The flannel shirt is a time-honored staple of menswear that's lived many lives and yet never goes out of fashion. That's because it's so freaking adaptable. Let us just try to count all the ways you can wear one. Buttoned all the way up for a sleek, modern vibe? Sure. Tucked into your favorite worn-in jeans? Of course. Pulled over a loose T-shirt, with a pair of Dickies or cargo pants? Why the hell not? There are all sorts of styles to try, from rugged chore shirts to more tailored button-downs. The best ones right now are unapologetically flannel—with big check plaids and slightly boxier cuts that make them ideal for layering.
The Best Picks
H&M, $29.99
Scotch & Soda, $125
John Elliott, $298
Flint & Tinder, $98
Saturdays NYC, $150
KATO, $220 / $164.95