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!
SORT:
RECOMMENDED
$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.
$39.90
A plum pleated mini skirt with a faux leather belt, perfect for a chic downtown look.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$39.90
A chic black skater skirt with pleats and a double-belted high waist in woven fabric.
$26.90
A high-rise black maxi skirt with a flocked floral pattern and a dramatic side slit.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$9.97 $34.90 71% off
A pleated knit mini skirt in off white with a flattering mid-rise waist for versatile styling.
$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.
$34.90
A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.
$22.90
A high-rise black skirt with lace trim and a flattering flared mini-length silhouette.
$26.90
A chic ivory lace mini skirt with a high-rise waist and eyelet lace trim.
$13.97 $34.90 60% off
A black high-rise bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$29.90
A black faux suede mini skirt with flirty fringe trim and a flattering bodycon fit.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$26.90
A bold brown mini skirt with a large floral print and sheer mesh for a flirty silhouette.
$22.90
A sultry black faux leather mini skirt with a high-rise waist and sleek bodycon fit.
$29.90
A high-rise black ponte mini skirt with an adjustable belted waist and flirty pleated hem.
$9.97 $34.90 71% off
A brown cotton-blend mini skirt featuring a mid-rise waist and multiple functional pockets.
$34.90
A black denim cargo mini skirt with a removable belt and dual side pockets.
$18.97 $44.90 58% off
A sleek black faux leather midi skirt with a high-rise waist and curved thigh-high front slit.
$26.90
A black and white houndstooth mini skirt with a high-rise waist and side slit.
$9.97 $34.90 71% off
A black pleated denim mini skirt with a mid-rise waist and cargo flap pockets for utility.
$29.90
A tan faux suede mini skirt with a high-rise waist and stylish front slit.
$29.90
An asymmetric wrap-front mini skirt in red woven fabric with a side tie and slit.
$9.97 $34.90 71% off
A flirty black satin mini skirt with a ruched seam, adjustable bow, and side slit.
$36.90
A fierce leopard print denim mini skirt with a high-rise waist and minimal stretch.
$9.97 $39.90 75% off
An adorable beige pleated mini skirt with a mid-rise waist and side button closures.
$9.97 $36.90 73% off
A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.
$9.97 $29.90 67% off
A brown plaid wool skort featuring a high-rise waist and hidden shorts for versatile style.
$36.90
A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.
$22.90
A high-rise black plaid mini skirt with a posh bow trim and flattering bodycon silhouette.
$36.90
A chic brown faux leather mini skirt with pleats and a statement belted waist.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$34.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$9.97 $36.90 73% off
A tan corduroy mini skirt with a high-rise waist and bubble hem design.
$34.90
A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.
$34.90
A grey pleated mini skirt with a ribbed high-rise waist and drawstring accent.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
$9.97 $29.90 67% off
A dark denim high-rise mini skirt with front pockets and a form-hugging fit.
$44.90
An A-line mini skirt in fuchsia with a high-rise waist and large side bow accent.
$9.97 $26.90 63% off
A black ponte knit mini skirt featuring a drop waist and pleated design for playful style.
$39.90
A medium denim cargo mini skirt with a mid-rise waist and functional side string pockets.
$9.97 $32.90 70% off
A khaki cotton-blend mini skirt with a high-rise waist and flirty pleated hem.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$44.90
A beige high-rise maxi skirt with delicate embroidery and a flirty high front slit.
Now Trending
Slay It With Style Mini Skirt in Black
$18
$22.90
21% 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
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 Black | Size: M
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: M
Capture bold style with this faux leather slit mini skirt in a sleek bodycon silhouette. Pair with knee-high boots. Fit & FeaturesFaux leather fabrication, Mid-rise fit, High side slit, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bold Allure Faux Leather Mini Skirt in Wine | 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 Ivory | Size: XS
A pleated mini skirt perfect for downtown girlies! Pair with a crop sweater and boots. Fit & FeaturesWoven fabric, Faux leather belted mid-rise waist, Pleated silhouette, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Downtown Girl Belted Pleated Mini Skirt in Plum | Size: M | Leather/Woven Fabric
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
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: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
This airy woven midi skirt will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric with a mini-length lining, it features a high waist with the cutest tie detail, a high-cut side slit to showcase some leg, and a flowy slim-fit silhouette. Style with the matching crop top for a fabulous 'fit! Shop Matching Orange Top: Sunny Vibes Bow Back Woven Crop TopFit & FeaturesWoven fabric with mini-length knit lining, minimal stretch, High-rise elasticized waist, Tie detail, High side slit, Flowy slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: M | Knit Fabric/Woven Fabric
Classic Skirts
Oh, honey, let’s talk about the timeless charm of classic skirts, shall we? Picture this: you, stepping out in a chic Windsor skirt that hugs and flows in all the right places, turning the sidewalk into your personal runway. Classic skirts are not just pieces of fabric; they are the storytellers of grace, elegance, and an unspoken confidence. Whether it's a sleek Windsor black skirt for that killer presentation or a playful twirl-ready A-line for brunch with the girls, these skirts are your wardrobe's secret weapon. They are the perfect blend of sophistication and fun, making them ideal for nearly every occasion.
Now, let's get into the nitty-gritty of why these skirts are a must-have. First off, the versatility is unbeatable. A high-waisted pencil skirt paired with a button-down is your new best friend for a look that means business during the day and can easily transition to a post-work dinner date. Or maybe it’s one of those laid-back family gatherings? Slip into a soft, flowing midi Windsor skirt that pairs delightfully with a cozy sweater and your favorite boots. And let’s not forget about the gift-giving magic they hold. A classic skirt from Windsor is a thoughtful present for that fashion-savvy friend or a beloved family member, showing them you not only care about them but also their style game.
As the seasons change and we welcome the fresh blossoms of spring, it’s the perfect time to refresh your skirt collection. Why not add a splash of modernity to your classic taste? If you’re feeling adventurous and ready to spice up your skirt repertoire, take a peek at our Modern Skirts collection. Whether you’re a seasoned skirt enthusiast or a newcomer ready to explore the elegance and versatility of skirts, Windsor has got your back, ensuring you step out fearlessly, wrapped in style and comfort. Remember, every skirt tells a story, and darling, it’s time to make yours unforgettable.