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!

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$36.90

5 star rating

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

$29.90

5 star rating

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

$39.90

4.5 star rating

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

Best Seller

$29.90

5 star rating

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

$29.90

4.5 star rating

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

$39.90

4.5 star rating

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

$26.90

5 star rating

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

$36.90

5 star rating

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

Best Seller

$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.

$28.90

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

$24.90

An off-white high-rise skort with a flowy silhouette and charming uneven lace trim hem.

Sale

$12.97 $29.90 57% off

A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.

Best Seller

$26.90

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

Best Seller

$27.90

4.707692 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.

Best Seller

$34.90

4.833334 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.

$39.90

5 star rating

A light denim skort with a tiered ruffled design and hidden fitted shorts for coverage.

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.

Best Seller

$22.90

4 star rating

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

$36.90

5 star rating

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

Best Seller

$34.90

5 star rating

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

$39.90

3.5 star rating

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

$34.90

5 star rating

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

$34.90

5 star rating

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

$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

4 star rating

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

$39.90

5 star rating

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

$34.90

5 star rating

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

$27.90

5 star rating

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.

Sale

$9.97 $34.90 71% off

A high-rise white skort with a wrap front and belt for a chic, edgy 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.

New Arrival

$24.90

A brown knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.

$26.90

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

Sale

$9.97 $34.90 71% off

A light denim mid-rise skort combining skirt style with shorts coverage and unique stitch detailing.

$34.90

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

$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.

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Windsor So Your Vibe Strapless A-line Mini Dress in Light Blue
(82) 4.780488 star rating

This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Light Blue | Size: L | Knit Fabric

Windsor Cute Attitude Ponte Slit Mini Skort in Black
(65) 4.707692 star rating

Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric

Get Down With Basic Slit Mini Skirt in Black
(53) 4.1509433 star rating

A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XS | Knit Fabric

Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in Pink
(44) 4.2727275 star rating

This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in Pink | Size: S | Knit Fabric/Satin Fabric

Sparkling Perfection Rhinestone A-Line Mini Dress in Pink
(16) 4.4375 star rating

A true showstopper of a mini dress perfect for adding a touch of sparkle to any occasion. The short-length rhinestone dress features a square neckline and adjustable spaghetti straps, while the A-line silhouette flatters your figure down to the uneven-cut hem. Complete the look in platform sandals for a dressy night out! Fit & FeaturesSleeveless square neckline, Adjustable spaghetti straps, Back zipper and hook-eye closure, A-line silhouette, Mini-length hem, uneven cut design, Rhinestone-embellished, mesh fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkling Perfection Rhinestone A-Line Mini Dress in Pink | Size: XS | Knit Fabric/Rhinestone/Mesh Fabric

Paige Rhinestone Formal Bodycon Mini Dress in Light Blue
(15) 4.866667 star rating

Capture all the attention with your sultry allure in the Paige rhinestone formal bodycon mini dress! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, all-over rhinestone embellishments for that total glam girl vibe, a mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The slinky knit fabric offers plenty of stretch. Style this mini dress with metallic heels for your next dressy night out! Fit & FeaturesSleeveless cowl neckline, Adjustable spaghetti straps, All-over rhinestone embellishments, Mini-length hem, bodycon silhouette, Slinky knit fabric, full-length knit lining, plenty of stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Paige Rhinestone Formal Bodycon Mini Dress in Light Blue | Size: M | Knit Fabric/Rhinestone

Windsor Fabulous Fit Side Slit Knit Mini Skirt in Black
(12) 4.8333335 star rating

This chic side slit knit mini skirt will give you a fabulous fit and become a favorite in your closet! The ponte knit fabric offers a structured fit with moderate stretch. The high waist features an elasticized waistband for comfortable wear, while the mini-length hem and side slit accent will give that sultry flair. The bodycon silhouette will hug your gorgeous curves. Style this mini skirt with a basic bodysuit and ankle booties for happy hour. Fit & FeaturesPonte knit fabric, moderate stretch, High-rise elasticized waist, Mini-length hem, Asymmetric seam, side slit, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fabulous Fit Side Slit Knit Mini Skirt in Black | Size: L | Knit Fabric

Windsor Brenda Low Back Bow Taffeta Skater Dress in Black
Sale
(9) 3.4444444 star rating

Chat, dance, and twirl the night away in the Brenda taffeta skater dress! The short dress is ready to party with a voluminous silhouette and a stunning low-cut back with a statement bow. Fit & FeaturesTaffeta fabric lined with tulle, stretchy knit fabric, Tank shoulder straps, Low back with bow, Skater silhouette, Short-length hem, Runs true to size, Where to Wear:Prom, brides, weddings, bridesmaids, fancy date nights, dinner parties, cocktail events Free Shipping on All Orders Over $75. | Windsor Brenda Low Back Bow Taffeta Skater Dress in Black | Size: XS | Knit Fabric

Windsor Sun Goes Down Halter Abstract Bodycon Mini Dress in Brown
(9) 5 star rating

A sassy mini dress to slip on when the sun goes down and the beat is calling you to the dancefloor! This dress is featured in a sultry bodycon silhouette with a halter neckline accented with hoop inserts. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, hoop accents, Bodycon silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sun Goes Down Halter Abstract Bodycon Mini Dress in Brown | Size: S | Knit Fabric

Here Comes The Sun Strapless Ruffled Mini Dress in Brown
(9) 4.2222223 star rating

Here comes the sun and you radiating trendy vibes in this strapless mini dress perf for casual plans! The ruched sides and ruffled hem add a playful touch to the bodycon silhouette. Fit & FeaturesDouble-lined brushed knit fabric, moderate stretch, Strapless straight neckline, Ruched side seams, Bodycon silhouette, Mini-length tiered ruffled hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Here Comes The Sun Strapless Ruffled Mini Dress in Brown | Size: S | Knit 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.

Top Picks For Dressy Skorts