Pleated High Waist Skirts
Pleated high waist skirts are your new wardrobe BFFs, ready to add a touch of flair and finesse to any outfit you dream up. Whether you're strutting down the city streets or twirling at a garden party, these skirts have got your back, bringing that perfect blend of elegance and edge. With their flattering silhouette and playful pleats, they’re here to make sure every step you take feels like a runway moment. So get ready to turn heads and break hearts because when you slip into one of these beauties, you're not just wearing a skirt—you're making a statement.
$36.90
A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.
$29.90
A black pleated ponte skort featuring a high-rise waist and mini-length for a preppy look.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$39.90
A black satin midi skirt featuring a polka dot print, high-rise waist, and side slit.
$34.90
A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.
$9.97 $32.90 70% off
A khaki cotton-blend mini skirt with a high-rise waist and flirty pleated hem.
$34.90
A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.
$29.90
An ivory ponte pleated mini skirt with eyelet lace trim and a high-rise waist.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$39.90
A breezy black sheer lace maxi skirt with a high-rise waist and asymmetric hem.
$44.90
A beige high-rise maxi skirt with delicate embroidery and a flirty high slit.
$39.90
A trendy brown faux leather mini skort with a high-rise waist and western buckle accent.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$36.90
A chic ivory mesh maxi skirt featuring a flocked floral pattern and high-rise lace-trimmed waist.
$26.90
A black high-rise maxi skirt with a flocked floral pattern and a stylish side slit.
$26.90
A black plaid pleated micro skort with a belted waist and hidden shorts for a preppy look.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$32.90
A black ponte mini skort with a high-rise waist and chic faux leather buckle accents.
$15.97 $36.90 57% off
A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.
$29.90
A chic ivory knit skort with a high-rise waist, double bow design, and pleated skater silhouette.
$15.97 $36.90 57% off
A high-rise ivory knit skort with a pleated silhouette and striped waistband for a preppy look.
$36.90
A fierce leopard print maxi skirt with a high-rise waist and dramatic front slit.
$32.90
A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.
$34.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$44.90
An ivory A-line mini skort with a tiered pleated design and high-rise waist in woven fabric.
$26.90
A sleek brown faux leather mini skirt with a high-rise fit and stylish front slit.
$36.90
A medium denim high-rise mini skirt with adjustable drawstring ties and a flared raw cut hem.
$39.90
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$26.90
A red gingham pleated skort featuring a high-rise waist and stretchy knit shorts lining.
$34.90
A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.
$29.90
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$9.97 $39.90 75% off
An orange ruffled mini skirt in ponte knit with a high waist and bodycon silhouette.
$34.90
A trendy ivory pleated denim mini skirt with a distressed hem and A-line silhouette.
$32.90
A vintage-inspired brown faux leather skort with pleated overlay and stretchy knit shorts lining.
$9.97 $34.90 71% off
A black high-rise bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.
$13.97 $32.90 58% off
A beige woven skort with a high-rise fit, drop waist, and pleated A-line overlay.
$44.90
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
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Windsor Slay It With Style Mini Skirt in Black
$18 $22.90
21% off
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: M | Leather/Satin Fabric
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 Black | Size: L | Faux Suede
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: M
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
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
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
Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, adjustable drawstring, High side slit, Asymmetric maxi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
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: S | Lace Fabric/Knit Fabric/Sheer Lace Fabric
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: M | Knit Fabric
This airy woven midi skirt will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric with a mini-length lining, it features a high waist with the cutest tie detail, a high-cut side slit to showcase some leg, and a flowy slim-fit silhouette. Style with the matching crop top for a fabulous 'fit! Shop Matching Orange Top: Sunny Vibes Bow Back Woven Crop TopFit & FeaturesWoven fabric with mini-length knit lining, minimal stretch, High-rise elasticized waist, Tie detail, High side slit, Flowy slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: S | Knit Fabric/Woven Fabric
Pleated High Waist Skirts
Let’s be real—there’s just something about a high waisted pleated skirt that turns every sidewalk into your personal runway. Whether you’re heading out for a day with your crew or making a statement at your next event, these skirts are the ultimate power move. The high rise silhouette is legendary for cinching you in at just the right spot, giving you that snatched waist and legs-for-days vibe. Pleats bring the drama, catching the light and swishing with every step—basically, you’re the main character. And if you’re all about mixing it up, the high rise pleated mini skirt is your go-to for those moments when you want to show off your confidence (and maybe a little leg). Pair it with a cropped tee and chunky sneakers for a look that says “I woke up like this,” or throw on a fitted blazer and some boots if you’re feeling a bit more boss energy. The versatility is unmatched—wear it to brunch, style it for a night out, or even dress it down for those chill days when you still want to look put together without trying too hard.
Gifting a high waisted pleated skirt? You’re about to win the “Best Gift Giver” title, no contest. These skirts are the kind of wardrobe staple that work for literally everyone—from your fashion-obsessed best friend to your little sis who’s just discovering her style. The beauty of high rise high waisted skirts is that they flatter every body type, making them a thoughtful and confidence-boosting present. Picture your bestie unwrapping a high waisted pleated skirt long enough for her to twirl in—she’s already planning her next Insta post. These skirts aren’t just for special occasions, either. They’re the everyday heroes that make getting dressed fun again. Whether you’re living for bold colors, classic neutrals, or playful prints, there’s a pleated skirt that’ll match your mood and your plans. And don’t even get us started on how they transition from day to night. With a quick shoe swap and a little lip gloss, you’re ready to own the night.
If you’re on the hunt for your next closet obsession, or want to spoil someone who deserves a little extra hype, take a peek at our full lineup of Pleated Skirts for even more inspo. Whether you’re going for the classic high waisted pleated skirt look or reaching for a high rise pleated mini skirt to turn heads, these pieces are all about making you feel unstoppable. Trust—once you slip into one, you’ll wonder how you ever lived without it.