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.

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$29.90

4 star rating

An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.

Sale

$9.97 $36.90 73% off

5 star rating

A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.

Sale

$15.97 $36.90 57% off

5 star rating

A chic brown faux leather mini skirt with pleats and a statement belted waist.

$34.90

A brown floral mesh midi skirt with a high-rise waist and sultry front slit.

Sale

$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.

$34.90

A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.

$29.90

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

$39.90

A black satin midi skirt featuring a polka dot print, high-rise waist, and side slit.

$22.90

4.563636 star rating

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

$34.90

5 star rating

A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.

Sale

$9.97 $34.90 71% off

5 star rating

A black denim mini skirt with a mid-rise waist, pleated A-line silhouette, and cargo pockets.

$26.90

5 star rating

A black high-rise maxi skirt with a flocked floral pattern and a stylish side slit.

Sale

$9.97 $36.90 73% off

5 star rating

A mauve high-rise denim skort with zipper detailing and pleated mini-length hem for versatile style.

$39.90

4.5 star rating

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

$26.90

5 star rating

A black plaid pleated micro skort with a belted waist and hidden shorts for a preppy look.

Sale

$16.97 $39.90 57% off

5 star rating

A black faux leather mini skort with a high-rise waist and pleated knot accent.

$36.90

5 star rating

A playful black mini skort with a high-rise waist, side bow, and form-hugging woven fabric.

$39.90

5 star rating

A trendy brown faux leather mini skort with a high-rise waist and western buckle accent.

$36.90

4 star rating

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

$39.90

5 star rating

A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.

$36.90

5 star rating

A high-rise ivory knit skort with a pleated silhouette and striped waistband for a preppy look.

Sale

$9.97 $34.90 71% off

5 star rating

An A-line leopard print mini skirt with a high-rise waist and satin woven fabric.

$32.90

5 star rating

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

$36.90

5 star rating

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

$34.90

4 star rating

A chic olive cotton skort featuring a pleated skater skirt overlay and fitted woven shorts.

$44.90

An ivory A-line mini skort with a tiered pleated design and high-rise waist in woven fabric.

$29.90

An ivory pleated mini skirt with eyelet lace trim and a high-rise waist for charming elegance.

$36.90

A medium denim high-rise mini skirt with adjustable drawstring ties and a flared raw cut hem.

Sale

$9.97 $36.90 73% off

A medium denim skort with a high-rise adjustable belt and flattering pleated A-line silhouette.

$32.90

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

$34.90

A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.

Sale

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

$26.90

A sleek brown faux leather mini skirt with a high-rise fit and stylish front slit.

$44.90

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

$28.90

A navy blue ponte skort with a high-rise waist and pleated skirt overlay for flirty style.

$32.90

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

$32.90

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

Sale

$13.97 $34.90 60% off

A black high-rise bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.

$34.90

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

Sale

$12.97 $29.90 57% off

A chic ivory skort with pleated design, double-belted waist, and hidden shorts for versatile wear.

$29.90

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

Sale

$9.97 $26.90 63% off

A black ponte knit mini skirt featuring a drop waist and pleated design for playful style.

$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.

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Windsor 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: M | Leather/Satin Fabric

Wild At Heart Long Fringe Skirt in Black
(29) 4.827586 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 Black | Size: S | Faux Suede

Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
(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: L

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: XL

Windsor Sleek Status Faux Leather Mini Skirt in Ivory
Sale
(5) 4.2 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 Ivory | Size: M

Windsor 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: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Red
(5) 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 Red | Size: L

Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange
(4) 4 star rating

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: M | Knit Fabric/Woven Fabric

Channel Cute Mid-Rise Pleated Denim Mini Skirt in Black
Sale
(3) 5 star rating

You'll be channeling cute in this denim mini skirt to the coffee shop or casual plans with friends! The mid-rise waist and pleated A-line silhouette create a flattering fit, while the cargo flap pockets add a touch of utility to hold your cash, cards, or keys. Perfect for any occasion, this mini-length skirt will be a versatile addition to your wardrobe. Complete the look in a smooth basic tee and boots for an edgy-cute vibe! Fit & FeaturesDenim fabric with stretch, Cargo flap pockets, Front button and hidden zipper closure, Mid-rise waist, A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Channel Cute Mid-Rise Pleated Denim Mini Skirt in Black | Size: L

Windsor Floral Sensation High Rise Maxi Skirt in Pink
(3) 5 star rating

Everyone will adore your look in this floral mesh maxi skirt perfect for vacay or weekend plans! With a high-rise waist, it accentuates your figure while the bodycon fit flatters your curves, and the center back slit offers movement. Complete the look with the matching top. Shop The Matching Top: Floral Sensation Strapless Crop BustierFit & FeaturesFloral print, mesh fabric lined with stretchy knit, High-rise waist, Bodycon fit, Center back slit, Maxi-length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Floral Sensation High Rise Maxi Skirt in Pink | Size: S | Mesh Fabric/Mesh Fabric

Pleated High Waist Skirts

Oh, honey, let’s talk about the undeniable charm of pleated high waist skirts! These beauties are not just a piece of clothing; they’re a vibe, a statement, a way of life that screams chic yet playful. Whether you’re the queen of the boardroom or the life of the party, a high rise pleated mini skirt can transform your look from simple to simply stunning. Imagine walking down the street, your skirt swaying with every confident step you take, catching eyes and turning heads. It's not just fashion; it's armor, it's poetry in motion.

Now, let’s get into the nitty-gritty of why these skirts deserve a prime spot in your wardrobe. For starters, the high waist cinches you in at just the right spot, creating an enviable silhouette that works for every body type. It’s like having a bestie who knows all your angles and always makes sure you look great. And the pleats? They’re not just there for decoration. They add movement and depth, giving your outfit a dynamic look that’s both sophisticated and fun. Whether you’re pairing it with a sleek blouse for a day at the office or a sparkly top for a night out with your squad, these skirts are versatile power players in your fashion lineup.

But wait, there’s more! If you’re thinking about gift ideas, a pleated high waist skirt is a thoughtful and stylish choice. It’s the kind of gift that says, “I see you, I get you, and I want you to feel as fabulous as you are.” Perfect for birthdays, graduations, or just because—giving the gift of style is always in season. So whether you’re shopping for yourself or for that special someone who lights up your life, check out our complete collection of Pleated Skirts to find the perfect match. Trust us, it’s a look that never goes out of style, and always leaves a lasting impression. So, go ahead, strut your stuff and let the world know you’re here to slay!