Casual Wrap Skirts

Looking for a wardrobe staple that’s as versatile as your social calendar? Say hello to casual wrap skirts, the ultimate go-to for effortlessly chic vibes. Whether you're brunching with the squad or strolling through the city, these skirts are your trusty sidekick, ready to elevate any look with a twist of playful elegance. With a dash of sass and a sprinkle of charm, casual wrap skirts are here to make sure you strut your stuff with confidence and flair. Get ready to wrap yourself in style and turn every sidewalk into your personal runway!

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Cool-Girl Vibes Faux Leather Wrap Skort in Black

$22.90

A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.

Windsor Radiant Sweetie Floral Polka Dot Ruffle Skirt in Black

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Windsor Radiant Sweetie Floral Polka Dot Ruffle Skirt in Black

$9.97 $26.90 63% off

A black woven skort with a floral polka dot print and ruffled mini-length skirt overlay.

Windsor Delightful Duo Polka Dot Ruffle Skirt in Black

$36.90

A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.

Flirt Alert Plaid Lace-Up Mini Skirt in Navy Blue

$39.90

A navy blue plaid mini skirt featuring a lace-up front, high-rise waist, and flouncy woven fabric.

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Windsor 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: S | 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: XS

Keep A Secret Lace Slit Maxi Skirt in Black

$39.90

(9)

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

Windsor 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: L

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Windsor Iconic Getaway Tie-Waist Wrap Fringe Skirt in Ivory

$9.97 $42.90
77% off

(5)

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: L | Knit Fabric

First Take Micro Slit Mini Skirt in Black

$14.90

(5)

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: M | Knit Fabric

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Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural

$9.97 $32.90
70% off

(4)

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

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Breezy Vibes Lace Mini Skirt in Ivory

$9.97 $26.90
63% off

(3)

Show off a breezy chic vibe in this airy lace mini skirt featuring a high-rise waist and a short form-hugging fit. Style with the matching tie-front top for a weekend getaway. Shop Matching Top: Breezy Vibes Lace Tie-Front TopFit & FeaturesSheer lace fabric with lining, High-rise waist, eyelet lace trim, Mini-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Vibes Lace Mini Skirt in Ivory | Size: L | Lace Fabric/Sheer Lace Fabric

Windsor Trendy Moves Long Fringe Skirt in Black

$36.90

(3)

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: M

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Strut It Out Abstract Zebra Maxi Skirt in Brown

$9.97 $34.90
71% off

(3)

Perfect your vibe with the strut it out abstract zebra maxi skirt. This sheer mesh beauty flaunts a zebra print and mid-rise waist for a fierce look. Pair it with the matching top for ultimate style. Fit & FeaturesSheer mesh fabrication lined with stretchy knit, Mid-rise waist, Zebra print, Maxi length hem, Runs true to size, Shop Matching Top: Strut It Out Abstract Zebra Tie-Front Top Free Shipping on All Orders Over $75. | Windsor Strut It Out Abstract Zebra Maxi Skirt in Brown | Size: L | Mesh Fabric/Sheer Mesh Fabric

Casual Wrap Skirts

There’s something about a casual wrap skirt that just gets it—effortless, versatile, and ready for whatever your day throws at you. Picture this: you’re grabbing coffee with a friend, running errands, or dashing from class to dinner plans, and your outfit never misses a beat. That’s the magic of a wrap skirt. The adjustable fit means you’re always comfortable, even on those days when your plans (and your mood) are all over the place. They’re the ultimate “throw on and go” piece, but they never look like an afterthought. Whether you’re styling with a cropped sweater and boots for a crisp October afternoon or keeping it breezy with a tank and sneakers, a casual wrap skirt works with whatever vibe you’re channeling. And when the weather starts to do that unpredictable autumn thing—sunny one minute, chilly the next—layering is a breeze. Toss on a denim jacket or a cozy cardigan, and you’re set. If you’re shopping for someone else, wrap skirts are a low-stress gift that feels personal but never presumptuous. They’re forgiving in fit, universally flattering, and a favorite among friends who appreciate both comfort and style. Think of them as the sartorial equivalent of a pumpkin spice latte—timeless, a little bit special, and always in season.

When it comes to picking the perfect casual wrap skirt, there are a few things to keep in mind. Fabric is everything—look for soft cotton blends, breezy linens, or flowy rayon that moves with you (and doesn’t wrinkle the second you sit down). Pay attention to the length: mini styles are playful and fun for daytime adventures, while midi lengths bring a touch of polish that can easily transition from work to weekend. Prints and colors are where you get to show off your personality—classic stripes, subtle florals, or bold solids all have a place in your closet, and you can switch them up depending on your mood or the occasion. The beauty of a wrap design is that it’s as forgiving as it is flattering, cinching you in at the waist but never feeling restrictive. If you’re someone who’s always on the move or needs a look that can flex between brunch, errands, and a spontaneous night out, you’ll find yourself reaching for your wrap skirt again and again. And if you’re building a capsule wardrobe or just want to maximize your options, these skirts are a smart investment: they pair effortlessly with everything from chunky knits and tights to a simple tee and sandals when the weather warms up again.

Shopping for casual wrap skirts is about more than just filling a gap in your closet—it’s about finding pieces that actually keep up with your life. Maybe you’re someone who lives for the last-minute getaway or you just want to make weekday dressing a little less stressful. Either way, wrap skirts are the answer. They travel well, fit a range of body types, and feel just as good at a backyard hang as they do at your favorite downtown spot. If you’re new to the wrap game or want to explore more options, you can check out the full range of styles on our Wrap Skirts page for even more inspiration. At the end of the day, it’s about feeling comfortable, confident, and ready for whatever’s next—because your style should always work as hard as you do.

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