdd9a51eb0bba27d6921db0c72d72f1b27
Shoutout Mom
https://preview.redd.it/96fj6t3vnahg1.png?width=399&format=png&auto=webp&s=7ae0d77a21190e67d345a3154c443afcbc38fb16
Didn’t even include his best outfit this year
I feel so honored 😂
4x off season champs in the works???
He gives me Lewis Hamilton vibes
Caleb needs to pull up in a Bulls MJ #23 jersey.
Do it for the city Caleb 💪
Would have been pissed if cheetah print tramp stamp impregantor 5000 diggs won
/s
Eh… I’m old and “style” is really….really…. not something I give two shits about. It’s what he does on the field I care about.
The denim jacket that that one lady made for him should be included. He legitimately looked really cool in that.
So stylish only missing one thing. A Superbowl ring