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.
$9.97 $29.90 67% off
An ivory pleated mini skirt with eyelet lace trim and a high-rise waist for charming style.
$36.90
A trendy denim mini skirt with a pleated silhouette and flattering mid-rise waist.
$13.97 $34.90 60% off
A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$12.97 $29.90 57% off
A black knit mini skort with a high-rise waist, pleated silhouette, and contrast bow tie trim.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$36.90
A black and white gingham mini skirt featuring a high-rise waist and bodycon silhouette in woven fabric.
$16.97 $39.90 57% off
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$36.90
A natural linen-blend mini skirt featuring a high-rise waist and playful ruffled hem for casual outings.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$36.90
A fierce leopard print maxi skirt with a high-rise waist and dramatic front slit.
$36.90
A grey plaid pleated skort with a drop waist and hidden shorts, crafted from knit fabric.
$29.90
A tan tropical print midi skirt featuring a high-rise waist, mesh overlay, and form-hugging silhouette.
$18.97 $44.90 58% off
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$32.90
A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.
$26.90
A sleek brown faux leather mini skirt with a high-rise fit and stylish front slit.
$13.97 $34.90 60% off
A trendy ivory pleated denim mini skirt with a distressed hem and A-line silhouette.
$36.90
A natural linen-blend skort featuring a pleated A-line mini overlay and hidden fitted shorts.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
$9.97 $42.90 77% off
A high-rise denim skater skort with a contrast tie-front waistband, pleating, and hidden fitted shorts.
$28.90
A flirty ivory ponte skort with a high-rise waist and pleated skirt overlay for coverage.
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Slay It With Style Mini Skirt in Black
$9.97 $22.90
56% 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: L | 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 Tan | Size: XS | Faux Suede
Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
$13.97 $34.90
60% off
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
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
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
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 Ivory | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric
Call Me Cutie Floral Eyelet Mini Skirt in White
$16.97 $39.90
57% off
Get ready for everyone to call you cute in this floral mini skirt designed with a flirty layered ruffle that captures attention and a mini-length hem that lets you flaunt your figure. Pair with the matching top. Shop Matching Top: Call Me Cutie Lace-Up Floral Eyelet Corset TopFit & FeaturesFloral print, eyelet woven lined fabric, Stretchy smocked high-rise waist, Layered ruffle , Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Call Me Cutie Floral Eyelet Mini Skirt in White | Size: L
Pleated High Waist Skirts
Ready to make every sidewalk your runway? High waisted pleated skirts are basically your ticket to main character energy, no matter where you’re headed. There’s just something about that swish, that crisp structure, and that oh-so-flattering high waist that makes you feel like you’re living in your own music video, even if you’re just grabbing coffee or heading to class. The high waist pleated skirt is a total chameleon in your closet—pair it with a crop top and sneakers for that off-duty model vibe, or level up with a fitted turtleneck and boots for an effortlessly polished look. If you’re the queen of mixing and matching, you’ll love how a high waisted pleated midi skirt can go from brunch to date night with just a quick switch-up of accessories. And let’s be real, nothing beats the drama of a black high waisted pleated skirt—it’s the ultimate power move that works for literally any occasion, from big presentations to spontaneous nights out with your crew.
Gifting a high rise pleated skirt? Instant best friend points. It’s the kind of piece that feels special but never fussy—perfect for the friend who loves to make an entrance or the sister who’s always ahead of the trends. Picture this: she unwraps it, gives you that “are you serious?” look, and then immediately starts planning outfits in her head. That’s the magic of pleats—they bring a little extra joy to every day, making even the most basic tee feel elevated. And if you’re shopping for yourself (because self-love is the best love), think about all the ways you’ll wear it: twirling through the city, making heads turn at your next event, or just feeling like your most confident self at work or school. High waisted pleated skirts aren’t just a trend—they’re a forever favorite for anyone who loves a mix of comfort, style, and that extra hint of drama. Ready to find your new obsession? Dive into our full collection of Pleated Skirts and let the good vibes (and the compliments) roll.