Designer Skirts

Designer skirts are your wardrobe's secret weapon, ready to unleash your inner style icon. Whether you're strutting into a boardroom or dancing the night away, these skirts are here to elevate your look from basic to breathtaking. With an array of chic silhouettes and daring designs, you'll find the perfect piece to express every facet of your fabulous self. So go ahead, twirl with confidence and let those designer skirts do all the talking—because you're not just wearing them, you're owning them!

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Best Seller

Wild At Heart Long Fringe Skirt in Tan

$29.90

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

Windsor City Chic Faux Leather Belted Mini Skirt in Black

$32.90

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

Windsor Delightful Duo Polka Dot Ruffle Skirt in Black

$36.90

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

Windsor Fabulous Fit Side Slit Knit Mini Skirt in Black

$19.90

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

Glitzy Sheen Rhinestone Knit Mini Skirt in Black

$26.90

A black knit mini skirt with all-over rhinestone embellishments and a high-rise waist.

Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

A black stretchy knit midi skirt with high-rise fit, ruching, and an asymmetrical high-side slit.

First Take Micro Slit Mini Skirt in Black

$14.90

A black knit micro mini skirt featuring a flirty side slit and bodycon silhouette.

Windsor Charming Allure Drop Waist Tiered Lace Skort in Ivory

$29.90

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

Sleek Status Faux Leather Mini Skirt in Black

$19.90

A chic black mini skirt in smooth faux leather with a high-rise waist and side slit accent.

She's Irresistible Faux Leather A-Line Mini Skirt in Black

$39.90

An edgy black faux leather mini skirt with side button details and a flirty A-line silhouette.

Windsor Radiant Sweetie Floral Polka Dot Ruffle Skirt in Black

Sale

Windsor Radiant Sweetie Floral Polka Dot Ruffle Skirt in Black

$9.97 $26.90 63% off

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

Windsor Fringe Attitude Faux Suede Mini Skirt in Black

$29.90

A black faux suede mini skirt with flirty side fringe and a flattering bodycon fit.

Total Charmer Low-Rise V-Waist Mini Skirt in Camel

$24.90

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

Now Trending

Wild At Heart Long Fringe Skirt in Tan

$29.90

(35)

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

Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

(14)

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: S

First Take Micro Slit Mini Skirt in Black

$14.90

(10)

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: S | Knit Fabric

Sleek Status Faux Leather Mini Skirt in Black

$19.90

(9)

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: XS

Windsor Vacay Bloom Floral Mesh Maxi Skirt in Light Blue

$36.90

(6)

A maxi skirt that feels like slipping into vacation mode without even trying. The soft floral print mesh hugs just right, giving you that effortless “I’m ready for whatever” confidence—day plans or date nights included. Shop Matching Top: Vacay Bloom Floral Mesh Halter TopFit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, High-rise waist, Ruching, High-cut side slit, Maxi-length hem, form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Vacay Bloom Floral Mesh Maxi Skirt in Light Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Throwback Cool Denim Cargo Mini Skirt

$39.90

(5)

Low-rise nostalgia meets modern street style—this denim cargo mini skirt is made for layering with baby tees, tanks, or oversized fits. The pocket detail gives it that effortless “just stepped out of an early 2000s music video” energy. Fit & FeaturesDenim fabric with color fade effect, Mid-rise waist, Cargo-style front and side pockets, Fitted mini-length hem, Front button closure, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Throwback Cool Denim Cargo Mini Skirt | Size: XL

Chic Confidence High Slit Mesh Midi Skirt in Black

$26.90

(5)

When subtle isn’t the move, this mesh midi skirt delivers. With a thigh-high slit and ruched waist, it’s the kind of style that owns the night and brings the confidence. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, High-rise waist, ruching, Ultra-high front slit, Asymmetric midi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Confidence High Slit Mesh Midi Skirt in Black | Size: S | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Life Of The Party Lace-Up Mini Skirt in Brown

$42.90

(4)

This faux leather skirt gives life to the party vibes! It has lace-up sides that demand attention, a high-rise waist, and a flattering form-hugging fit that shows off your figure. Fit & FeaturesFaux leather fabric, High-rise waist, Back zipper closure, Side lace-ups , Form-hugging fit, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Life Of The Party Lace-Up Mini Skirt in Brown | Size: M | Leather

Windsor After Dark Flutter Mini Skirt in Black

$29.90

(4)

Sleek with a little edge, this mini skirt is made for plans that don’t end early. The smooth knit finish and subtle butterfly detail bring just enough intrigue, while the side slit keeps things flirty without trying too hard. Fit & FeaturesSmooth knit fabric with stretch, Low-rise waist, High front slit with subtle butterfly detailing, Form-hugging fit, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor After Dark Flutter Mini Skirt in Black | Size: M | Knit Fabric

Floral Confidence Maxi Skirt in Banana

$36.90

(3)

It’s the kind of skirt that makes sunset cocktails turn into dinners with a view. The floral maxi skirt features a fluid drape, statement silhouette, and flared hem that feels flirty, elevated, and ready for warm nights out. Shop The Matching Top: Floral Confidence Halter Crop TopFit & FeaturesTropical statement floral print, Mesh fabric with smooth knit lining, Mid-rise waist, Curve-hugging, Maxi flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Floral Confidence Maxi Skirt in Banana | Size: S | Knit Fabric/Mesh Fabric

Designer Skirts

Designer skirts are the wardrobe secret weapon you reach for when you want to elevate your look—no matter what the calendar says. With their luxe fabrics, intricate details, and silhouettes that run the gamut from sculptural minis to sweeping maxis, these skirts are made for moments when you want your outfit to do more than just “work.” They’re the ultimate flex for everything from big-deal birthdays to job interviews where you want to radiate confidence, or even that “just because” dinner when you’re in the mood to turn heads. This time of year, as winter lingers but spring is teasing on the horizon, designer skirts are your perfect in-between: think buttery faux leather midis paired with chunky knits, or a black skirt Windsor style that goes from boardroom to bar with nothing more than a shoe swap. The magic of a great skirt is that it doesn’t just follow trends—it sets the tone for your whole vibe, whether you’re channeling classic romance with pleats and lace or keeping it modern in tailored tweeds and bold textures.

Shopping for designer skirts is all about knowing what works for your lifestyle, your shape, and your mood of the moment. Maybe you’re building a capsule wardrobe with a few investment pieces, or maybe you’re hunting for that one statement skirt that’ll make your friends ask, “Where did you get that?” Either way, you’re in the right place. When you’re gifting, a designer skirt is a thoughtful pick for anyone who loves to play with style or wants to add a little luxury to their everyday. They’re a hit for milestone birthdays, graduation celebrations, or just as a treat for someone who deserves to feel special (yes, yourself counts). Consider the details—does she love a high-waist fit, or is she all about that flowy, boho energy? Is she into bold colors and prints, or does she keep it classic in black and neutrals? Designer skirts are also a dream for travel: a pleated midi or a sleek pencil skirt packs up easily and can be styled a dozen different ways, making them a suitcase MVP for city breaks, weddings, or any trip where you want to look polished without overthinking it.

Versatility is the name of the game, and that’s why these skirts are so much more than just a special-occasion splurge. Picture this: a crisp morning commute in a wool-blend midi and knee-high boots, followed by a spontaneous evening out—just swap your sweater for a silky cami, add a swipe of lipstick, and you’re set. Or, for those days when you want to keep it casual but still look intentional, a designer mini skirt with an oversized blazer and sneakers delivers that effortless, street-style edge. And let’s not forget the power of a classic black skirt Windsor style—it’s the canvas for your most creative looks, endlessly remixable with everything from graphic tees to tailored blouses. If you’re ready to refresh your rotation or just want to see what’s trending, check out our Latest Skirts page for a curated lineup that makes it easy to find your new favorite. With the right designer skirt, you’re never just dressed—you’re making an entrance, even if it’s just to your favorite coffee shop.

Reset Your Password

Email Sent

Order Status

Designer Skirts

Home Designer Skirts

Now Trending

Designer Skirts

Related Collections