We discovered yet another old item finding its way back into our closet during the previous year. Plaid skirts, both short, pleated versions and long, flowy versions, were all over the place, motivating us to go preppy. We were compelled to pair them with socks, loafers, and sweaters, producing outfits that nailed both the schoolcore and light academic trends, using social media as our guide.
Now that fall has arrived, we’re ready to try out some more plaid skirt outfit ideas. Because this artwork is so flexible, there’s no surprise that there’s a lot of inspiration out there. Whether you prefer classic styles or like to explore new ways to wear old ones, there are plenty of looks to test out ahead.
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The Schoolcore Way

You’ve nailed the look with a T-shirt, scrunched-up socks, and a pair of sneakers or loafers.
As Part of a Set

You can also add a plaid button-down in a similar colorway to a suit to try out the 3-piece ensemble style for autumn 2021.
With a Polo

The perfect match is two classically preppy outfits.
With a Turtleneck

When in doubt, this simple shirt option never fails to look cute.
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Monochromatic

Even if the colours aren’t a perfect match, pairing your skirt with a top, shoes, and accessories from the same or comparable colour families will result in a standout look.
With a Vest

A must-have item for the year 2021.
Layered Over Pants

Yes, the Y2K craze has returned, and there’s no better opportunity to try something new.
Styled For Chilly Days

Longer-length boots and a checkered maxi skirt will act as a blanket for your legs. A leather jacket completes the ensemble.
With a Blazer

Although this is a slick layering option, a pair of boots and chain necklaces will keep your appearance from being too corporate.
With a Graphic Top

This styling decision will help to make your structured plaid skirt more relaxed and laid-back.
Complete With Some Sneakers

The crazier and more colourful the better.
Colorblocked

Get out of your comfort zone by combining elements that appear to be diametrically opposed. Patricia Field employs this method when designing classic ensembles for Carrie Bradshaw and Emily in Paris.
With a Sweatshirt

You don’t have to give up all your cosy clothes just because you’re switching out your jeans and joggers for a checkered skirt. This babe also looks great with a solid hoodie and a pair of chunky boots.
Paired With Standout Pieces

Statement elements like a leather blazer and fluffy slipper shoes will make a plaid skirt and T-shirt pair really stand out.
Grunge-Inspired

Put on that graphic tee with a camo jacket and combat boots for a fun punk look.
Mixing Prints

While tartan skirts have a timeless and traditional sense to them, adding a print will make your outfit feel unexpected and lively.