Dressy Skorts
Dressy skorts are the ultimate fusion of style and sass, perfect for our Windsor girl who’s ready to conquer any scene with flair. These chic hybrids deliver the elegance of a skirt with the comfort and confidence of shorts, making them your go-to for everything from brunch dates to dance floors. Whether you're twirling under city lights or strutting through sunlit streets, dressy skorts ensure you’re always on point. So step into these versatile wonders and let your fearless fashionista spirit shine!
SORT:
RECOMMENDED
$9.97 $34.90 71% off
A dark denim acid wash skort with a high-rise waist and form-hugging mini silhouette.
$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.
$29.90
A black ponte mini skort with rhinestone bows, high-rise waist, and flirty front slit.
$9.97 $24.90 60% off
A black mid-rise skort with a bow slit overlay, offering a form-hugging fit and mini-length hem.
$36.90
A playful black mini skort with a high-rise waist, side bow, and form-hugging woven fabric.
$26.90
A black high-rise lace skort with ruffled hem and stretchy knit shorts lining for comfort.
$9.97 $36.90 73% off
A mauve high-rise denim skort with zipper detailing and pleated hem for versatile style.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$39.90
A taupe plaid skort with a high-rise waist and pleated mini skirt overlay.
$39.90
A dark denim mid-rise skort with pleated silhouette and woven shorts lining for playful comfort.
$14.97 $36.90 59% off
A black cotton-blend skort with a high-rise waist and moto-inspired design featuring hidden shorts.
$36.90
A black high-rise skort with a lace-up lattice accent and hidden shorts for stylish outings.
$42.90
A brown faux leather mini skort with a high-rise waist and trendy dual-side buckle accents.
$34.90
A mid-rise denim mini skort with an adjustable belted waist and form-hugging silhouette.
$29.90
A chic ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.
$29.90
An ivory woven skort featuring a high-rise waist, pleated overlay, and hidden side zipper.
$14.97 $36.90 59% off
An edgy snake print denim skort with a high-rise waist and mini-length overlay.
$14.97 $36.90 59% off
A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.
$32.90
A pleated charcoal mini skort with a ribbed high-rise waist and hidden shorts for versatile style.
$22.90
A chic black satin mini skort featuring a high-rise waist and adjustable ruched side seam.
$32.90
A brown faux suede skort with ruched ruffles and a mid-rise waist for stylish layering.
$36.90
A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.
$12.97 $29.90 57% off
A brown plaid wool skort featuring a high-rise waist and hidden shorts for versatile style.
$10.97 $26.90 59% off
A black satin mini skort with a faux pearl pin and high-rise waist for polished elegance.
$9.97 $32.90 70% off
A chic black chiffon skort with a mid-rise waist, ruffled hem, and front tie detail.
$32.90
A black chiffon skort with rhinestone embellishments, featuring a high-rise waist and tiered ruffles.
$12.97 $29.90 57% off
A camel faux suede skort with a high-rise belted waist and built-in shorts lining.
$29.90
A charming ivory lace skort with tiered ruffles and knit-fitted shorts for stylish coverage.
$32.90
A sleek black faux leather skort with a trendy tie-waist and form-hugging mini silhouette.
$29.90
A black sheer lace mini skort with a tiered ruffled design and fitted shorts.
$28.90
A navy blue ponte skort with a high-rise waist and pleated skirt overlay for flirty style.
$34.90
An olive cotton skort with a pleated skater overlay and fitted woven shorts for stylish coverage.
$32.90
A chic charcoal skort with a high-rise fit, drop waist, and pleated A-line overlay.
$32.90
A black ponte mini skort with a high-rise waist and chic faux leather buckle accents.
$32.90
A chic black mini skort with a velvet bow trim and drop waist design for stylish outings.
$29.90
A high-rise black faux leather skort with dual side slits and hidden shorts.
$9.97 $19.90 50% off
A grey pointelle knit skort with a high-rise waist, lace trim, and playful ruffled hem.
$32.90
A high-rise black faux leather skort with a pleated A-line silhouette and stretchy knit lining.
$26.90
A boho-inspired ivory lace skort with a ruffled drop waist and A-line silhouette.
$14.97 $34.90 57% off
A chic black satin mini skort with a high-rise waist and adjustable belt for a perfect fit.
$29.90
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$34.90
A black floral ruffle skort with a high-rise waist and charming side tie detail.
$29.90
A chic ivory skort with pleated design, double-belted waist, and hidden shorts for versatile wear.
$34.90
A sleek black faux leather skort with a high-rise waist and stylish side slit.
$26.90
A black knit high-rise skort with a ruffled hem, offering comfort and a form-hugging fit.
$36.90
A high-rise ivory knit skort with a pleated silhouette and striped waistband for a preppy look.
$29.90
A floral ivory skort with a ruffled tiered silhouette and high-rise smocked waistband.
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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, | Windsor Sweetest Vibe Hanky Hem Lace Mini Skort in Ivory | Size: L | Lace Fabric/Knit Fabric Free Shipping on All Orders Over $75.
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, | Windsor Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black | Size: XS | Cotton Free Shipping on All Orders Over $75.
Windsor Born To Be Coveted Mid-Rise Lace-Up Denim Skort in Medium Denim
$9.97
$36.90
73% off
A coveted summer style starts with this mid-rise denim skort perfect for casual plans! Made from denim fabric, this skort is perfect for showing off your legs in a flirty mini-length hem. Its mid-rise waist and form-hugging fit will accentuate your curves, while the playful skirt overlay with lace-up detailing and a slit adds a touch of edginess. Complete the look in a flirty crop top and sneakers. Fit & FeaturesDenim medium wash fabric, no stretch, Mid-rise waist, Back zipper hook-eye closure, Lace-up, slit accent, Form-hugging fit, Runs true to size, | Windsor Born To Be Coveted Mid-Rise Lace-Up Denim Skort in Medium Denim | Size: L Free Shipping on All Orders Over $75.
Amp up the flirtatious vibes of your everyday 'fit with this pleated skater skort! Designed with a knit fabric with moderate stretch, this adorable skort features a flattering high waist, a chic pleated panel design, and a mini-length hem with the cutest fit and flare silhouette over fitted shorts. Style with a crop top and bomber jacket! Fit & FeaturesKnit fabric with moderate stretch, High waist, Pleated panel design, Mini-length hem, Fit and flare silhouette, Fitted shorts, Runs true to size, | Windsor Flirty Attitude Pleated Knit Skater Skort in Black | Size: S | Knit Fabric Free Shipping on All Orders Over $75.
You'll be the prettiest cutie in this high-rise lace skort! Made from a delicate lace fabric that brings a romantic allure, this mini skort boasts a flattering A-line silhouette with a layered ruffled mini-length hem and shorts lining for comfort and coverage. Complete the look in a cute crop top and sandals! Fit & FeaturesLace fabric, stretchy knit shorts lining, High-rise waist, A-line silhouette, Layered ruffled mini-length hem, Runs true to size, | Windsor Prettiest Cutie High Rise Ruffle Lace Skort in Black | Size: S | Lace Fabric/Knit Fabric Free Shipping on All Orders Over $75.
Windsor Casual Cutie High-Rise Button Front Denim Skort in Medium Denim
$9.97
$39.90
75% off
A high-rise denim skort features a button front design with flap pockets and a shorts lining. Perfect for styling with a cute crop top and sneakers. Fit & FeaturesMedium wash cotton denim fabric, no stretch, shorts lining, High-rise waist, Button front closures, Flap pockets, Form-hugging mini-length silhouette, Skort in size small has a 2.5" inseam, Runs true to size, | Windsor Casual Cutie High-Rise Button Front Denim Skort in Medium Denim | Size: S | Cotton Free Shipping on All Orders Over $75.
Preppy Please Striped Pleated Knit Skort in Natural
$9.97
$39.90
75% off
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, | Windsor Preppy Please Striped Pleated Knit Skort in Natural | Size: L | Knit Fabric Free Shipping on All Orders Over $75.
Practical Charm High Rise Zipper Pleated Denim Skort in Mauve
$9.97
$36.90
73% off
Perfect for any occasion, this mini denim skort combines fashion and practicality effortlessly. The high-rise waist and zipper detailing add a touch of edge, while the pleated mini-length hem on twill denim fabric brings a charming allure. Complete the look with the matching shacket. Shop Matching Shacket: Practical Charm Zip Up Denim ShacketFit & FeaturesTwill denim fabric, stretchy knit shorts lining, High-rise waist, zipper detailing, Back zipper closure, Pleated mini-length hem, Skort in size small has an 11.5" front rise with a 1.5" inseam, Runs true to size, | Windsor Practical Charm High Rise Zipper Pleated Denim Skort in Mauve | Size: M | Knit Fabric Free Shipping on All Orders Over $75.
This denim mini skort is a flirty pick for making your crush blush! The mid-rise waist and pleated silhouette highlight your curves while the mini-length hem adds a playful touch with faux pocket lining. Features woven shorts lining for extra comfort. Complete the look in a cute crop top and sneakers. Fit & FeaturesLight wash denim fabric, non-stretch, Mid-rise waist, Front button and hidden zipper closure, Pleated silhouette, Faux pocket and woven shorts lining, Skort in size small has an approximate 1.5" inseam, Runs true to size, | Windsor Flirty Pick Mid-Rise Pleated Denim Skort in Dark Denim | Size: S Free Shipping on All Orders Over $75.
Windsor Carefree Cool Mid Rise Belted Denim Skort in Rust
$9.97
$34.90
71% off
A denim mini skort features a flattering mid-rise belted waist and a bodycon silhouette for a trendy look. Perfect for casual occasions. Fit & FeaturesDenim fabric, shorts lining minimal stretch, Mid-rise adjustable belted waist, Bodycon mini-length silhouette, Front button and hidden zipper closure, Two-pocket styling, Runs true to size, | Windsor Carefree Cool Mid Rise Belted Denim Skort in Rust | Size: M Free Shipping on All Orders Over $75.