Midi Length Skirts

Midi length skirts are the ultimate fashion chameleons, ready to transform any outfit from basic to bombshell in a heartbeat. Whether you're strutting into the office or twirling on the dance floor, these skirts are your go-to for that effortlessly chic vibe. With their perfect balance of coverage and flirtation, midi length skirts give you that sweet spot between playful and polished. So, get ready to embrace your inner style icon and let those hemlines do the talking!

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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.

Chic Confidence High Slit Mesh Midi Skirt in Black

$26.90

A black mesh midi skirt featuring a ruched waist, high-rise fit, and dramatic thigh-high front slit.

Chic Allure High-Slit Midi Skirt in Burgundy

$29.90

A burgundy knit midi skirt featuring a high-rise waist, front ruching, and an asymmetric high-cut side slit.

Windsor Low Key Luxe Satin Lace Midi Skirt in Black

$49.90

A black satin midi skirt featuring a high-rise waist and elegant sheer lace panel detailing.

Keep It Sleek Midi Dress in Sage

$36.90

A sage knit midi dress featuring a sleeveless square neckline, ruching, and a pleated mermaid silhouette.

Sophisticated Enchantment Velvet Midi Dress in Navy Blue

$42.90

A navy blue velvet midi dress featuring a sleeveless sweetheart neckline and pleated bodice.

Windsor Soft Glam Strapless Velvet Midi Dress in Hunter-2

$39.90

A strapless hunter green velvet midi dress featuring a sweetheart neckline, ruched seams, and bodycon fit.

Windsor Madelyn Satin Lace-Up Midi Formal Dress in Black

$59.90

A sleek black satin midi dress featuring a lace-up back, square neckline, and wrap front slit.

Sculpted Chic Ribbed Knit Midi Dress in Grey

$44.90

A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.

Majorly Chic Ribbed Knit Mock Neck Midi Dress in Ivory

$42.90

A chic ivory ribbed knit midi dress featuring a mock neckline, keyhole bust, and bodycon silhouette.

Autumn Affair Plunge Halter Midi Dress in Raisin

$52.90

A moody raisin knit midi dress featuring a plunge halter neckline, ruched fit, and front sash detail.

Windsor Laylin Velvet Lace-Up Midi Formal Dress in Wine

$59.90

A wine velvet bodycon midi dress featuring a square neckline, wrap front slit, and lace-up back.

Sultry Motion Mesh Halter Midi Dress in Brown

$42.90

A brown mesh halter midi dress featuring a plunging cowl neckline, bold cutouts, and a ruffled slit.

Plans After Sunset Midi Dress in Red

$49.90

A red mesh-lined midi dress featuring rhinestone floral details, halter straps, and a bodycon silhouette.

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Wild At Heart Long Fringe Skirt in Tan

$29.90

(34)

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

(9)

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

(8)

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 Trendy Moves Long Fringe Skirt in Black

$36.90

(6)

Make major trendy moves in this long fringe skirt featuring a high-rise waist, a flowy fringe design, and cheeky fitted shorts for coverage. Style with a crop top and boots for a country concert. Fit & FeaturesKnit fabric, high stretch, High-rise elasticized waist, Ruched side seams, Long flowy fringe design, Cheeky fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Moves Long Fringe Skirt in Black | Size: L

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

Sultry Eye Candy Floral Velvet Mesh Mini Skirt in Black

$29.90

(4)

Be the sultry eye candy in this floral velvet mesh mini skirt! The high-rise waist and bodycon fit add a touch of allure and a flattering fit. Pair with the matching top. Fit & FeaturesFlocked floral velvet pattern, mesh-lined fabric, High-rise waist, Bodycon silhouette, Mini-length hem, Runs true to size, Shop The Matching Top: Sultry Eye Candy Floral Velvet Mesh Bustier Free Shipping on All Orders Over $75. | Windsor Sultry Eye Candy Floral Velvet Mesh Mini Skirt in Black | Size: S | Mesh Fabric

Chic Confidence High Slit Mesh Midi Skirt in Black

$26.90

(4)

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: XS | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor After Dark Flutter Mini Skirt in Black

$29.90

(3)

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: XS | Knit Fabric

Going Somewhere Wrap Slit Maxi Skirt in Black

$29.90

(3)

Easy confidence, built in. This high-rise skirt hugs smoothly with a slinky double-lined knit and a front wrap slit that brings just enough drama for day or night plans. Fit & FeaturesSlinky double-lined knit fabric with stretch, High-rise waist, Body-skimming silhouette, High front wrap slit for movement, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Going Somewhere Wrap Slit Maxi Skirt in Black | Size: XS | Knit Fabric

Midi Length Skirts

Midi length skirts are basically the secret weapon of any well-rounded wardrobe—the kind of piece you reach for when you want to look like you tried (without actually trying). Their signature hemline lands somewhere between the knee and the ankle, which means they’re long enough to feel polished but short enough to show off your favorite shoes. Whether you’re heading to brunch, a boardroom, or a night out, a mid length skirt can flex for the occasion. Picture a full midi skirt in a breezy fabric for spring—paired with a cropped knit and sneakers for a day of errands, or dressed up with a silky cami and strappy heels for dinner with the crew. The beauty of midi skirts is in their versatility: you can go bold with a pop of color or keep it classic with a black skirt Windsor style, cinched at the waist and ready for anything. They work for every vibe and body type, with silhouettes that range from flowy and romantic to sleek and structured. If you’re after a look that’s effortlessly elevated, a midi skirt is your go-to, no matter what’s on your calendar.

Spring is the perfect time to experiment with layering and fabrics—think lightweight chiffon, crisp cotton, or even faux leather for those days when the weather can’t make up its mind. Midi skirts also make for thoughtful gifts, especially for friends or family who love to play with their style or need a little wardrobe refresh. They’re ideal for the woman who wants to transition seamlessly from work to weekend, or for anyone who’s navigating that “what do I wear to this?” panic before a formal event. A women’s formal black dress is always a classic, but sometimes a chic black midi skirt styled with a statement blouse and delicate jewelry can deliver just as much impact (with a little more flexibility). Windsor skirts are designed to move with you, offering comfort without sacrificing style. If you’re petite, opt for a skirt that hits just below the knee to elongate your frame; if you’re taller, a dramatic full midi skirt that grazes your calves can make a statement all on its own. Don’t forget the finishing touches—belts, layered necklaces, or a cropped jacket can instantly elevate your look and make it feel personal. And when it comes to shoes, you can’t go wrong: boots for edge, heels for polish, sneakers for a laid-back twist.

Ultimately, midi length skirts are all about possibility. They’re the answer for those days when you want to look put-together but still feel like yourself. Whether you’re building a capsule closet, searching for the perfect transitional piece, or just want something that makes you feel confident every time you slip it on, midi skirts have you covered. For more inspiration and the latest styles, check out our curated selection of Trendy Midi Skirts—because your wardrobe deserves options that work as hard (and look as good) as you do.

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