Comfortable Skirts
Hey there, fashion maven! Ready to twirl into a world where comfort meets style? Our collection of comfortable skirts is here to make sure you never have to choose between looking fab and feeling great. Whether you're strutting your stuff down the street or dancing the night away, these skirts are your ultimate partner in crime. Think flowy fabrics and silhouettes that move with you, all while keeping those good vibes rolling. So go ahead, unleash your inner fashionista and let those skirts do the talking!
$29.90
A tan faux suede skirt with a high-rise waist and long fringe detailing for a festival-ready look.
$9.97 $26.90 63% off
A burgundy knit midi skirt with a high-rise waist, ruffled slit, and bodycon fit.
$26.90
A black stretchy knit midi skirt with high-rise fit, ruching, and an asymmetrical high-side slit.
$39.90
A plum pleated mini skirt with a faux leather belt, perfect for stylish downtown outings.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$22.90
A black satin mini skort featuring a high-rise waist, ruched side seam, and adjustable drawstring.
$9.97 $19.90 50% off
A trendy brown zebra print mini skirt with a high-rise waist and chic front slit.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$32.90
An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.
$42.90
An ivory knit wrap skirt featuring a tie-waist and cascading fringe hem for a chic getaway look.
$9.97 $36.90 73% off
A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$29.90
An ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.
$44.90
A beige high-rise maxi skirt with delicate embroidery and a flirty high front slit.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$29.90
A black faux suede mini skirt with flirty fringe trim and a flattering bodycon fit.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$39.90
An ivory lace maxi skirt with a high slit and flowy sheer hem for boho-inspired 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 black high-rise bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.
$39.90
A charming white denim mini skirt with a bubble hem and mid-rise waist for a playful look.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$26.90
A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.
$9.97 $16.90 41% off
A stylish black mini skirt with a high-rise waist and bodycon fit in textured knit fabric.
$34.90
A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.
$24.90
A faux suede mini skirt in camel with a low-rise V-cut waist and bodycon fit.
$36.90
A chic black polka dot mini skirt with ruffled hem and back zipper for stylish occasions.
$26.90
A blush bodycon midi skirt with a high-rise waist and side ruched seams in stretchy knit.
$34.90
A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.
$36.90
A medium denim high-rise skirt with adjustable drawstring ties and a flared mini-length hem.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$32.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique, cute look.
$34.90
A natural-colored mini skirt featuring lace embroidery, sheer mesh fabric, and a chic side slit.
$9.97 $34.90 71% off
A brown cotton-blend mini skirt with a mid-rise waist and multiple functional pockets.
$26.90
A bold brown mini skirt with a large floral print and sheer mesh for a flirty silhouette.
$36.90
A black crochet knit maxi skirt with a high side slit and tie-front detail for boho vibes.
$34.90
A dark denim cargo mini skirt with a mid-rise waist, removable belt, and side pockets.
$24.90
An ivory lace mini skort with a ruched high waist and flowy hanky hem for boho-chic flair.
$19.90
A chic black knit mini skirt with a high-rise waist and sultry side slit.
$34.90
A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.
$34.90
An olive cotton-blend cargo mini skirt with a belted design and form-fitting silhouette.
$34.90
A light denim skort with tiered ruffles and a flared silhouette over fitted shorts.
$39.90
A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$9.97 $34.90 71% off
A black denim mini skirt with a mid-rise waist, pleated A-line silhouette, and cargo pockets.
$9.97 $19.90 50% off
A daring black mini skirt with a high-rise waist and bodycon silhouette in textured knit fabric.
$29.90
An ivory lace skort with tiered ruffles and knit-fitted shorts for charming coverage.
$9.97 $24.90 60% off
A black mid-rise skort with a bow and slit, featuring a form-hugging fit and mini-length hem.
Now Trending
Windsor 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: M | 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 Black | 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 Dark Denim-2 | Size: L
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: XL
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 Red | Size: L
Windsor Sleek Status Faux Leather Mini Skirt in Ivory
$6
$19.90
70% off
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 Ivory | Size: M
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
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: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Channel Cute Mid-Rise Pleated Denim Mini Skirt in Black
$9.97
$34.90
71% off
You'll be channeling cute in this denim mini skirt to the coffee shop or casual plans with friends! The mid-rise waist and pleated A-line silhouette create a flattering fit, while the cargo flap pockets add a touch of utility to hold your cash, cards, or keys. Perfect for any occasion, this mini-length skirt will be a versatile addition to your wardrobe. Complete the look in a smooth basic tee and boots for an edgy-cute vibe! Fit & FeaturesDenim fabric with stretch, Cargo flap pockets, Front button and hidden zipper closure, Mid-rise waist, A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Channel Cute Mid-Rise Pleated Denim Mini Skirt in Black | Size: L
Everyone will adore your look in this floral mesh maxi skirt perfect for vacay or weekend plans! With a high-rise waist, it accentuates your figure while the bodycon fit flatters your curves, and the center back slit offers movement. Complete the look with the matching top. Shop The Matching Top: Floral Sensation Strapless Crop BustierFit & FeaturesFloral print, mesh fabric lined with stretchy knit, High-rise waist, Bodycon fit, Center back slit, Maxi-length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Floral Sensation High Rise Maxi Skirt in Pink | Size: S | Mesh Fabric/Mesh Fabric
Comfortable Skirts
Oh, honey, let’s talk about the unsung hero of your wardrobe - the comfortable skirt. Whether you’re a boss babe running from meeting to meeting, a creative soul painting your next masterpiece, or just someone who loves to keep it casual and chic, comfortable skirts from Windsor are your new best friends. Picture this: it’s a breezy March morning, you’re sipping on your favorite latte, and you’ve got a day packed with potential. What’s your go-to? That’s right, a Windsor skirt that pairs effortlessly with your mood and the cherry blossoms blooming around you.
Comfortable skirts are not just a purchase; they're an investment in your comfort and confidence. They come in all shapes and sizes - from swishy maxi skirts that dance around your ankles to structured midi skirts that mean business. Each Windsor skirt is a canvas for your personal style. Imagine wearing a soft, flowy skirt on a picnic date, feeling the grass under your fingertips, the fabric fluttering slightly with the wind. Or consider a sleek, stretchy skirt that moves with you as you conquer the boardroom or campus. These skirts are designed for the real you; the you that doesn’t compromise on comfort or style, the you that’s ready to take on the world, one twirl at a time. And let’s not forget, a comfortable skirt makes a thoughtful gift too! Whether it’s for a birthday, a graduation, or just because, gifting a Windsor skirt is like sending a hug they can wear.
Now, if your style leans a bit more towards timeless classics, we’ve got something special for you too. Dive into our collection of Classic Skirts that promise to elevate your wardrobe with that eternal charm. These skirts are perfect for those who adore a touch of tradition mixed with modern flair, making every outfit an expression of timeless elegance. So, whether you’re dressing up for a springtime soirée or keeping it low-key for a coffee run, remember that the right skirt can make all the difference. It’s all about how you feel, and darling, you deserve to feel fabulous. With Windsor skirts, you’re not just wearing a piece of clothing; you’re embracing a lifestyle of effortless beauty and unstoppable confidence. Go ahead, make every sidewalk your runway with a comfortable skirt that loves you right back.