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Design by Tiana Crispino
Flannel shirts may not seem like the pinnacle of fashion, but with a bit of know-how, they’re easily one of the most versatile pieces in your wardrobe throughout fall and winter. The moment a chill strikes the air or you’re planning a getaway to the mountains, a flannel instantly feels essential. Sure, certain styles boast a lumberjack vibe—like a red and black buffalo check—but guess who else has rocked a flannel to much avail? Hailey Bieber, Kim Kardashian West, Jennifer Lopez, Dakota Johnson…we could go on. In other words, a version or two of the heavyweight button-down is well-worth adding to your lineup of looks. If anything, certain outfit combinations hit on ’90s and ’00s style—what could be better during the Y2K nostalgia peak?
So whether you’re feeling a classic plaid paired with jeans and sneakers, a mixed-print design combined with boots and trousers, or even a shacket design layered over a dress and heels (yes, really), discover 15 ways to style a flannel shirt and shop the edit ahead.
Winter Blues
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Design by Tiana Crispino
A plaid flannel shirt is quintessential in cold weather. So go the unexpected yet practical route by teaming yours with off-white jeans and lug-sole boots.
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Shacket Style
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Design by Tiana Crispino
Instead of a lighter-weight button-down, go for a versatile shacket in cozy brushed fabric. Whether layered over a dress or buttoned all the way up with trousers, it’ll provide extra warmth in chilly temps.
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'90s-Inspired
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Design by Tiana Crispino
A green and navy flannel feels perfect in cool weather. Keep things simple by half-tucking yours into slouchy denim with chunky sneakers for ’90s-inspired style.
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Made for the Mountain
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Design by Tiana Crispino
A red buffalo plaid design is essential in any flannel collection. Modernize yours for a mountain getaway by styling it with white weather-proof boots and a bright beanie.
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Chic Layering
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Design by Tiana Crispino
You can still wear your favorite slip dress when the weather cools. Add a bit of edge (and warmth!) with an oversized flannel and structured shoulder bag.
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The Hybrid
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Design by Tiana Crispino
The hoodie-flannel hybrid is a casual hero piece, combining two laidback staples into one. Try yours with jeans and sneakers for low-key moments like hanging with friends or running errands.
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Cozy Sleek
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Design by Tiana Crispino
Flannels and sleek don’t often go hand in hand. Unless, of course, you’re styling one over a minimal crop top with low-rise jeans and chunky gold hoops.
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Totally Textured
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Design by Tiana Crispino
The soft aesthetic isn’t going anywhere. Maximize your winter errands vibe with a heavyweight flannel shirt, wool pants, and platform sneakers.
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Winter Brights
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Design by Tiana Crispino
Add dimension to a winter white outfit by layering a bright creamsicle flannel over a fitted turtleneck and faux-leather skirt.
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With Cargos and Clogs
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Design by Tiana Crispino
The beauty of a flannel? Effortless comfort. Making cargo pants and shearling clogs utterly perfect in combination.
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Shades of Gray
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Design by Tiana Crispino
Go tonal in varying shades of grey by styling a muted flannel shirt with faded black jeans and silver earrings.
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The Ex Factor
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Design by Tiana Crispino
Look to a menswear-inspired flannel with an oversized fit for cozy, at-home style. Sweats and fuzzy shoes are the ultimate finish, be it a clog, Ugg boot, or shearling slippers.
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Sharing is Caring
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Design by Tiana Crispino
Into sharing clothes with your significant other? Better add this flannel to the mix and fire up a “who wore it best?” competition. (Low-key, we’re rooting for you.)
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Puffed Up
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Design by Tiana Crispino
The puffy sleeve trend? Far from over. So, why not keep the good times going in an amped-up flannel, maxi skirt, and heeled ankle boots?
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In the Mix
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Design by Tiana Crispino
Can’t decide between multiple plaids? Don’t. Opt for a mixed check flannel and team it with wide-leg lounge pants and sneakers for an easy-going look.