Stretchy Maxi Skirts
Stretchy maxi skirts are your new wardrobe BFF, ready to take you from brunch to beach with a twirl and a wink. These beauties are all about comfort meeting style, hugging your curves in all the right ways while letting you move like the unstoppable force you are. Perfect for those days when you want to feel effortlessly chic and totally unstoppable, stretchy maxi skirts are here to elevate your style game without breaking a sweat. Whether you're dressing it up with heels or keeping it casual with sneakers, these skirts are the ultimate partner-in-crime for any fashion adventure.
$39.90
A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.
$32.90
A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.
$14.97 $34.90 57% off
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$34.90
A sheer mesh maxi skirt in brown with an abstract zebra print and mid-rise waist.
$26.90
A brown high-rise maxi skirt with an asymmetrical slit and form-hugging knit silhouette.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$36.90
A fierce leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.
$32.90
An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$34.90
A black mesh maxi skirt featuring a tropical floral print, high-rise waist, and form-hugging silhouette.
$39.90
A black tropical print maxi skirt in stretchy knit fabric featuring a high front slit and flowy silhouette.
$34.90
A fuchsia abstract floral maxi skirt in sheer mesh with a back slit and form-hugging fit.
$24.90
A tropical print maxi skirt in black mesh with a high-rise waist and sultry side slit.
$39.90
A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.
$39.90
An ivory lace maxi skirt featuring a high slit and flowy sheer hem for boho-inspired elegance.
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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
Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
$13.97 $34.90
60% off
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
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
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
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
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: M | Lace Fabric/Knit Fabric/Sheer Lace 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
$16.97 $39.90
57% 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
Stretchy Maxi Skirts
Let’s be real—there’s just something about a stretchy maxi skirt that makes you feel like you could take on the world (or at least the dance floor). These aren’t your average skirts; they’re your secret weapon for those days when you want to look effortlessly put-together without sacrificing one ounce of comfort. Picture yourself gliding through a brunch date, running errands, or vibing at a rooftop party—all while feeling like you’re wrapped in your favorite cozy blanket, but looking like an absolute goddess. Stretchy skirts are the ultimate “get you a skirt that can do both” moment: they hug in all the right places, move with you (not against you), and somehow manage to make every top in your closet look like it was made to match. Whether you’re a queen of the minimalist look, obsessed with bold prints, or somewhere in between, long stretchy skirts are your ticket to endless outfit possibilities. They’re a closet staple for everyone from the campus trendsetter juggling classes and coffee runs to the boss babe making power moves at the office, and even the chill girl who just wants to keep things cute and comfy for movie night with the squad.
Gifting a stretch skirt? You’re officially the MVP of any birthday, celebration, or just-because surprise. Stretchy maxi skirts are that rare find that works for everyone—your bestie who lives for statement jewelry, your cousin who’s always on the go, or your mom who deserves to feel fabulous every day. They’re the kind of gift that says, “I get you, and I want you to feel amazing.” And let’s not forget how these skirts play well with literally everything: crop tops for a little sass, oversized sweaters for a cozy-chic vibe, or even a fitted blazer for those “I’m the boss” moments. The beauty of a stretch skirt is in its versatility—dress it up with heels and a clutch for a night out, or keep it low-key with sneakers and a denim jacket for a casual day adventure. The stretchy waistband is basically a love letter to comfort, making it easy to slip on and off, and perfect for those days when you want to look good without putting in extra effort. If you’re all about maximizing your wardrobe, these skirts are your new BFF. And if you’re loving the whole stretchy, comfy, and cute aesthetic, you’ll be obsessed with our Stretchy Maxi Dresses collection too—trust, it’s a vibe you won’t want to miss.
Let’s not sleep on how these stretch skirts are the ultimate travel companions. Rolling up a long stretchy skirt into your weekender bag? Zero wrinkles, zero worries, and a million outfit combos just waiting to happen. They’re a lifesaver for those spontaneous plans that pop up—think last-minute road trips, impromptu beach days, or a quick change after work when you’re heading out with friends. And for those days when you’re feeling a little extra, pair your stretchy maxi skirt with bold accessories and a killer attitude, and you’ll be serving main character energy wherever you go. No matter your shape, style, or mood, stretchy skirts are designed to celebrate you exactly as you are—confident, comfortable, and ready for anything. So go ahead, make some room in your closet (and your life) for the skirt that does it all.