Classic Skirts
Classic skirts are your timeless wardrobe heroes, ready to add that extra flair to your everyday and special occasions. Whether you're twirling into a meeting or stepping out for brunch with the squad, these skirts have got you covered. From chic pencil styles that mean business to flirty A-lines perfect for a night out, classic skirts are all about versatility and style. So go ahead, strut your stuff and let those hems do the talking—because when it comes to making an entrance, you're always on point!
$29.90
A trendy black faux suede skirt with a high-rise waist and long fringe detailing.
$34.90
A brown high-rise cargo mini skirt with vertical seams and side pockets in twill fabric.
$26.90
An ivory lace mini skirt with a high-rise waist and eyelet lace trim for a chic vibe.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$26.90
A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.
$26.90
A black satin skater skirt with a high-rise waist and faux wrap overlay for a chic look.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$9.97 $36.90 73% off
A tan corduroy mini skirt with a high-rise waist and bubble hem design.
$39.90
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$9.97 $34.90 71% off
A black high-rise bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.
$34.90
A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$46.90
A black and white striped midi skirt with a bodycon silhouette and mid-rise waist in stretchy knit.
$26.90
A red midi skirt featuring a high-rise fit, ruching, and an asymmetrical high-side slit.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$32.90
A black knit maxi skirt featuring a high front slit and a beachy starfish accent.
$34.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$34.90
A white woven maxi skirt featuring a high-rise waist, front slit, and tiered flowy silhouette.
$34.90
A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$34.90
A light blue poplin mini skirt featuring a high-rise waist, bubble hem, and soft knit lining.
$39.90
A navy blue plaid mini skirt featuring a lace-up waist and flouncy woven fabric for casual style.
$36.90
A black and white gingham mini skirt featuring a high-rise waist and bodycon silhouette in woven fabric.
$36.90
A navy blue woven mini skirt featuring a playful bubble hem, dual bow details, and stretchy knit lining.
$29.90
An ivory pleated mini skirt with eyelet lace trim and a high-rise waist for charming elegance.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$13.97 $34.90 60% off
A mid-rise pleated denim mini skirt with a dual belted waist and back zipper closure.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$44.90
A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.
$39.90
A medium denim cargo mini skirt with a mid-rise waist and functional side string pockets.
$36.90
A dark denim mini skirt with a mid-rise waist, bodycon fit, and frayed hem for vintage charm.
$26.90
A black woven skort with a floral polka dot pattern and ruffled mini-length skirt overlay.
$34.90
A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.
$36.90
A medium denim high-rise skirt with adjustable drawstring ties and a flared mini-length hem.
Now Trending
Slay It With Style Mini Skirt in Black
$9.97 $22.90
56% off
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
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
$13.97 $34.90
60% off
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
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
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
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: L
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
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
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
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
Classic Skirts
Classic skirts are the ultimate ride-or-die piece in every girl’s closet—the kind of style staple that’s always there when you need her, never judging, always ready to make you look and feel like your most confident self. Whether you’re heading to a brunch date, clocking in at your dream job, or just want to serve main character energy on a casual coffee run, classic skirts for women are the not-so-secret weapon that instantly elevates your vibe. Think of them as the backbone of how to build a timeless wardrobe—sleek pencil silhouettes that mean business, A-lines that bring that flirty twirl, and pleated numbers that channel those school-girl-gone-glam feels. And let’s not forget the iconic windsor black skirt, a true closet MVP that’s as versatile as your group chat. Pair it with a crisp button-down for that “I’ve got my life together” look or throw on a graphic tee and sneakers for instant cool-girl cred. These skirts are made for mixing, matching, and making every day a little more memorable, whether you’re dressing up for a night out or just want to feel unstoppable while running errands.
Gifting a classic skirt is basically handing over a ticket to endless outfit possibilities—the kind of present that says, “I see your style, and I’m here for it.” Perfect for birthdays, graduations, or just because your bestie deserves to feel like a queen, a classic skirt fits seamlessly into any wardrobe and flatters every body type. Picture your best friend unwrapping a black skirt windsor moment and immediately planning all the places she’ll wear it: date nights, interviews, spontaneous road trips, or just strutting down the street with her favorite playlist on blast. These skirts aren’t just clothes—they’re confidence boosters, conversation starters, and instant mood-lifters. And for the girl who’s always on the go, classic skirts are a dream come true. They pack easy, style up or down in seconds, and never go out of fashion, making them a must-have for anyone who wants to look put-together with zero stress. Whether you’re curating your own collection or searching for the perfect gift, classic skirts are the definition of effortless chic—timeless, versatile, and ready for absolutely anything.
If you’re on a mission to refresh your closet or help your fave girl squad member unlock her signature style, classic skirts are the way to go. They’re the pieces you reach for when you want to feel unstoppable, the ones that work for every plan on your calendar and every mood in your heart. And if you’re craving a little inspo or want to see what’s trending right now, check out the Latest Skirts to discover fresh takes on iconic styles. Whether you’re building a capsule collection or just adding a few new favorites, classic skirts are your ticket to looking and feeling like the main character, every single day.