Fall Skirts

Fall skirts are your secret weapon for leveling up every outfit and turning heads everywhere you go. Whether you’re plotting your next coffee run or making big plans with the crew, these skirts are all about bringing that main character energy. From flirty minis to twirl-worthy maxis, it’s your time to mix, match, and make every look unforgettable. So go ahead, channel those fearless vibes—your new fave fall skirt is just waiting to join the party.

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort
Best Seller

$29.90

4.848485 star rating

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

$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.

Sale

$10.97 $26.90 59% off

4.75 star rating

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

Sale

$14.97 $34.90 57% off

5 star rating

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

$39.90

4 star rating

A grey denim mini skirt with a subtle camo print, high-rise waist, and cargo pockets.

$34.90

4 star rating

A brown faux leather mini 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 outings.

$36.90

5 star rating

A playful black and white gingham mini skirt featuring a high-rise waist and bodycon silhouette in woven fabric.

$26.90

5 star rating

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

$34.90

4.5 star rating

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

$32.90

5 star rating

A chic black faux leather mini skirt featuring a belted waist and side flap pockets.

$39.90

5 star rating

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

$24.90

5 star rating

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

Sale

$15.97 $36.90 57% off

5 star rating

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

$36.90

5 star rating

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

$36.90

5 star rating

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

Sale

$18.97 $44.90 58% off

5 star rating

A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.

$36.90

5 star rating

A charcoal leopard print denim mini skirt with a mid-rise waist and bodycon fit.

Sale

$9.97 $36.90 73% off

5 star rating

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

$32.90

5 star rating

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

$26.90

5 star rating

A black knit mini skirt with a velvet flocked floral pattern and a high-rise waist.

Sale

$9.97 $34.90 71% off

5 star rating

A natural-colored mini skirt featuring lace embroidery, sheer mesh fabric, and a chic side slit.

Sale

$9.97 $26.90 63% off

5 star rating

A black woven skort with a floral polka dot print and ruffled mini-length skirt overlay.

$29.90

5 star rating

A black faux suede maxi skirt featuring a high-rise waist and dramatic fringe silhouette for festival flair.

$24.90

5 star rating

A vibrant yellow high-rise mini skirt featuring slinky knit fabric, side ruching, and a ruffled hem.

Sale

$9.97 $34.90 71% off

A black high-rise mini skirt with a striped print and bubble-style hem, made from nylon and knit fabric.

Sale

$9.97 $34.90 71% off

A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.

$24.90

A faux suede mini skirt in camel with a low-rise V-cut waist and bodycon fit.

$36.90

A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.

Sale

$13.97 $34.90 60% off

A denim pleated mini skirt with a mid-rise dual belted waist and back zipper closure.

$34.90

A brown floral mesh midi skirt with a high-rise waist and sultry front slit.

$39.90

A medium denim cargo mini skirt with a mid-rise waist and functional side string pockets.

$39.90

A black faux leather mini skirt with a high-rise waist and edgy side button details.

$26.90

A chic brown faux leather mini skirt featuring a high-rise fit and stylish front slit.

Sale

$10.97 $26.90 59% off

A black satin skater skirt with a high-rise waist and faux wrap overlay with side tie.

Sale

$9.97 $36.90 73% off

A tan corduroy mini skirt with a high-rise waist and stylish bubble hem design.

$39.90

A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.

Sale

$9.97 $39.90 75% off

A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.

Sale

$13.97 $34.90 60% off

An ivory pleated denim mini skirt with a distressed hem and A-line silhouette for casual flair.

Sale

$9.97 $34.90 71% off

A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.

New Arrival

$39.90

A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.

$29.90

A tan tropical print midi skirt featuring a high-rise waist, mesh overlay, and form-hugging silhouette.

Sale

$9.97 $39.90 75% off

An orange ruffled mini skirt in ponte knit with a high waist and bodycon silhouette.

New Arrival

$36.90

A navy blue woven mini skirt featuring a playful bubble hem, dual bow details, and stretchy knit lining.

$29.90

A black woven mini skort featuring dual front lace-up cutouts and a form-hugging silhouette.

$19.90

4.833334 star rating

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

$24.90

4.857143 star rating

A high-rise off-white knit mini skirt featuring side ruching, ruffled hem, and a bodycon fit.

Loading...
Filters

Now Trending

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

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: L

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 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

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

Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Ivory
(5) 5 star rating

Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, adjustable drawstring, High side slit, Asymmetric maxi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Ivory | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural
(4) 4.5 star rating

Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric

Fall Skirts

Let’s be real—fall skirts are a total vibe. When the air starts to get that crisp edge and your iced coffee order quietly morphs into something a little toastier, you know it’s time to swap out the cutoffs for something with a little more flair. A fall skirt is basically your style cheat code: it’s the piece that lets you roll out of bed, throw on your favorite oversized sweater, and look like you totally planned your outfit (even if you hit snooze three times). Skirts for this season come in all the right textures—think cozy knits, sleek faux leather, and soft suedes that beg for a twirl. Whether you’re heading to class, brunch with the girls, or a last-minute date, a fall skirt gives you that “I’ve got my life together” energy with zero stress. And if you’re the friend who’s always on the hunt for a killer gift, trust—fall skirts are the move. They’re the kind of present that feels personal but not over-the-top, perfect for birthdays, back-to-school surprises, or just because your bestie needs a little pick-me-up.

Here’s the thing: styling a fall skirt is like having your own little fashion playground. You can go classic with tights and boots, or get bold with chunky sneakers and a graphic tee for that off-duty model look. Layer up with a moto jacket, or keep it sweet with a cardigan—either way, you’re serving main character energy. And don’t sleep on the power of accessories. A statement belt, a cute beret, or a pair of dangly earrings can instantly take your look from “running errands” to “front row at Fashion Week.” These skirts are made for living your best life, whether you’re strutting into a study session, hitting up a late-night coffee date, or dancing it out at a rooftop party. And if you’re planning ahead (because you’re that girl), keep in mind that a fall skirt transitions seamlessly into all those festive events coming up—just add a little sparkle and you’re holiday-ready. For even more inspo when the party invites start rolling in, check out our curated collection of Holiday Skirts and keep your closet stocked with pieces that work as hard as you do.

Every Windsor girl knows that confidence is the best accessory, and nothing brings it out quite like the perfect fall skirt. It’s not just about looking cute (though, obviously, that’s a given)—it’s about feeling like you can take on anything, from surprise presentations to spontaneous road trips. Go for styles that fit your mood: pleated for that preppy edge, bodycon for when you want to turn heads, or flowy and romantic for those golden hour hangs. And don’t be afraid to mix it up—fall is the season to play with layers, textures, and all the cozy-cool combos your heart desires. Whether you’re shopping for yourself or hunting down the ultimate gift, remember that a fall skirt is more than just a piece of clothing—it’s your ticket to making every day a little more unforgettable. Keep slaying, bestie.