Preppy pleated skirt styles that you need right now.

Pleated Skirt Trend

When it comes to fall fashion, back-to-school will forever be the vibe—no matter how many years it’s been since graduation day.

And, of course, when that season comes back around each and every year, there are certain preppy trends that we pull from.

Chunky loafers, collared shirts, and—of course—pleated skirts always top the list, infusing your autumn wardrobe with that instant baseline of chic.

Style Tip: pleated skirt styles

When it comes to pleated skirt styles, however, your options run the gamut.

You can go tailored, sporty, or something in between; with hemlines ranging from micro mini to tea-length and more.

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Best Brands

Miu Miu, Prada, and—naturally—Thom Browne have driven the preppy trend home this fall, meaning that we have a range of pleated skirt styles to choose from as the temperature begins to drop and we transition our looks to suit the fickle seasonal weather.


From printed pleated mini skirts that are reminiscent of the Clueless-era early-aughts to sporty throw-on-and-goes; elegant knife-pleated midi skirts and more.

Shop our favorite pleated skirts for fall, right this way.

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Our Top Picks

Best Black Pleated Skirt


Miu Miu Pleated Raw-Edge Mohair Mini Skirt

Shop Now at Moda Operandi

For the ultimate in schoolgirl vibe, go for a black or navy mini pleated skirt with tonal belt loops.

Miu Miu tailored its whole collection this season to the youthfully sporty trend, so now’s the time to indulge if you haven’t already.

Best Green Pleated Skirt


Sunday Best Olive Micro Pleated Skirt

Shop Now at Aritzia

Go for that Cher Horowitz look with a mini skirt that’s pleated all around like your favorite preppy on-screen style icon.

Here, you can shop the simple bottom in a range of hues and patterns and collect one for your every mood!

Best Pleated Midi Skirt


Cefinn Colette Two-Tone Pleated Knitted Midi Skirt

Shop Now at Net-a-Porter

This pleated skirt is elegance at its best, boasting a colorblock elongated hemline that makes a traditional pull-on skirt a little bit more elevated, whether you choose to style it with a cotton T-shirt, silk camisole, or something in between.

Best Pleated Mini Skirt


J.Crew Pleated Chino Mini Skirt

Shop Now at J.Crew

Keep it casual with a chino mini skirt that has wider pleats than the masses.

This pleated skirt allows for fewer pleats around, giving the skirt a little bit more body, and pairs expertly with an equally preppy polo shirt or cable knit sweater.

Best Preppy Pleated Skirt


Thom Browne Cropped Back Pleated Skirt

Shop Now at Saks

Few do preppy separates quite like Thom Browne, and this pleated skirt is no exception.

What sets this particular mini apart from the rest, though, is the striped cotton poplin that lies in between each herringbone wool pleat.

Don’t forget to pair it with classic platform boots to complete the look.

Best Wool Pleated Skirt


Polo Ralph Lauren Pleated Merino Wool Miniskirt

Shop Now at Nordstrom

When it comes to a throw-on-and-go pleated skirt, this is the one for you.

Made of a knit merino wool, this Polo mini will take you through morning, noon, and night without showing any signs of wear.

Suede jackets will add nice preppy touch!

Best White Pleated Skirt


Erdem Nesrine Pleated Printed Poplin Midi Skirt

Shop Now at Net-a-Porter

For the crisp poplin shirt lover, this is the pleated skirt for you.

Boasting a subtle blue floral print, this cotton midi skirt is Erdem’s answer to tailoring at its best, without feeling stuffy.

Best Knit Pleated Skirt


Sandro Short Pleated Knit Skirt

Shop Now at Sandro

This pleated skirt from Sandro is a great way to continue to wear white long past Labor Day.

Featuring clean pleats, it’s made of a knit blend that feels more cold-weather than it does warm, especially when styled with opaque tights underneath.

Best Pink Pleated Skirt


Alice + Olivia Carter Pleated Faux Leather Miniskirt

Shop Now at Nordstrom

Have some fun with color by shopping this early-aughts style. In pale pink faux leather, this pleated skirt is edgy but sweet, all at the same time.

Wear your favorite crop top to make it better!

Best Flowy Pleated Skirt


Mango Pleated Midi Skirt

Shop Now at Mango

This pleated midi skirt simply screams fall.

Made of a knit blend that’s crafted to look like a heathered wool, it’s knife pleated from top to bottom, but hangs with a weight that allows it to more easily flow.

Best Plaid Pleated Skirt


Ronny Kobo Ronasin Pleated Plaid Mini Skirt

Shop Now at Intermix

If you want a pleated skirt that truly leans into the schoolgirl vibe, go for this plaid mini that, while mainly hunter green and navy, boasts all the bright primary colors to give it a bit more pop.

Best Pleated Mini Skirt


Forè Plaid Pleated Mini Skirt

Shop Now at Bloomingdales

Have fun with your ‘90s inspired plaid pleated mini with this style that boasts not one, but two different plaid patterns.

In a variety of bright colors, all you need is a classic white T-shirt or black cashmere pullover and you’re good to go.

Best Fall Pleated Skirt


Lafayette 148 New York Pleated Plaid Kilt Mini Skirt

Shop Now at Bergdorf Goodman

Go Scottish with your appeal, leaning into the fall pleated skirt look of plaid, wool, buckles, and a general kilt-esque mentality.

Best Faux Leather Pleated Skirt


MM6 Maison Margiela Pleated Faux-Leather Midi Skirt

Shop Now at Matches

Choose an edgier leather look with this faux midi skirt. With knife pleats, it creates body as you stand and move, best styled with a slim sweater or bodysuit underneath.

Pro Tip: how to style a pleated skirt

Ace that preppy vibe by styling your pleated skirt with a cashmere cable knit, piqué polo, and more. 

Minis, midis, and maxis galore, shop the preppiest pleated skirt trend of the season right here.

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