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It’s not uncommon that a humble closet classic gets a full-fashion makeover at the dawn of a new season. Just this fall, we’ve seen refreshes to flared jeans (Chloé with two-toned denim), white button-downs (Loewe with a built-in statement belt), and blazers (collarless at Toteme, suede and bejeweled at Miu Miu). We’d argue that there’s one more staple worth adding to this list of old favorites revisited: a checkered flannel shirt. Yes, the layering essential whose heyday harks back to the grunge and club scenes of the ’90s is back and better than ever with a more fitted shape and softer color palette from the likes of Róhe, Toteme, and Bottega Veneta. Just in time for apple-picking season, try six flannel shirt outfits that have the runway and street style scene of approval.
Vogue’s Favorite Fall Flannel Shirt Finds:
- The Layering Essential: Polo Ralph Lauren checked cotton-twill shirt, $170
- The Fall Fashion Find: Róhe checked cotton-flannel shirt, $350
- The Minimalist Model: Toteme checked linen-blend shirt, $680
- The Go-To Grunge: Our Legacy Apron checked and striped cotton-flannel shirt, $383
- The Catwalk-to-Closet: Bottega Veneta checked crepe shirt, $1,600
- The Overshirt Offering: Buck Mason Baywood shadow plaid overshirt, $188
- The Dainty Delight: Dôen Joelle top, $198
- The Cashmere Choice: Guest in Residence checked cashmere shirt, $685
- The Borrowed-from-the-Boys: Frame Baja plaid shirt, $268
- The Rodeo Ready: J.Crew Western shirt, $118
Dressing for the transitional season can be notoriously tough to navigate. On any given September day, temperatures can range from a balmy 80 degrees to a crisp 60 the next, calling for a tried-and-true layering essential that can be easily taken on and off in style. During New York Fashion Week, flannel shirts were the transitional staple of choice with It girls and models off-duty sporting theirs with everything from sleek black jeans or leather trousers to shin-grazing midiskirts and even Bermuda shorts. Courtney Grow put her red-and-white plaid pick on display, draping it casually over a plain white tee and pairing it with wide-leg burgundy trousers from Loulou Studio. Then, there was a seriously chic show-goer outside the Toteme spring/summer 2025 presentation, who styled hers with a straight-leg white jean and pair of pointed-toe smoking loafers. You could even tie yours around your waist alongside other go-to basics for a more subtle nod to the top fall trend.
Below, allow the street style scene–and these six flannel shirt outfits–to help you tackle the transitional season in style.
Get Creative With Your Layering
Influencer Courtney Grow’s signature style is pared-back yet playful—with outfit ideas that can be easily re-created with similar pieces. And her latest look on the NYFW streets was no different. She layered her red and white flannel from TWP atop a plain, but perfect white tee, pair of luxe leather trousers, and mesh ballet flats. Follow her lead and throw it over your shoulders or tie it around your waist. As with any elevated essential, the stylistic opportunities are endless!
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Out West We Go!
The plaid shirt is among many other pieces of Western wear–cowboy boots, flared jeans, and suede jackets–that have taken on a new fashion life this season. Like this New Yorker, sport Róhe’s slate gray flannel, which features fresh details such as an exaggerated collar and slim-fitting silhouette, with a straight-leg black jean and a pair of off-white Bottega Veneta mules. Meanwhile, The Row’s palm-shaped day clutch adds a welcome touch of elegance.
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From Catwalk to Closet
Toteme’s blue-and-yellow checked flannel first debuted last season and since then, has made its way into several It girls’ capsule wardrobes. Take this show-goer, for example. Outside the Copenhagen-based brand’s presentation during NYFW, she sported hers with a go-to white jean, pair of smoking loafers, also from Toteme, and a slouchy hobo bag. Consider this your new signature look for off-duty occasions.
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Some Fits Are Best Borrowed From the Boys
Vogue’s very own Naomi Elizée is no stranger to making a sartorial splash–and her latest flannel shirt outfit is no exception! Steal her style, starting with Balenciaga’s menswear-inspired, oversized shirt, pair of tailored Bermuda shorts, and Maison Margiela’s knee-high Tabi boots. A charmed tote, also from Balenciaga, is hard to ignore, as are Elizée’s statement, aviator sunnies. All found below, of course.
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The Flannel Shirt, but Make It a Blouse
Want the cool, yet casual vibe of a flannel shirt, but with a feminine twist? Opt for Mango’s asymmetrical checkered blouse instead. Styling-wise, take a cue from this street styler and wear it with Joseph’s houndstooth midiskirt and a pair of leopard-print ballet flats from Other Stories for a print clash masterclass. Banana Republic’s studded leather belt adds some welcome edge, while classic black accessories from Dragon Diffusion and Cos keep things totally timeless.
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Just a Touch of Flannel
According to this stylish New Yorker, you don’t have to slip into a flannel shirt to appreciate the trend. Instead, tie a scarf or top simply around your waist alongside other chic separates, whether that’s a polished blue button-up, metallic leather midiskirt, or pair of camel-colored ballet flats. The end result adds just a touch of playfulness and fall festivity to an otherwise seasonless look.
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