14 Must-Have Plaid Pieces That Check All the Boxes

Between the pinafore style and the tartan corduroy, this dress ($75) is reminiscent of a school uniform — but way, way cooler. It's fun, fresh, and perfect for layering through Fall and even into the holidays.

For a colorful update on the popular sock boot silhouette, opt for these boots ($125), which feature a green-and-blue plaid that looks cool against casual denim.

Give your go-to plaid trousers a run for their money with this wrap jumpsuit ($69), which is equally sophisticated but even easier to wear, thanks to its one-and-done silhouette.

With an asymmetrical cut, strong shoulder, exaggerated ruffle, and dual-scale windowpane print, this statement blouse ($325) has plenty of eye-catching design details but remains surprisingly easy to wear due to the black-and-white palette. Combine it with simple, solid pieces to let the blouse make an impact.

Between the round collar and cinched waist, this coat ($139) offers a ladylike spin on the classic lumberjack jacket. Plus, with its neutral gray-and-tan palette, it'll work well with any cold-weather look.

Go modern in this miniskirt ($70), which features a clean asymmetrical wrap cut and luxe gold buttons. Bring out the accent stripes in the glen plaid by wearing the skirt with navy or camel pieces.

Cher Horowitz's beloved yellow plaid gets an upgrade with this minidress ($198). With the fit-and-flare shape and sweetheart neckline, it still has plenty of vintage appeal. Layer it over a fitted turtleneck and tall boots to make it Fall-friendly.

Your favorite '90s Nike Air Max sneakers ($180) are back with a tartan twist. The sleek all-black shoes are interspersed with edgy patent leather and unexpected flashes of red and yellow tartan.

Bundle up in a cozy, oversize scarf ($29) featuring a plaid pattern in autumnal hues. The brown, tan, and ivory accents are a good match with other warm hues like camel or mustard.

Summer's most popular skirt silhouette gets a Fall update with this midi skirt ($69). It's just as effortless and breezy, but with a colorful plaid print that's perfect for the season ahead.

A blazer ($168) is perhaps the most timeless of any plaid piece. This one has a slightly boxy fit and a longer length for a more effortless, but still powerful, effect.

For just a small dose of plaid, carry this luxe leather bag ($328) printed with a houndstooth pattern. The black and white will pop against neutrals and brights alike.

Traditional glen plaid pants ($238) are made cool and contemporary with navy-and-red side stripes and a cropped, ankle-flare cut.

This shirtdress ($80) is like your favorite flannel shirt in dress form. It's soft and comfortable, includes pockets, and drapes in all the right places — basically your new throw-on-and-go piece.