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.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$42.90
An ivory knit wrap skirt with a tie-waist and cascading fringe hem, perfect for sunny getaways.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$32.90
An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.
$36.90
A natural linen-blend mini skirt featuring a high-rise waist and playful ruffled hem for casual outings.
$39.90
A khaki denim skort with a high-rise waist and ruched drawstring for a unique, cute look.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$9.97 $34.90 71% off
A natural-colored mini skirt featuring lace embroidery, sheer mesh fabric, and a chic side slit.
$29.90
A black faux suede mini skirt with flirty fringe trim and a flattering bodycon 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.
$9.97 $39.90 75% off
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$9.97 $34.90 71% off
A black bleach-dye denim mini skirt with a belted waist and form-hugging fit.
$34.90
A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.
$26.90
A stretchy red midi skirt with ruching and an asymmetrical high-side slit for cocktail occasions.
$26.90
A sultry green high-rise midi skirt crafted from double-lined, stretchy knit fabric with a side slit.
$39.90
A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.
$29.90
A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$34.90
A brown denim mini skort featuring a high-rise waist and dual front slits for a chic look.
$26.90
A chic ivory lace mini skirt with a high-rise waist and form-hugging fit.
$16.97 $39.90 57% off
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$34.90
A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.
$24.90
A brown knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.
$26.90
A brown high-rise knit maxi skirt with an asymmetrical slit and form-hugging silhouette.
$34.90
A black high-rise mini skort featuring a ruffled skirt overlay and comfortable knit fabric.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$36.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$36.90
A leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.
$34.90
A black mesh maxi skirt featuring a tropical floral print, high-rise waist, and form-hugging silhouette.
$18.97 $44.90 58% off
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$32.90
A black faux leather mini skort with a high-rise waist and pleated silhouette for stylish outings.
$24.90
A black mini skirt featuring a high-rise waist, front slit, and ruffle in stretchy knit fabric.
$9.97 $29.90 67% off
An ivory pleated mini skirt with eyelet lace trim and a high-rise waist for charming style.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$15.97 $36.90 57% off
A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.
$9.97 $26.90 63% off
A black woven skort with a floral polka dot print and ruffled mini-length skirt overlay.
$26.90
A leopard print mesh skort with a high-rise waist and tiered ruffled mini-length hem.
$9.97 $34.90 71% off
A trendy ivory pleated denim mini skirt with a distressed hem and A-line silhouette.
$9.97 $34.90 71% off
A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.
$36.90
A navy blue woven mini skirt featuring a playful bubble hem, dual bow details, and stretchy knit lining.
$12.97 $29.90 57% off
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$10.97 $26.90 59% off
A black satin skater skirt with a high-rise waist and faux wrap overlay with side tie.
$34.90
A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.
$9.97 $32.90 70% off
A stylish olive twill skort with a ruched side seam and adjustable drawstring for a custom fit.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
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Slay It With Style Mini Skirt in Black
$9.97 $22.90
56% 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
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
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
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
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
Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, adjustable drawstring, High side slit, Asymmetric maxi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Ivory | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Get ready for an iconic getaway with this tie-waist wrap fringe skirt perfect for days spent under the sun or sipping on drinks poolside! Fit & FeaturesCrochet knit design, sewn-in knit lining, Wrap-tie waist, Back zipper and hook-eye closure, Cascading fringe hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic Getaway Tie-Waist Wrap Fringe Skirt in Ivory | Size: S | Knit Fabric
Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric
Call Me Cutie Floral Eyelet Mini Skirt in White
$9.97 $39.90
75% off
Get ready for everyone to call you cute in this floral mini skirt designed with a flirty layered ruffle that captures attention and a mini-length hem that lets you flaunt your figure. Pair with the matching top. Shop Matching Top: Call Me Cutie Lace-Up Floral Eyelet Corset TopFit & FeaturesFloral print, eyelet woven lined fabric, Stretchy smocked high-rise waist, Layered ruffle , Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Call Me Cutie Floral Eyelet Mini Skirt in White | Size: L
Comfortable Skirts
When it comes to finding the perfect skirt that feels as good as it looks, comfort is the ultimate power move. Think about that magical moment when you slip on a skirt that just gets you—soft waistbands, breezy fabrics, and silhouettes that let you move through your day like the main character you are. Whether you’re hustling to class, running errands with your girls, or just living your best lounge life, a comfortable skirt is your secret weapon. It’s the piece you reach for when you want to look put-together but feel like you’re still in your favorite pajamas (no judgment, we’ve all been there). And let’s be real—when your outfit feels effortless, you walk a little taller, laugh a little louder, and say yes to that spontaneous coffee run or late-night adventure, because you know you’re ready for anything. There’s something about a skirt that moves with you, not against you, that just hits different. It’s like the universe is giving you a little wink, reminding you that comfort and confidence can totally be BFFs.
Comfortable skirts are the ultimate chameleons in your closet. They’re the go-to for anyone who wants to keep things cute without sacrificing that all-day ease. Picture this: you’re gifting your bestie a skirt that’s as easygoing as your friendship—something she’ll wear to brunch, to class, or even to that “just us” movie night. Or maybe you’re treating yourself (because self-care, hello) to a skirt that works for every vibe, from “boss babe at work” to “laid-back weekend goddess.” These skirts are perfect for anyone who’s over the struggle of squeezing into stiff, restrictive fits or dealing with itchy fabrics that turn a good day into a fashion fail. The best part? Comfort skirts don’t just belong in your closet; they’re a whole mood, ready to be styled up with a slouchy sweater and sneakers or dressed up with a crop top and boots for those “I woke up like this” moments. Whether you’re curating your own collection or searching for that perfect gift for your ride-or-die, these skirts are a must-have for anyone who wants to keep their style game strong without ever compromising on comfort.
If you’re all about those timeless vibes and want to see how comfort meets classic, check out our Classic Skirts for even more inspo. There’s no rulebook here—just endless ways to express your style, stay cozy, and keep the good energy rolling. From twirling through your day to kicking back with your squad, comfortable skirts are your ticket to feeling unstoppable, every single time you wear them.