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Plaid is almost as much of a fall certainty as pumpkin-infused baked goods. And while we’re used to seeing the classic pattern on blazers and skirts, we were pleasantly surprised to see it popping up on slacks and skinnies. Best of all, plaid pants are basically an outfit-maker—and not overwhelming, we promise—when you throw them on with a sweater and boots. Here are ten pairs that prove it. 

RELATED: 20 Puffer Jackets That Are Anything But Basic

rag and bone simone plaid pants

Cropped Skinnies

A fall-ready jewel-toned palette, at your service.

Rag & Bone ($295)

mother insider plaid pants


We’re suddenly feeling very collegiate.

Mother ($238)

sea buffalo check plaid pants
Saks Fifth Avenue

Buffalo-Check Wide Legs

The two-toned print is a seasonal staple, and a flattering high-waisted silhouette is way more surprising than your standard flannel.

Sea ($425)

bp plaid crop pants

Exposed Zipper

We’re suckers for a little well-placed hardware.

BP. ($59)

anine bing cindy plaid flare pants


Our middle-school selves would be all over these.

Anine Bing ($249)

karen kane plaid pants

Super Skinny

These look great with an oversized button-down… and also wouldn’t be out of place in a ’60s music video.

Karen Kane ($99)

michael kors collection plaid pants
Moda Operandi

Classic Tartan

Wear with a blazer for school-uniform vibes, or go full Joan Jett with a vintage tee and leather jacket.

Michael Kors Collection ($695)

moon river tie front plaid pants

Tie Waist

You gotta love a piece that does the accessorizing for you. (Also, how good do these look with that white sweater/boots combo?)

Moon River ($82)

equipment silk plaid pants
Saks Fifth Avenue

Silk Slacks

Think of these as a flowy update on summer’s checked pants trend.

Equipment ($239)

sejour windowpane plaid crop pants

Windowpane Crops

Classic, minimalist and office-friendly. What’s not to like?

Sejour ($99) 

RELATED: 5 Fall Work Outfit Formulas to Wear on Repeat

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