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!

Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$29.90

4.333334 star rating

A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.

Best Seller

$29.90

5 star rating

A charming ivory lace skort with tiered ruffles and knit-fitted shorts for stylish coverage.

$24.90

4.2 star rating

An elegant black high-rise skort with a flattering A-line silhouette in stretchy ponte knit fabric.

$29.90

4.5 star rating

An ivory ponte skort with rhinestone bows, high-rise waist, and a flirty bodycon silhouette.

$39.90

4.75 star rating

A mid-rise denim mini skort with an adjustable belted waist and form-hugging silhouette.

$34.90

5 star rating

A black knit high-rise skort featuring a ruffled mini skirt overlay and comfortable shorts lining.

$39.90

4.5 star rating

A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.

$28.90

5 star rating

A flirty ivory ponte skort with a high-rise waist and pleated skirt overlay for coverage.

$32.90

5 star rating

A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.

$26.90

5 star rating

A chic black faux leather skort with a high-rise waist and flowy A-line silhouette.

$36.90

4 star rating

A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.

$36.90

5 star rating

An edgy black acid-wash denim skort featuring a mini-length overlay and hidden shorts for coverage.

$36.90

5 star rating

A grey plaid skort featuring a pleated drop waist and hidden shorts for a chic look.

$26.90

4 star rating

A leopard print mesh skort with a high-rise waist and tiered ruffled mini-length hem.

Sale

$9.97 $29.90 67% off

A black knit mini skort with a high-rise waist, pleated silhouette, and contrast bow tie trim.

$27.90

4.686567 star rating

A chic ivory mini skort with a high-rise waist and dual front slits in ponte knit.

$22.90

4.586207 star rating

A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.

$34.90

4.857143 star rating

A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.

$36.90

4 star rating

A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.

Best Seller

$46.90

4.2 star rating

A high-rise medium denim skort with buckle detailing and a bodycon fit for a Western vibe.

$22.90

4 star rating

A sleek black bodycon mini skort in faux leather with a high-rise waist and stretchy lining.

$34.90

5 star rating

A brown denim mini skort with a high-rise waist and dual front slits for a chic look.

Best Seller

$34.90

4 star rating

An off-white sheer lace mini skort featuring a drop waist and tiered ruffled overlay with hidden shorts.

$36.90

5 star rating

A leopard print denim mini skort featuring a belted mid-rise waist and pleated skirt overlay.

$42.90

5 star rating

A black faux leather mini skort featuring a high-rise waist and edgy grommet trim hem.

$39.90

3.5 star rating

A faux leather mini skort with a western belted waist, perfect for concerts and festivals.

$34.90

3.5 star rating

An edgy black denim skort featuring a mid-rise fit, studded pocket trim, and bodycon mini-length style.

$36.90

5 star rating

A high-rise black denim skort with a wrap design and functional cargo pockets.

Sale

$10.97 $26.90 59% off

5 star rating

A gingham printed mini skort in black and white with a trendy faux belted front design.

$34.90

5 star rating

A black faux leather mini skort featuring high-rise waist and dual front cargo flap pockets.

$34.90

5 star rating

An olive green twill skort featuring a belted mid-rise waist, bodycon fit, and four-pocket styling.

$27.90

5 star rating

A black ponte knit mini skort featuring a chic bow trim and flattering high-rise bodycon fit.

$36.90

5 star rating

A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.

$39.90

5 star rating

A trendy black denim mini skort with a ruched side seam and high-rise waist.

$39.90

5 star rating

A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.

$39.90

4 star rating

A trendy grey acid wash denim skort with a high-rise waist and adjustable side drawstring.

Best Seller

$27.90

A black ponte knit mini skort featuring a mid-rise waist, double side slits, and hidden shorts.

$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.

Sale

$14.97 $34.90 57% off

A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.

$34.90

A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.

$29.90

A high-rise faux leather skort in black with a bodycon wrap silhouette and mini-length hem.

Loading...
Filters

Now Trending

Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black
(14) 4.857143 star rating

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

Windsor Charming Allure Drop Waist Tiered Lace Skort in Ivory
(7) 5 star rating

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

Windsor Casual Look Denim Mini Skort in Brown
(4) 5 star rating

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

Windsor Cute Effect Mid-Rise Belted Denim Mini Skort
(4) 4.75 star rating

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

Daylight Darling High-Rise Ruffled Denim Skort in Med Denim
(4) 4.75 star rating

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

Fierce And Trendy Mid-Rise Leopard Mini Skort
(3) 5 star rating

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

Perfection High-Rise Ruffled Mini Skort in Black
(2) 5 star rating

The perfect ruffled skort that will turn heads with every wear! Fit & FeaturesKnit fabric, High-rise waist, Ruffled mini-length skirt overlay, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfection High-Rise Ruffled Mini Skort in Black | Size: S

Serving Moves Ruched Hanky Hem Mini Skort in Brown
(2) 5 star rating

Giving flirty skirt vibes with secret short energy—obsessed. This ruched hanky hem mini skort brings the drama whether you’re brunching or beach bound. Fit & FeaturesSoft stretch knit fabric, High-rise waist with ruched detailing and adjustable ties, Flowy hanky hem, shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Moves Ruched Hanky Hem Mini Skort in Brown | Size: S | Knit Fabric

Casually Cool High-Rise Denim Skort in White
(2) 5 star rating

Keep your everyday 'fits casually cool with this high-rise denim skort featuring a mini-length overlay with a faux wrap-front design and hidden shorts. Style with a graphic tee and sneakers! Fit & FeaturesCotton-blend denim fabric, minimal stretch, High-rise waist, Back zipper with hook-eye closure, dual back pockets, Mini-length overlay, faux wrap-front design, short slit, Hidden fitted shorts, Skort in size small has a 9.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casually Cool High-Rise Denim Skort in White | Size: XL | Cotton

Preppy Please Striped Pleated Knit Skort in Black
(2) 4.5 star rating

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

Dressy Skorts