High Waisted Skorts
High waisted skorts are the ultimate game-changer, blending the flirty fun of a skirt with the fearless comfort of shorts. Perfect for the Windsor girl who's ready to conquer her day, these versatile pieces are your go-to for everything from brunch dates to dance-offs. With a dash of cheeky charm and a sprinkle of modern style, high waisted skorts let you strut your stuff with confidence, making sure you're always the life of the party. So go ahead, twirl, skip, and sashay your way through life—these skorts have got your back!
$24.90
An A-line high-rise black skort in ponte knit offers a polished look with moderate stretch.
$27.90
A black ponte mini skort with a high-rise waist and dual front slits for a chic look.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$36.90
A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$29.90
An ivory ponte skort with rhinestone bows, high-rise waist, and a flirty bodycon silhouette.
$29.90
An ivory floral skort with a ruffled tiered silhouette and high-rise smocked waistband.
$46.90
A black high-rise denim skort featuring buckle front detailing, bodycon fit, and a mini-length hem.
$36.90
A high-rise black denim skort with a wrap design and functional cargo pockets.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$34.90
A flowy off-white mini skort featuring a dainty floral print, tiered ruffles, and hidden shorts.
$36.90
A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.
$32.90
A trendy black denim mini skort with a ruched side seam and high-rise waist.
$29.90
A black faux leather skort featuring a high-rise waist and dual side slits for a chic look.
$32.90
A chic black ponte mini skort with a high-rise waist and faux leather buckle accents.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$19.90
A sleek black knit mini skort featuring a high-rise waist and adjustable side drawstring for a custom fit.
$29.90
A white high-rise denim skort with a faux wrap-front, hidden shorts, and minimal-stretch cotton blend.
$29.90
A chic ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.
$13.97 $32.90 58% off
A trendy leopard-printed mini skort with a mid-rise waist and fitted shorts underneath.
$39.90
A trendy grey acid wash denim skort with a high-rise waist and adjustable side drawstring.
$27.90
A chic ivory ponte skort featuring a high-rise waist, side slits, and a form-hugging fit.
$29.90
A red linen-like cotton skort featuring a high-rise waist, wrap side tie, and back pockets.
$32.90
A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.
$34.90
A high-rise white skort with a wrap front and belt for a chic, edgy look.
$24.90
An off-white high-rise skort with a flowy silhouette and charming uneven lace trim hem.
$32.90
A bold black and white striped knit skort featuring a high-rise waist and playful ruffled hem.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a chic look.
$24.90
A brown knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.
$36.90
A natural high-rise mini skort featuring a printed woven overlay, side tie, and stretchy knit shorts lining.
$29.90
A high-rise black faux leather skort with a bodycon wrap silhouette and mini-length hem.
$9.97 $32.90 70% off
A charcoal corduroy mini skort with a high-rise waist and hidden fitted shorts for coverage.
$39.90
A black faux leather mini skort with a high-rise waist and functional cargo side pockets.
$29.90
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$34.90
A chic white denim skort with a high-rise waist and asymmetric faux wrap-front overlay.
$34.90
A black knit high-rise mini skort featuring a ruffled skirt overlay and comfortable shorts lining.
$9.97 $29.90 67% off
A chic camel faux suede skort with a high-rise belted waist and built-in shorts lining.
$34.90
A high-rise dark denim skort with a bodycon fit and mini-length hem for casual styling.
$9.97 $29.90 67% off
A burgundy high-rise nylon skort with adjustable drawstring waist and convenient side pockets.
$13.97 $32.90 58% off
A stylish olive twill skort with ruched side seam, adjustable drawstring, and fitted shorts lining.
$39.90
A light denim skort featuring a playful heart print, high-rise waist, and ruffled mini-length hem.
$26.90
A leopard print mesh skort with a high-rise waist and tiered ruffled mini-length hem.
$26.90
A red gingham pleated skort with a high-rise waist and stretchy knit shorts lining.
$28.90
A flirty ivory ponte skort with a high-rise waist and pleated skirt overlay for coverage.
$34.90
A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.
$34.90
A high-rise grey acid wash denim skort with an envelope front and form-hugging mini-length hem.
$39.90
A high-rise acid wash denim skort with a ruched side tie and built-in shorts for vintage flair.
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Radiate the sweetest vibe in this adorable hanky hem mini skort! Designed with an airy sheer floral lace fabric and a knit lining, this pretty skort will bring that boho-chic flair. The ruched high waist leads to a hanky hem with an asymmetric design creating an effortless flowy A-line silhouette over fitted shorts. Style with a crop top and mules for a sunset happy hour! Fit & FeaturesStretchy sheer floral lace fabric with knit lining, Ruched high waist, Mini-length hanky hem, A-line fit, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweetest Vibe Hanky Hem Lace Mini Skort in Ivory | Size: L | Lace Fabric/Knit Fabric
Capture cool vibes in this on-trend acid-wash denim skort! Designed with a cotton-blend denim fabric, the skort offers a moderate stretch. The flattering mid-rise waist leads to a mini-length overlay over hidden fitted shorts for coverage. The skort features a classic five-pocket and belt loop design and a hidden front zipper and button closure. Style with a graphic tee and combat boots for an edgy-chic concert look. Fit & FeaturesAcid wash cotton-blend denim fabric, moderate stretch, Mid-rise waist, Five-pocket and belt loop design, hidden front zipper, button closure, Mini-length overlay, hidden fitted shorts, Form-hugging fit, Skort in size small has a 10" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black | Size: XL | Cotton
Look and feel charming in this lace skort designed with flirty ruffles and knit-fitted shorts for coverage. Pair with a jean jacket. Fit & FeaturesMesh floral lace fabrication, moderate stretch, Drop waist, Tiered-ruffles, Mini skirt-like overlay, Knit fitted shorts, Skort in size small has an 8" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Allure Drop Waist Tiered Lace Skort in Ivory | Size: L | Lace Fabric
Bring on the compliments in this high-rise skort featuring a flattering A-line silhouette and mini-length hem. The smooth ponte knit fabric offers a polished look and plenty of stretch. Fit & FeaturesPonte knit fabric, shorts lining, moderate stretch, High-rise waist, A-line silhouette, Mini-length hem, Skort has a 11.5” front rise with a 1.5” inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Admirable Style High-Rise Ponte Mini Skort in Ivory | Size: S | Knit Fabric
Look and feel darling in this ruffled denim skort for daytime fun! Fit & FeaturesMedium wash denim fabric, High-rise waist, front button and zipper closure, belt loops, Form-hugging fit, Ruffled mini skirt overlay, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daylight Darling High-Rise Ruffled Denim Skort in Med Denim | Size: M
Achieve a preppy look with this pleated ponte skort in a flattering high-rise waist and mini-length perfect for showing off boots or flats! Fit & FeaturesPonte knit fabric, shorts lining, High-rise waist, Pleated skirt overlay, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor School's Out High-Rise Pleated Ponte Skort in Black | Size: S | Knit Fabric
Cute and trendy, this denim mini skort adds a flirtatious vibe to your 'fits with its tiered ruffled design. The short overlay offers a flared silhouette over hidden fitted shorts for coverage. Fit & FeaturesDenim fabric, Mid-rise waist, back zipper closure, V-shaped waist seam, Tiered ruffled design, Mini-length overlay, flared silhouette, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Trendsetter Ruffled Denim Skort in Light Denim | Size: S
A mid-rise denim mini skort offers a flattering adjustable belted waist and form-hugging fit. Style with a crop top for any plans. Fit & FeaturesCotton-blend denim fabric, minimal stretch, Mid-rise adjustable belted waist, Form-hugging mini-length silhouette, Front dual button and hidden zipper closure, Two-pocket styling , Skort in size small has a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Effect Mid-Rise Belted Denim Mini Skort | Size: XS | Cotton
Unleash your fierce and trendy side in this leopard mini skort! The belted waist and pleated skirt overlay create a trendy look while the mini hem shows off your legs. Fit & FeaturesLeopard print, denim fabric, Mid-rise belted waist, belt loop accents, Pleated skirt overlay, side zipper closure, Shorts lining, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fierce And Trendy Mid-Rise Leopard Mini Skort | Size: M
You're just a girl who loves to look cute and casual, and this striped boxer skort is just the ticket! With a flattering mid-rise waist with button accents and a form-hugging fit, you'll love having this skort in the lineup. Fit & FeaturesStriped print, woven fabric, Elasticized mid-rise waist, button accents, Form-hugging fit, Shorts lining, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Just A Girl Mid-Rise Striped Boxer Skort in Pink | Size: M | Woven Fabric
High Waisted Skorts
When it comes to serving a look that’s equal parts flirty and functional, nothing has your back quite like a high waisted skort. These aren’t just a throwback to your favorite playground days—they’re a total style power move, made for the girl who’s always on the go but refuses to compromise her vibe. Picture this: you’re dashing from brunch with your crew to that outdoor concert you’ve been counting down to, and your high waist skort is keeping up with every step. The magic is all in the details—think flattering high rise silhouettes that cinch you just right, playful hemlines that show off those legs, and built-in shorts that mean you can hit the dance floor or hop on a bike without a second thought. Whether you’re rocking a high rise mini skort with a crop top and sneakers for a day out, or dressing it up with a silky cami and heels for a night that’s sure to go late, this is the piece that says, “I came to slay, but I’m here for a good time, too.”
High waisted skorts are that rare find that checks every box: comfort, confidence, and just a little bit of sass. They’re a go-to for the girl who’s all about living in the moment, whether she’s exploring a new city, hitting up a rooftop party, or just running errands but still wants to look cute enough for a spontaneous Insta pic. And let’s be real—these skorts make the best gifts for your bestie who’s always borrowing your closet, or for that sister who somehow manages to make every fit look effortless. The high rise fit is super flattering on every body type, giving you that snatched waist and a little extra coverage, while the mini length keeps things spicy. It’s the ultimate blend of skirt energy with the chill of shorts, and once you slip one on, there’s no going back. You’ll wonder how you ever survived without the freedom to twirl, jump, or even drop it low without a single care.
From breezy days at the park to late-night adventures, high waisted skorts are your ride-or-die for every plan on your calendar. They’re easy to dress up or down, and they play nice with basically everything in your wardrobe—from oversized tees and denim jackets to statement jewelry and killer boots. If you’re ready to level up your closet with a piece that’s as bold and versatile as you are, check out the full lineup of styles on our Womens Fashion Skorts page. Trust—once you find your perfect fit, you’ll be reaching for it every time you want to feel unstoppable.