Pleated Skirts

Pleated skirts are having their moment, and honestly, we're here for it! Whether you're channeling your inner preppy queen or serving up some serious vintage vibes, these skirts are the ultimate wardrobe MVPs. Perfect for those days when you want to twirl through life with a little extra flair, pleated skirts have a way of turning any sidewalk into your personal runway. From brunch dates to spontaneous adventures, these beauties are ready to make every outfit pop with personality and charm. So go ahead, strut your stuff and let those pleats do the talking—because you're nothing short of fabulous!

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$29.90

5 star rating

A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.

$39.90

4.5 star rating

A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.

$29.90

A black knit mini skort featuring a high-rise waist, pleated silhouette, and contrast bow tie trim.

New Arrival

$39.90

A navy blue plaid mini skirt featuring a lace-up high waist and flouncy woven fabric hem.

Sale

$9.97 $36.90 73% off

5 star rating

A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.

$32.90

5 star rating

A chic black ponte mini skort with a high-rise waist and faux leather buckle accents.

$32.90

A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.

$28.90

A flirty ivory ponte skort with a high-rise waist and pleated skirt overlay for coverage.

$29.90

An ivory ponte pleated mini skirt with a flirty eyelet lace trim and high-rise waist.

$34.90

5 star rating

A leopard print denim mini skort featuring a belted mid-rise waist and pleated skirt overlay.

Sale

$9.97 $32.90 70% off

A beige woven skort with a high-rise fit, drop waist, and pleated A-line overlay.

$39.90

A black satin midi skirt with a high-rise waist, polka dots, and a side slit.

New Arrival

$36.90

A natural linen-blend skort featuring a pleated A-line mini overlay and hidden fitted shorts.

$34.90

5 star rating

A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.

$32.90

5 star rating

A vintage-inspired brown faux leather skort with pleated overlay and stretchy knit shorts lining.

$36.90

5 star rating

A grey plaid pleated skort with a drop waist and hidden shorts, crafted from knit fabric.

$36.90

A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.

$29.90

A black faux leather skort with a drop-waist design and hidden cheeky shorts.

Sale

$13.97 $34.90 60% off

A pleated ivory denim mini skirt with a distressed hem and A-line silhouette for casual flair.

Sale

$13.97 $34.90 60% off

A mid-rise pleated denim mini skirt with a dual belted waist and back zipper closure.

$26.90

A red gingham pleated skort with a high-rise waist and stretchy knit shorts lining.

$39.90

A medium denim skort featuring a pleated mini skirt overlay and edgy exposed pockets.

$34.90

A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.

$22.90

4.563636 star rating

A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.

$26.90

4.166667 star rating

A flirty ivory midi skirt with ruched detailing and an asymmetric high-side slit in stretchy knit.

$36.90

4 star rating

A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.

$29.90

5 star rating

A chic ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.

$39.90

A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.

$44.90

A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.

$26.90

A black satin skater skirt featuring a high-rise waist and a flirty faux wrap design.

New Arrival

$42.90

A black twill stretch skater dress featuring a belted waist, pleated mini skirt, and strapless neckline.

Sale

$15.97 $36.90 57% off

A sleek black faux leather mini skort with pleated overlay and high-rise waist.

$39.90

A taupe gingham woven maxi skirt featuring a high-rise elastic waist and a stylish front slit.

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Slay It With Style Mini Skirt in Black
Sale
(42) 4.6190476 star rating

Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look. Fit & FeaturesHigh-rise fit, Vertical seam details, back zipper, Front slit accent, Form-hugging fit, Mini-length hem, Unlined faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Slay It With Style Mini Skirt in Black | Size: L | Leather/Satin Fabric

Wild At Heart Long Fringe Skirt in Tan
(33) 4.848485 star rating

Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: XS | Faux Suede

Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
Sale
(19) 4.9473686 star rating

This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules. Fit & FeaturesMid-rise waist, hidden front buttons, zipper closure, Included removable belt, double grommet design, Dual cargo-style side pockets, Mini-length hem, Fitted silhouette, Denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2 | Size: S

Windsor Serving Style Cargo Mini Skirt in Brown
(19) 4.8421054 star rating

Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules. Fit & FeaturesHigh-rise waist, Belt loops, hidden front zipper, button closure, Vertical seams, Cargo side pockets, Mini-length hem, form-hugging fit, Twill fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Style Cargo Mini Skirt in Brown | Size: S

Bold Staple Ruched Asymmetrical Midi Skirt in Black
(9) 5 star rating

Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS

Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural
(9) 4.888889 star rating

Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: M

Windsor Sleek Status Faux Leather Mini Skirt in Black
(6) 3.6666667 star rating

Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: S

Flirty Ways Ruched High Slit Midi Skirt in Ivory
(6) 4.1666665 star rating

With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit Fabric

Windsor First Take Micro Slit Mini Skirt in Black
(5) 5 star rating

Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed! Fit & FeaturesStretchy knit fabric, High-rise waist, Side slit, Bodycon silhouette, Micro mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor First Take Micro Slit Mini Skirt in Black | Size: L | Knit Fabric

Keep A Secret Lace Slit Maxi Skirt in Black
(5) 4.8 star rating

Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Pleated Skirts

When it comes to leveling up your wardrobe, pleated skirts are the ultimate power move—effortlessly flirty, endlessly versatile, and always ready to turn a sidewalk into your personal runway. Whether you’re planning a spontaneous brunch with your besties or need a no-brainer piece to take you from coffee runs to rooftop hangs, a pleated skirt delivers the perfect blend of polish and playfulness. Think about it: those crisp, structured folds add just the right amount of movement to every step, so you’re never just walking—you’re making an entrance. The beauty of a windsor pleated skirt is in the details: the swish of fabric as you twirl, the way it catches the light, and how it instantly upgrades even the simplest tee or tank. And let’s not forget the range—mini skirts pleated for that cheeky, leggy vibe, or casual pleated skirts that keep things comfy without sacrificing style. There’s a pleated mini skirt for every personality, from the girl who lives for a bold pop of color to the one who keeps it classic in neutrals but isn’t afraid to add a little edge with a graphic tee and chunky sneakers.

Gifting a pleated skirt is like handing over a confidence boost wrapped in fabric—perfect for birthdays, graduations, or just-because surprises for your ride-or-die. It’s the kind of piece that works for everyone, whether she’s all about that preppy, polished look or prefers to mix things up with a little street-style flair. Picture your best friend unwrapping a pleated skirt and immediately planning her next outfit—pairing it with a slouchy sweater for late-night ice cream runs or dressing it up with a fitted blouse for a dinner date. The possibilities are endless, and that’s what makes pleated skirts such a closet essential. They’re a go-to for last-minute plans, spontaneous adventures, and those “I have nothing to wear” moments that call for a quick confidence boost. Plus, with the variety of lengths and silhouettes out there, finding your perfect fit is a breeze. Whether you’re all about the drama of a high-waisted pleated mini skirt or love the laid-back vibes of casual pleated skirts, you’re guaranteed to find a style that’s totally you.

Ready to make some moves? Dive into the world of pleats and discover just how many ways you can style, spin, and slay in these iconic skirts. From first dates to best friend photo shoots, a pleated skirt is your secret weapon for looking put-together with zero effort required. If you’re feeling inspired to add a little extra twirl to your day, check out our collection of Pleated Fashion Skirts and find the piece that’s about to become your new obsession. Trust us—once you’ve felt the confidence that comes with a perfectly pleated skirt, you’ll wonder how you ever lived without it.

Top Picks For Pleated Skirts