10 Chic-as-Hell Ways to Wear Plaid This Fall

Of all the prints synonymous with autumn, we'd go out on a limb and say plaid does the heavy lifting. It's timeless, versatile, and available in a myriad of flattering color palettes, like deep blues and greens. Last fall, you likely participated in the check blazer trend that took the style set by storm (and probably will this season, too, if we're being honest), but in the spirit of branching out, we decided to take to the internet for some outfit research on fresh ways to incorporate plaid into our wardrobes.

What we found was a truly inspiring assortment of looks that range from everyday classics to more adventurous riffs on the autumnal pattern. Whether you're in the mood for ways to style your check trousers for work or need a novel approach to layering multiple plaid pieces together, we've culled a little something for everyone. Scroll down for 10 unique ensembles from favorites like Pernille Teisbaek, Jayne Min, and more, and if you need to stock up on your plaids, shop our picks to get their looks.

1. Plaid on Plaid

Plaid Blazer and Shirt


Style du Monde

Take a cue from Pernille Teisbaek and pair a blazer and a button-down shirt in similarly toned plaid patterns. Balance the duo with denim or leather pants.

Available in size XS to XL.

Available in size XXS to XL.

2. Prairie Dress

Plaid Maxi Dress


Style du Monde

We're excited to test-drive this dress trend all throughout autumn, so why not make it a plaid one? Toughen things up with some minimal jewelry and sneakers.

Available in size XS to L.

3. Boxy Trousers

Green Sweater and Plaid Pants


Style du Monde

Consider ditching your solid slacks for a while and rotating a pair of plaid pants into your closet.

Available in size 0 to 10.

4. Flannel

Flannel Shirt and White Booties


Style du Monde

Nothing beats a flannel top and blue jeans. Dress yours up a bit with white booties and statement earrings.

Available in size XS to L.

5. Pop of Color

Plaid Dress and Purple Sneakers


Style du Monde

Though checks are typically swathed in neutral tones, we do love grabbing a piece in a brighter hue. If you need a pop of color to add to an outfit, we think you should make it a plaid one this season.

6. Statement Suit

Plaid Suit


Getty Images

You'll never regret investing in a well-fitted suit—especially if it's in a seasonal pattern like plaid. Style with a lived-in tee and heels for an unexpected night-out look.

Blazer and matching Pants ($70) available in size XS to XL.

7. Classic Blazer

Plaid Blazer and Black Jeans


Style du Monde

Sometimes you just need a reliably polished outfit within arm's reach, which is why we're suggesting this look. Style a plaid blazer with a sweater, jeans, and ankle boots for a consistently perfect ensemble.

Available in sizes XS to L.

8. Pencil Skirt

Spruce up your office essentials for autumn with the addition of a plaid pencil skirt.

Available in size S to L.

9. Bold Blouse

Off-the-Shoulder Plaid Top


Style du Monde

Step up your after-hours wardrobe with a plaid blouse in an eye-catching silhouette.

Available in size 2 to 10.

10. Mixed Prints

One of our favorite layering tricks is mixed prints; try plaid with stripes and animal prints this time around.

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