Best Skirts

Ready to twirl your way into the spotlight, Windsor girl? Our collection of the best skirts is here to turn heads and drop jaws. Whether you're channeling your inner diva or keeping it effortlessly chic, these skirts are your secret weapon for every occasion. From flirty minis to flowy maxis, each piece is designed to make you feel unstoppable. So go ahead, strut your stuff and let the world know who's boss—because when it comes to style, you're always on top!

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Best Seller

$27.90

4.842105 star rating

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

Best Seller

$16.90

4.134615 star rating

A black knit mini skirt with a high-rise waistband and flirty front hem slit.

Sale

$9.97 $22.90 56% off

4.619048 star rating

A sleek black faux leather mini skirt with a high waist, front slit, and hidden back zipper.

Best Seller

$29.90

4.848485 star rating

A tan faux suede skirt with a high-rise waist and long fringe for a festival-ready look.

$34.90

4.842105 star rating

A brown cargo mini skirt with a high-rise waist, vertical seams, and cargo-style pockets.

$34.90

5 star rating

A chic black satin mini skirt with a high-rise waist and dual side flap pockets.

$19.90

4.833334 star rating

A chic black knit mini skirt with a high-rise elastic waist and sultry side slit.

Best Seller

$29.90

5 star rating

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

$19.90

3.666667 star rating

A chic black mini skirt in smooth faux leather with a high-rise waist and side slit accent.

$26.90

5 star rating

A black knit mini skirt with all-over rhinestone embellishments and a high-rise waist.

$26.90

4.166667 star rating

A flirty ivory midi skirt featuring ruched detailing and an asymmetric high-side slit in stretchy knit.

$26.90

5 star rating

A black stretchy knit midi skirt with high-rise fit, ruching, and an asymmetrical high-side slit.

Best Seller

$39.90

4.8 star rating

A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.

$34.90

4.6 star rating

An olive cotton-blend mini skirt with a belted design, cargo pockets, and a form-fitting silhouette.

Best Seller

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit for versatile styling.

$36.90

4.75 star rating

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

$32.90

4.5 star rating

A natural crochet maxi skirt with a high-rise waist and sultry front slit, perfect for vacations.

$26.90

4.666667 star rating

A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.

$26.90

4.666667 star rating

A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.

$36.90

4.333334 star rating

A black mini skirt with a high-rise waist and cascading beaded fringe on ponte knit fabric.

$34.90

5 star rating

A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.

$39.90

4.666667 star rating

A light blue crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.

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

5 star rating

A bold black faux leather mini skirt with a mid-rise waist and lattice side details.

$24.90

5 star rating

An ivory high-rise skort with a flattering A-line silhouette in smooth ponte knit fabric.

$36.90

5 star rating

A natural linen-blend mini skirt featuring a high-rise waist and playful ruffled hem for casual outings.

$26.90

5 star rating

A brown high-rise knit maxi skirt with an asymmetrical slit and form-hugging silhouette.

$22.90

5 star rating

A pink ruffle mini skirt featuring a mid-rise waist and form-hugging stretchy knit fabric.

Sale

$9.97 $19.90 50% off

5 star rating

A trendy brown zebra print mini skirt with a high-rise waist and chic front slit.

Sale

$12.97 $29.90 57% off

5 star rating

A tan faux suede mini skirt featuring a high-rise waist and a stylish front slit.

$34.90

4.5 star rating

A sheer mesh maxi skirt in brown with a zebra print and mid-rise waist.

Best Seller

$36.90

4.5 star rating

A black knit skirt featuring a high-rise waist, long flowy fringe, and built-in fitted shorts.

New Arrival

$29.90

5 star rating

A lime yellow mini skirt featuring all-over clear sequin embroidery and a curve-hugging, mid-rise fit.

$36.90

5 star rating

A fierce leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.

$39.90

5 star rating

A chic off-white mini skirt with rhinestone bows, perfect for prom or wedding celebrations.

$32.90

5 star rating

A black knit maxi skirt featuring a high front slit and a beachy starfish accent.

$39.90

5 star rating

A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.

$34.90

5 star rating

A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.

$29.90

5 star rating

A chic black ribbed knit midi skirt with a high side slit and bodycon fit.

Sale

$9.97 $22.90 56% off

4 star rating

A black ruffle mini skirt with a mid-rise waist and flirty bow tie accent.

$32.90

5 star rating

A chic black ponte mini skort with a high-rise waist and faux leather buckle accents.

$34.90

5 star rating

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

$36.90

5 star rating

A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.

$32.90

5 star rating

An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.

$34.90

5 star rating

A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.

$24.90

5 star rating

A black mini skirt featuring a high-rise waist, front slit, and ruffle in stretchy knit fabric.

$36.90

5 star rating

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

Sale

$9.97 $36.90 73% off

5 star rating

A trendy denim mini skirt with a two-tone faded design and vintage-inspired frayed hem.

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Slay It With Style Mini Skirt in Black
Sale
(42) 4.6190476 star rating

Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look. Fit & FeaturesHigh-rise fit, Vertical seam details, back zipper, Front slit accent, Form-hugging fit, Mini-length hem, Unlined faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Slay It With Style Mini Skirt in Black | Size: L | Leather/Satin Fabric

Wild At Heart Long Fringe Skirt in Tan
(33) 4.848485 star rating

Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: XS | Faux Suede

Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
Sale
(19) 4.9473686 star rating

This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules. Fit & FeaturesMid-rise waist, hidden front buttons, zipper closure, Included removable belt, double grommet design, Dual cargo-style side pockets, Mini-length hem, Fitted silhouette, Denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2 | Size: S

Windsor Serving Style Cargo Mini Skirt in Brown
(19) 4.8421054 star rating

Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules. Fit & FeaturesHigh-rise waist, Belt loops, hidden front zipper, button closure, Vertical seams, Cargo side pockets, Mini-length hem, form-hugging fit, Twill fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Style Cargo Mini Skirt in Brown | Size: S

Bold Staple Ruched Asymmetrical Midi Skirt in Black
(9) 5 star rating

Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS

Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural
(9) 4.888889 star rating

Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: M

Windsor Sleek Status Faux Leather Mini Skirt in Black
(6) 3.6666667 star rating

Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: S

Flirty Ways Ruched High Slit Midi Skirt in Ivory
(6) 4.1666665 star rating

With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit Fabric

Windsor First Take Micro Slit Mini Skirt in Black
(5) 5 star rating

Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed! Fit & FeaturesStretchy knit fabric, High-rise waist, Side slit, Bodycon silhouette, Micro mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor First Take Micro Slit Mini Skirt in Black | Size: L | Knit Fabric

Keep A Secret Lace Slit Maxi Skirt in Black
(5) 4.8 star rating

Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Best Skirts

When it comes to curating a wardrobe that’s equal parts confidence and convenience, nothing does it quite like the best skirts. These pieces are the ultimate style chameleons—ready to transform your vibe from low-key brunch babe to dance-floor queen in a single outfit change. Whether you’re the friend who’s always overdressed (and proud of it), the one who keeps it classic, or you’re just here for the twirls, skirts are your ticket to endless outfit possibilities. Think about it: a skirt can serve up major main character energy with a crop top and heels, or keep things chill with sneakers and your fave graphic tee. And let’s be real, there’s nothing like stepping out in a windsor skirt that hugs you just right, giving you that “I can take on the world” energy. From flirty minis that let you show off those moves, to sleek midis that mean business (but still know how to have fun), skirts are the ride-or-die bestie of any closet. They’re also the ultimate gift for your fashion-forward friend, your sister who’s always stealing your clothes, or even that cousin who’s impossible to shop for—because who doesn’t love a piece that’s as versatile as their mood?

Shopping for windsor skirts is all about finding the silhouettes that speak your language. The answer to “what are the most flattering skirts?” is honestly a little different for everyone, but here’s the tea: it’s all about what makes you feel like *that girl*. Maybe you’re into high-waisted fits that snatch your waist and let you serve hourglass realness, or maybe you love a flowy A-line for those days when you want to be comfy but still look put together. Pencil skirts bring the boss energy, while wrap styles are perfect for adding a little flirt to your step. Don’t sleep on the details, either—think ruching, slits, and fun prints that turn even a basic tee-and-skirt combo into a full-on lewk. And if you’re all about experimenting, try mixing textures like denim with lace or pleats with leather for a look that’s totally you. The best part? Skirts are a year-round staple, making them a smart investment for your style arsenal. Whether you’re heading to a rooftop party, running errands, or just want to feel cute for no reason, a skirt windsor style is always down to play.

If you’re ready to level up your skirt game and show the world what you’re working with, there’s a whole world of Cool Skirts waiting for you. Dive into new textures, experiment with bold colors, or keep it classic with timeless neutrals—the choice is all yours. Skirts aren’t just an outfit; they’re a mood, a power move, and sometimes, the start of an unforgettable night. Whether you’re gifting one to your bestie or treating yourself (because you deserve it), remember that the best skirts are the ones that make you feel unstoppable. So go ahead, find your next favorite windsor skirt and let your style do the talking.

Top Picks For Best Skirts