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!

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Best Seller

$29.90

4.848485 star rating

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

Best Seller

$36.90

4.875 star rating

A natural linen-blend maxi skirt with a tiered design, high-rise waist, and thigh-high side slit.

$26.90

5 star rating

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

$32.90

4.5 star rating

A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.

$42.90

4.5 star rating

An ivory knit wrap skirt with a tie-waist and cascading fringe hem, perfect for sunny getaways.

$29.90

5 star rating

A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.

$26.90

4.666667 star rating

A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.

$36.90

5 star rating

A natural linen-blend mini skirt featuring a high-rise waist and playful ruffled hem for casual outings.

$39.90

3 star rating

A khaki denim skort with a high-rise waist and ruched drawstring for a unique, cute look.

$39.90

5 star rating

A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.

$32.90

5 star rating

An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.

$29.90

5 star rating

A chic ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.

$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.

$39.90

2 star rating

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.

$34.90

A natural-colored mini skirt featuring lace embroidery, sheer mesh fabric, and a chic side slit.

$34.90

A brown floral mesh midi skirt with a high-rise waist and sultry front slit.

Sale

$9.97 $34.90 71% off

A high-rise black bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.

$34.90

A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.

$36.90

A medium denim high-rise skirt with adjustable drawstring ties and a flared mini-length hem.

$39.90

A natural chevron knit midi skirt with a high-rise waist and bodycon silhouette.

$39.90

A taupe gingham woven maxi skirt featuring a high-rise elastic waist and a stylish front slit.

$36.90

A vibrant orange floral maxi skirt in chiffon with a high-rise waist and curve-hugging silhouette.

$34.90

A black high-rise midi skirt crafted from stretchy knit fabric with a sleek column silhouette.

Sale

$13.97 $34.90 60% off

4.947369 star rating

A dark denim cargo mini skirt with a mid-rise waist, removable belt, and side pockets.

Best Seller

$34.90

4.833334 star rating

A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.

$19.90

4.833334 star rating

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

$26.90

4.166667 star rating

A flirty ivory midi skirt with ruched detailing and an asymmetric high-side slit in stretchy knit.

Best Seller

$29.90

5 star rating

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

$46.90

4.333334 star rating

A black and white striped midi skirt with a bodycon silhouette and scalloped trim.

Best Seller

$39.90

4.8 star rating

A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.

Best Seller

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit for versatile styling.

$34.90

4.6 star rating

An olive cotton-blend cargo mini skirt with a belted design and cargo-style pockets.

$36.90

4.75 star rating

A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.

$34.90

5 star rating

A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.

$36.90

5 star rating

A medium denim skort with a dual slit overlay and form-hugging fit for chic styling.

$29.90

5 star rating

An ivory floral ruffled skort with a high-rise smocked waistband and tiered silhouette.

$39.90

4.666667 star rating

A light blue crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.

$24.90

5 star rating

An elegant black high-rise skort with a flattering A-line silhouette in stretchy ponte knit fabric.

$26.90

5 star rating

A brown high-rise knit maxi skirt with an asymmetrical slit and form-hugging silhouette.

$22.90

5 star rating

A pink ruffle mini skirt featuring a mid-rise waist and form-hugging stretchy knit fabric.

$39.90

4.5 star rating

A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.

$34.90

4.5 star rating

A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.

Sale

$12.97 $29.90 57% off

5 star rating

A tan faux suede mini skirt with a high-rise waist and a stylish front slit.

Best Seller

$36.90

4.5 star rating

A black knit skirt with a high-rise waist, long flowy fringe, and built-in fitted shorts.

$36.90

5 star rating

A fierce leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.

$32.90

5 star rating

A black knit maxi skirt featuring a high front slit and a beachy starfish accent.

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Slay It With Style Mini Skirt in Black
Sale
(42) 4.6190476 star rating

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

Wild At Heart Long Fringe Skirt in Tan
(33) 4.848485 star rating

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

Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
Sale
(19) 4.9473686 star rating

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: S

Windsor Serving Style Cargo Mini Skirt in Brown
(19) 4.8421054 star rating

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: S

Bold Staple Ruched Asymmetrical Midi Skirt in Black
(9) 5 star rating

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

Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural
(8) 4.875 star rating

Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: L

Windsor Sleek Status Faux Leather Mini Skirt in Black
(6) 3.6666667 star rating

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

Flirty Ways Ruched High Slit Midi Skirt in Ivory
(6) 4.1666665 star rating

With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit Fabric

Windsor First Take Micro Slit Mini Skirt in Black
(5) 5 star rating

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

Keep A Secret Lace Slit Maxi Skirt in Black
(5) 4.8 star rating

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

Comfortable Skirts

When it comes to the art of getting dressed, nothing hits the sweet spot between style and freedom quite like comfortable skirts. Imagine this: you’re running out the door, iced coffee in hand, playlist queued up, and you just want something that feels like a soft hug but still looks like you put in the effort. That’s the magic of a comfy skirt—it’s the ride-or-die piece you reach for when you want to look cute but refuse to compromise on comfort. These aren’t just closet staples; they’re confidence-boosters, ready to take you from spontaneous brunches with your crew to late-night ice cream runs, all while letting you twirl, dance, and slay your day without a second thought about what you’re wearing. Whether you’re styling a flowy midi with sneakers for a chill vibe or leveling up a basic tee with a soft, stretchy mini, comfy skirts are the ultimate partner for whatever your day (or night) throws at you.

Let’s be real, everyone deserves a skirt that loves them back. Comfortable skirts are for the girls who want to look put-together even when they’re just running errands, the ones who need something breezy for back-to-back plans, and the besties who want to gift a little luxury to their ride-or-die squad. They’re perfect for gifting—think birthdays, graduations, or just because your BFF needs a pick-me-up (and who doesn’t love getting a surprise in the mail?). The beauty of a comfy skirt is that it works for literally every body and every vibe, from lounging at home to making power moves at the office. And if you’re all about that “one and done” energy, pairing a comfy skirt with a cute crop top or oversized sweater is basically a cheat code for looking effortlessly cool. The best part? You’re never sacrificing comfort for style—these skirts are made for living your best life, whether you’re on the dance floor or curled up with a good book.

If you’re on a mission to refresh your wardrobe with pieces that keep up with your wildest plans and coziest days, comfy skirts are the move. They’re the definition of versatile—easy to dress up with heels and a statement bag, or down with slides and your favorite oversized tee. And for those days when you want to channel main character energy without the drama, a comfortable skirt is your secret weapon. Ready to find your next obsession? Check out our curated picks and discover even more must-haves on our Best Skirts page—because you deserve to look and feel unstoppable, every single day.

Top Picks For Comfortable Skirts