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.
$29.90
An ivory floral skort with a ruffled tiered silhouette and high-rise smocked waistband.
$32.90
A trendy black denim mini skort with a ruched side seam and high-rise waist.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique, cute look.
$32.90
A stylish olive twill skort with ruched side seam, adjustable drawstring, and fitted shorts lining.
$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.
$24.90
An ivory lace mini skort with a ruched high waist and flowy A-line hanky hem.
$39.90
A chic brown faux leather skort with a high-rise waist and asymmetric wrap-front design.
$39.90
A brown faux leather mini skort with a high-rise waist and western buckle accent.
$29.90
A black pleated ponte skort featuring a high-rise waist and mini-length for a preppy look.
$29.90
An ivory ponte skort with rhinestone bows, high-rise waist, and a flirty bodycon silhouette.
$36.90
A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$26.90
A wild leopard print skort with a high-rise smocked waist and playful ruffled design.
$22.90
A chic black satin mini skort featuring a high-rise waist and adjustable ruched side seam.
$32.90
A chic black ponte mini skort with a high-rise waist and faux leather buckle accents.
$36.90
A trendy brown high-rise mini skort in faux suede with a front wrap tie and shorts lining.
$29.90
A black faux leather skort featuring a high-rise waist and dual side slits for a chic look.
$36.90
A brown twill woven mini skort featuring a high-rise waist and double belted pleated overlay.
$29.90
A chic ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.
$34.90
A dark denim high-rise skort with a faux wrap-front and fitted shorts for casual style.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$15.97 $36.90 57% off
A high-rise ivory knit skort featuring a pleated silhouette and striped waistband for a preppy look.
$26.90
A boho-inspired ivory lace skort with a ruffled drop waist and A-line silhouette.
$32.90
A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.
$44.90
An ivory A-line mini skort with a tiered pleated design and high-rise waist in woven fabric.
$32.90
A black chiffon skort with rhinestone embellishments, featuring a high-rise waist and tiered ruffles.
$32.90
A trendy grey acid wash denim skort with a high-rise waist and adjustable side drawstring.
$19.90
A high-rise black mini skort with adjustable drawstring, smooth knit fabric, and form-hugging fit.
$26.90
A red gingham pleated skort featuring a high-rise waist and stretchy knit shorts lining.
$34.90
A high-rise dark denim skort with a bodycon fit and mini-length hem for casual styling.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$39.90
An edgy black faux leather mini skort with a high-rise waist and functional cargo pockets.
$34.90
A white denim skort with a high-rise waist and wrap front design for a chic silhouette.
$9.97 $32.90 70% off
A charcoal corduroy mini skort with a high-rise waist and hidden fitted shorts for coverage.
$29.90
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$9.97 $29.90 67% off
A chic camel faux suede skort with a high-rise belted waist and built-in shorts lining.
$39.90
A grey plaid mini skort featuring a high-rise fit, pleated overlay, and thin belted design.
$26.90
A leopard print mesh skort with a high-rise waist and tiered ruffled mini-length hem.
$29.90
A high-rise black faux leather skort with a bodycon wrap silhouette and mini-length hem.
$32.90
A trendy leopard-printed mini skort with a mid-rise waist and fitted shorts underneath.
$9.97 $29.90 67% off
A burgundy high-rise nylon skort with adjustable drawstring waist and convenient side pockets.
$39.90
A snake print knit skort with a high-rise waist and cheeky shorts for a bold impression.
$9.97 $29.90 67% off
A charcoal high-rise skort with sporty side stripes and adjustable drawstring, perfect for athleisure.
$34.90
A black denim mini skort with a high-rise waist and stretchy knit shorts lining.
$34.90
A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.
$39.90
A light denim skort with tiered ruffles and a flared silhouette over fitted shorts.
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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: M | 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
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: M
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
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: XS | Knit Fabric
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
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
A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans. Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop SweaterFit & FeaturesStretchy knit fabric, shorts lining, High-rise waist, Pleated silhouette, Striped mini-length hem, Skort has a 9.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Preppy Please Striped Pleated Knit Skort in Black | Size: L | Knit Fabric
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: L | Woven Fabric
Wild and flirty, this leopard skort brings fierce charm in a high-rise waist and ruffled design. Perfect for casual nights out or vacations! Fit & FeaturesWoven fabric, leopard print, Stretch smocked high-rise waist, Ruffled design, Skirt overlay, shorts bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's Wild High-Rise Leopard Ruffle Skort | Size: XS | Woven Fabric
High Waisted Skorts
Let’s be real, the high waisted skort is having a major main character moment, and honestly, it deserves every bit of the spotlight. Whether you’re hopping from brunch to rooftop hangs or just want to feel like a total boss babe running errands, the high waist skort is about to be your new favorite partner in crime. Think of it as the ultimate fashion cheat code: all the flirty, twirl-worthy vibes of a mini skirt, but with the undercover comfort and freedom of shorts. No more worrying about gusty breezes or surprise dance battles—your secret’s safe, and your style is on full blast. The high rise skort flatters your waist, elongates your legs, and pairs effortlessly with literally everything, from cropped tees that show off your confidence to oversized blazers for that “I borrowed this from my crush” energy. It’s a total win for girls who want to look cute without sacrificing comfort or mobility, and honestly, who doesn’t want that?
Gifting a skort high waisted style? You’re about to be everyone’s favorite friend, sister, or secret admirer. These babies are made for the girl who’s always on the go, the one who’s never not down for a spontaneous adventure, or the friend who lives for a good Insta moment. High waisted skorts are a go-to for college students dashing between classes, festival queens who need to keep it cute and functional, or anyone who appreciates a wardrobe staple that can flex from day to night without missing a beat. Imagine showing up to a summer birthday or a just-because brunch with a high waisted skort as a gift—cue the happy dances and endless outfit inspo. And if you’re shopping for yourself (because, hello, self-love is always in season), you’ll love how easy it is to dress up with a sparkly cami and heels or keep it low-key with sneakers and a graphic tee. The versatility is next-level, and you’ll quickly find yourself reaching for your skort high waisted style on repeat, whether you’re headed to a picnic, a concert, or just chilling with your crew.
If you’re ready to level up your wardrobe with a piece that’s equal parts playful and practical, you’re in the right place. High waisted skorts are all about letting your personality shine while giving you the freedom to live your best life—no outfit malfunctions, no holding back. From flirty pleats to sleek, tailored silhouettes, there’s a high waist skort for every vibe and every plan on your calendar. If you’re craving even more inspo or want to see all the latest styles in one place, don’t miss out on our Womens Fashion Skorts collection. It’s packed with options to help you bring the heat, turn heads, and own every room you walk into. So go ahead, pick your favorite, and get ready to make some memories—because with a high waisted skort, you’re unstoppable.