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!
$36.90
A grey plaid skort featuring a pleated drop waist and hidden shorts for a chic look.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$29.90
A charming ivory lace skort with tiered ruffles and knit-fitted shorts for stylish coverage.
$39.90
A mid-rise denim mini skort with an adjustable belted waist and form-hugging silhouette.
$34.90
A black knit high-rise skort featuring a ruffled mini skirt overlay and comfortable shorts lining.
$32.90
A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.
$26.90
A chic black faux leather skort with a high-rise waist and flowy A-line silhouette.
$28.90
A flirty ivory ponte skort with a high-rise waist and pleated skirt overlay for coverage.
$36.90
An edgy black acid-wash denim skort featuring a mini-length overlay and hidden shorts for coverage.
$24.90
An off-white high-rise skort with a flowy silhouette and charming uneven lace trim hem.
$12.97 $29.90 57% off
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$26.90
A leopard print mesh skort with a high-rise waist and tiered ruffled mini-length hem.
$27.90
A chic ivory mini skort with a high-rise waist and dual front slits in ponte knit.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$34.90
A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.
$34.90
A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.
$46.90
A high-rise medium denim skort with buckle detailing and a bodycon fit for a Western vibe.
$22.90
A sleek black bodycon mini skort with faux leather fabric and a high-rise waist.
$34.90
A brown denim mini skort with a high-rise waist and dual front slits for a chic look.
$34.90
An off-white sheer lace mini skort featuring a drop waist and tiered ruffled overlay with hidden shorts.
$36.90
A leopard print denim mini skort featuring a belted mid-rise waist and pleated skirt overlay.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique, cute look.
$39.90
A faux leather mini skort with a western belted waist, perfect for concerts and festivals.
$24.90
A brown knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.
$34.90
An olive green twill skort featuring a belted mid-rise waist, bodycon fit, and four-pocket styling.
$34.90
A black faux leather mini skort with high-rise waist and dual front cargo flap pockets.
$26.90
A gingham printed mini skort in black and white with a trendy faux belted front design.
$39.90
A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.
$39.90
A trendy grey acid wash denim skort with a high-rise waist and adjustable side drawstring.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$27.90
A black ponte knit mini skort featuring a chic bow trim and flattering high-rise bodycon fit.
$42.90
A black faux leather mini skort featuring a high-rise waist and edgy grommet trim hem.
$34.90
A stylish brown denim skort with a mid-rise waist and bodycon fit for a trendy look.
$34.90
A dark denim mini skort featuring a mid-rise waist and a stylish front skirt overlay with slit.
$34.90
An edgy brown denim skort with an acid wash, mid-rise waist, and mini-length hem.
$34.90
A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.
$29.90
A high-rise faux leather skort in black with a bodycon wrap silhouette and mini-length hem.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
Now Trending
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: M | Lace 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: S | Knit Fabric
Hop into this denim mini skort in brown and flaunt your style! With a high-rise waist and cheeky front slits, this skort is your go-to for a fab, form-hugging fit. Fit & FeaturesDenim fabric, High-rise waist, Back zipper closure, Dual short front slits, Mini-length overlay, fitted shorts, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casual Look Denim Mini Skort in Brown | Size: XL
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: S | Cotton
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: L
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
Make weekend styling simple with this ponte skort! Designed with a flattering high-rise waist and sleek side slits, this form-hugging skort offers both comfort and a chic silhouette. Fit & FeaturesPonte fabric, moderate stretch, High-rise waist, Side slits, Form-hugging fit, Skirt overlay, shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Looking Like A Dream High-Rise Ponte Skort in Ivory | Size: L
This isn’t just a skort—it’s a serve. Buckle straps + a form-hugging fit = instant upgrade to your “I just threw this on”.Fit & FeaturesDenim fabric, stretchy shorts lining, Mid-rise waist, dual side buckle straps, Back zipper and hook-eye closure, Form-hugging fit, Skirt overlay with hidden snap-button closure, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Buckle Down Denim Mini Skort in Brown | Size: XL
Perfectly polished and poised, this high-rise ponte skort elevates your every style with a sleek design and tailored silhouette. Pair with the matching vest to complete the look! Fit & FeaturesPonte-lined knit stretchy fabric, High-rise waist, Bodycon silhouette, Dual front slit accents, Mini-length hem, shorts lining, Runs true to size, Shop The Matching Vest: Set For Perfection Button Ponte Vest Free Shipping on All Orders Over $75. | Windsor Set For Perfection Slit Ponte Skort in Brown | Size: M | Knit Fabric/Stretchy Fabric
Dressy Skorts
When it comes to leveling up your look with zero effort and maximum impact, dressy skorts are the ultimate power move. Imagine this: you’re heading out for a night that starts with dinner and ends who-knows-where, and you want all the polish of a skirt with the freedom to dance, dash, or drop it low without a single worry. That’s the magic of a dressy skort—effortlessly elegant, endlessly versatile, and always ready to keep up with your most spontaneous plans. Whether you’re styling up for a rooftop party, a brunch date that turns into a shopping spree, or you just want to look like the main character at your next girls’ night, women’s skorts dressy options have your back (and your legs, let’s be real). Picture yourself twirling in a skort elegant enough for a cocktail event but comfy enough for an afterparty—no awkward moments, just pure confidence and a little bit of that “I know I look good” energy.
Dressy skorts for women are basically the secret weapon for anyone who wants to serve looks and live their best life, all at once. They’re the perfect pick for gifting, too—think about it: your bestie’s birthday, a graduation celebration, or just a “you deserve a treat” surprise. Everyone loves an upgrade that feels luxe but lets you move like you’re still in your favorite shorts. The fit is flattering on so many body types, and the styling options are endless—pair with a sparkly cami, a tailored blazer, or even a graphic tee for that “I just threw this on” vibe (but, like, you definitely planned it). A dressy skort can go from day to night, casual to glam, with just a switch of shoes or a swipe of bold lipstick. And if you’re all about options, don’t forget to check out our Dressy Mini Skirts for even more ways to turn heads and break hearts.
If you’re the girl who wants to look put-together without sacrificing comfort, or the friend who always has a backup plan (and a backup outfit), dressy skorts are your new BFF. They’re made for those moments when you want to feel unstoppable—whether you’re making an entrance at a formal event or just living it up with your crew. The best part? You never have to worry about wardrobe malfunctions or sitting out on the fun. With a skort elegant enough to impress but practical enough to keep up with your wild side, you’re free to be bold, fearless, and totally yourself. So go ahead—step out, stand out, and let your dressy skort do the talking.