Cool Skirts

Ready to twirl into a world where style meets sass? Cool skirts are the ultimate wardrobe MVPs, effortlessly blending chic vibes with a dash of daring. Whether you're strutting down the street or hitting the dance floor, these skirts are your go-to for turning heads and making statements. From flirty minis to flowy maxis, there's a cool skirt ready to match your every mood and moment. So go ahead, unleash your inner fashionista and let those hemlines do the talking!

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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.

$22.90

4.563636 star rating

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

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.

$34.90

4.833334 star rating

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

4.166667 star rating

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

Best Seller

$29.90

5 star rating

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

$26.90

5 star rating

A black knit mini skirt with all-over rhinestone embellishments and a high-rise, form-hugging fit.

$26.90

5 star rating

A red midi skirt featuring a high-rise fit, ruching, and an asymmetrical high-side slit.

Best Seller

$39.90

4.8 star rating

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

Best Seller

$39.90

3.8 star rating

A black sequin mini skirt with a high-rise waist and form-hugging fit, perfect for nights out.

$34.90

4.6 star rating

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

$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 featuring a high-rise waist and sultry high front slit.

$36.90

4.75 star rating

A chic ivory mesh maxi skirt featuring a flocked velvet floral pattern and flared hem.

Sale

$16.97 $39.90 57% off

4.5 star rating

A white floral eyelet mini skirt with a stretchy smocked high-rise waist and layered ruffle.

$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.

$34.90

5 star rating

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

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

$39.90

4.666667 star rating

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

$39.90

5 star rating

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

$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.

$39.90

4.5 star rating

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

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.

$39.90

4.5 star rating

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

Sale

$12.97 $29.90 57% off

5 star rating

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

Best Seller

$36.90

4.5 star rating

A black knit skirt with 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.

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

$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.

$36.90

5 star rating

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

Best Seller

$34.90

3 star rating

A white woven maxi skirt featuring a high-rise waist, front slit, and tiered flowy silhouette.

$36.90

4 star rating

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

$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.

$32.90

5 star rating

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

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.

$24.90

5 star rating

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

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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

Cool Skirts

When it comes to leveling up your closet, nothing screams “main character energy” quite like a collection of cool skirts. They’re the ultimate bestie for every vibe—whether you’re channeling your inner rockstar at a concert, hitting up brunch with the crew, or just strutting through the city like you own every sidewalk. Skirts are all about that effortless versatility: dress them up with a flirty blouse and heels when you’re feeling extra, or keep it chill with a graphic tee and sneakers for those days when you just want to look cute without trying too hard. And let’s be real—skirts are the secret weapon for those spontaneous plans that pop up in your group chat. One minute you’re running errands, the next you’re living your best life at a rooftop party, and your skirt has your back through every plot twist. Plus, they’re the go-to move for anyone who loves to show off a killer pair of boots or let their favorite accessories shine.

Shopping for skirts is basically an adventure in self-expression. The right skirt can totally change your mood—think twirling through the living room just to catch a glimpse of yourself in the mirror, or feeling unstoppable on a first date because your outfit is straight fire. If you’re picking out a gift for your ride-or-die, a skirt is the ultimate “I get you” present. Whether she’s into sleek, tailored fits that mean business or flowy, boho styles that scream festival queen, there’s a skirt out there with her name on it. And if you’re treating yourself (which, let’s be real, you totally deserve), it’s all about finding that perfect piece that makes you feel like the baddest babe in the room. Pay attention to details like fabric—lightweight and breezy for those days when you want to feel the sunshine on your skin, or structured and luxe for those moments when you need to serve a little extra. The cut matters too: A-lines are all about that classic, flattering silhouette, while bodycons bring the heat and maxis let you make an entrance. Don’t forget those little touches like slits, ruching, or bold prints that turn a simple skirt into a statement.

Let’s not pretend—quality is queen. You want skirts that can handle a little dancing, a lot of living, and endless outfit changes without losing their charm. The best ones are those you reach for again and again, the ones that make you feel seen, hyped, and totally yourself. If you’re ready to upgrade your skirt game, make sure you’re checking out pieces that are made to last and look just as good as the day you fell in love with them. For inspo and a lineup of styles that are just as fierce as you are, check out our Quality Skirts page—because your wardrobe deserves the best, and so do you. Whether you’re shopping for your next iconic look or gifting a little confidence boost to your BFF, cool skirts are the move for every occasion, every mood, and every unforgettable moment.

Top Picks For Cool Skirts