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!
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$10.97 $26.90 59% off
A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.
$16.97 $39.90 57% off
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$29.90
A black faux suede mini skirt with flirty fringe trim and a flattering bodycon fit.
$9.97 $39.90 75% off
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$9.97 $34.90 71% off
A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.
$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.
$36.90
A black and white gingham mini skirt featuring a high-rise waist and bodycon silhouette in woven fabric.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$36.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$18.97 $44.90 58% off
A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.
$9.97 $26.90 63% off
A black woven skort with a floral polka dot pattern and ruffled mini-length skirt overlay.
$36.90
A dark denim mini skirt with a mid-rise waist, bodycon fit, and frayed hem for vintage charm.
$39.90
A navy blue plaid mini skirt featuring a lace-up waist and flouncy woven fabric for casual style.
$9.97 $34.90 71% off
A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.
$36.90
A navy blue woven mini skirt featuring a playful bubble hem, dual bow details, and stretchy knit lining.
$9.97 $36.90 73% off
A tan corduroy mini skirt with a high-rise waist and bubble hem design.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
$39.90
A medium denim cargo mini skirt with a mid-rise waist and functional side string pockets.
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
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
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
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
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
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: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Get ready for an iconic getaway with this tie-waist wrap fringe skirt perfect for days spent under the sun or sipping on drinks poolside! Fit & FeaturesCrochet knit design, sewn-in knit lining, Wrap-tie waist, Back zipper and hook-eye closure, Cascading fringe hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic Getaway Tie-Waist Wrap Fringe Skirt in Ivory | Size: S | Knit Fabric
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
Call Me Cutie Floral Eyelet Mini Skirt in White
$9.97 $39.90
75% off
Get ready for everyone to call you cute in this floral mini skirt designed with a flirty layered ruffle that captures attention and a mini-length hem that lets you flaunt your figure. Pair with the matching top. Shop Matching Top: Call Me Cutie Lace-Up Floral Eyelet Corset TopFit & FeaturesFloral print, eyelet woven lined fabric, Stretchy smocked high-rise waist, Layered ruffle , Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Call Me Cutie Floral Eyelet Mini Skirt in White | Size: L
Classic Skirts
When you’re building a wardrobe that’s equal parts iconic and effortless, nothing delivers like classic skirts. These are the ride-or-die pieces that have your back on every adventure, from spontaneous coffee runs to late-night dance floors. There’s just something about the clean lines and timeless silhouettes that make you feel instantly put together—like you woke up with your life in order, even if you totally hit snooze three times. Classic skirts are the ultimate closet chameleons, ready to flex for any vibe: pair a crisp A-line with a tucked-in tee for instant boss energy, or throw on an elegant midi and suddenly you’re channeling main character at a rooftop soirée. They’re the pieces you reach for when you want to look like you tried (without actually trying), and trust, they never let you down.
Shopping for a classic skirt is like finding your signature scent—it’s all about what makes you feel most like *you*. Maybe you’re after a sleek pencil skirt that means business (and knows how to have fun after hours), or a pleated number that twirls with every step, giving you that movie-moment magic. Think about your go-to shoes, your favorite jackets, and even your wildest accessories—classic skirts play well with all of them, making your wardrobe work harder and smarter. And if you’re on the hunt for the perfect gift, these skirts are a total win for your bestie, your sister, or anyone who loves a wardrobe staple that never goes out of style. Imagine the look on her face when she unwraps a piece that’s equal parts chic and versatile—now that’s how you earn best gift-giver status. Whether you’re dressing for a big presentation, a first date, or just want to stroll through the city with a little extra pep in your step, classic skirts are your go-to for confidence and comfort.
Let’s be real, trends come and go, but a classic skirt is forever. It’s the piece you’ll reach for when you need to feel powerful, playful, or just plain gorgeous. The best part? Styling possibilities are endless, whether you’re layering up with cozy knits or keeping it breezy with a simple cami. Don’t be afraid to play with textures, colors, or even a little sparkle—classic doesn’t mean boring, babe. If you’re ready to level up your skirt game and discover the pieces that’ll have you serving looks on repeat, check out our Best Skirts page for even more inspo. Because when you find that skirt that hugs you just right, it’s not just fashion—it’s a whole mood.