Plaid for fall is about as groundbreaking as florals for spring, but every time the leaves start to turn and the air gets crisp, we find ourselves reaching for our favorite plaid pieces. There’s something about a good check that just feels right for fall, and maybe a little bit like back-to-school season, no matter how many years you (or your kids) are removed from those days.
But this season, plaid is getting a refresh. Rather than the usual button-downs and traditional wool jackets, we’re seeing the pattern in unexpected silhouettes, interesting color combinations and accessories that don’t typically get the checked treatment. In other words, you can embrace your fall plaid obsession without looking like you’re headed back to homeroom.
Here are some of our favorite ways to wear plaid this fall.
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Plaid Handbags
The classic Burberry check is, of course, a fashion perennial. But this season, plaid handbags are showing up in less expected shapes, like a wallet-on-a-chain. If that’s a little more splurge-y than you’re looking for (or you’re simply not a Burberry person), this Barbour plaid tote gives you the same preppy appeal with plenty of practicality.


Updated Plaid Jackets
We love a plaid jacket, but the traditional versions can sometimes skew a little…frumpy. This season’s styles are anything but staid, with asymmetrical details and unexpected silhouettes. Try a band-jacket-inspired style from Urban Outfitters or a cropped funnel collar bomber version from BlankNYC for a more modern take.


Short Plaid Trench Coats
Cropped trench coats are having a major moment for fall, so naturally, we want ours in plaid. Mango’s version gives the classic trench an instant update, while this option from Favorite Daughter proves that you can go traditional without looking predictable. Wear it with its matching pencil skirt for a sleek look or casually with your favorite jeans.


Drapey Plaid Dresses
We’re always fans of a beautifully draped dress, and adding plaid makes the silhouette feel even more unexpected. This Banana Republic Factory find comes in at under $100, while a more luxe version from Simkhai makes a case for investing in the trend.


Modern Plaid Shirts
You don’t have to retire your favorite plaid flannel just yet, but you might want to give the silhouette an upgrade. Look for details that make the classic shirt feel a little more polished, like the belted shape of this Aritzia version. Or, for something completely different, try the fitted, rouched diagonal plaid tee from Rails, excellent with fall’s wide-leg trousers or denim.
Do you love plaid for fall, or do you think the pattern has officially played itself out of your closet? Or perhaps you’re still haunted by school uniforms or an unfortunate grunge, punk or preppy phase from decades past? Let us know in the comments.
–Jacqueline Zenn
You may also like to read What To Wear Now To Transition Your Wardrobe From Summer To Fall and A Wedge Issue: Wedge Shoe Styles For Late Summer 2026.
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