High Waist Maxi Skirts
High waist maxi skirts are the ultimate style statement for our Windsor girl who wants to twirl through life with confidence and flair. These skirts effortlessly blend elegance and comfort, making them the perfect go-to for any occasion where you want to feel like a bohemian goddess or a chic city dweller. Whether you're headed to brunch with the squad or a spontaneous road trip, these skirts have got your back, offering endless possibilities to mix and match with your favorite tops and accessories. So get ready to strut your stuff and make every sidewalk your runway!
$29.90
A tan faux suede skirt with a high-rise waist and ankle-length fringe for a festival vibe.
$36.90
A light blue floral mesh maxi skirt featuring a high-rise waist, ruching, and a high-cut side slit.
$46.90
An ivory crochet knit maxi skirt featuring a high-rise waist, scalloped trim, and thigh-high side slit.
$29.90
A sleek black knit maxi skirt featuring a high-rise waist and dramatic front wrap slit for movement.
$29.90
A tan faux suede maxi skirt featuring a high-rise waist and dramatic fringe detailing for festival flair.
$29.90
A sleek black knit maxi skirt featuring a high-rise waist, O-ring detail, and a bold side slit.
$36.90
A rust-colored mesh maxi skirt featuring an abstract animal print, high-rise waist, and back slit.
$49.90
A metallic gold abstract print maxi skirt featuring ruffled trim, high-cut side slit, and ruched detailing.
$34.90
A pink mesh maxi skirt featuring an abstract floral print, ruched detailing, and a high-rise, form-hugging fit.
$54.90
A black faux leather maxi skirt featuring a high-rise waist, dual front buckles, and a dramatic front slit.
$34.90
A multi-color abstract print mesh maxi skirt featuring sheer fabric, mini lining, and a form-hugging fit.
$39.90
A multi-colored mesh maxi skirt featuring a butterfly print, high-cut front slit, and asymmetric hem.
$42.90
A banana yellow maxi skirt featuring a flocked floral lace pattern, sculpted fit, and high-side slit.
$36.90
A black and white zebra rose print maxi skirt featuring mesh-lined fabric, ruching, and a chic side slit.
$29.90
A sleek white maxi skirt crafted from stretchy knit fabric with a high waist and bold side slit.
$36.90
A banana yellow floral knit maxi skirt with a curve-hugging fit and flared hem for warm evenings.
$34.90
A burgundy mesh maxi skirt featuring a romantic rose print and a fitted, bodycon silhouette.
$26.90
A navy blue stretch knit midi skirt featuring ruched detailing, an asymmetrical hem, and a side slit.
$10.97 $49.90 78% off
A black satin midi skirt featuring a high-rise waist and elegant sheer lace panel detailing.
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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: M | 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: 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: S | Knit Fabric
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: XS
A maxi skirt that feels like slipping into vacation mode without even trying. The soft floral print mesh hugs just right, giving you that effortless “I’m ready for whatever” confidence—day plans or date nights included. Shop Matching Top: Vacay Bloom Floral Mesh Halter TopFit & FeaturesSheer mesh fabric with knit lining, high stretch, Large floral print, High-rise waist, Ruching, High-cut side slit, Maxi-length hem, form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Vacay Bloom Floral Mesh Maxi Skirt in Light Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Low-rise nostalgia meets modern street style—this denim cargo mini skirt is made for layering with baby tees, tanks, or oversized fits. The pocket detail gives it that effortless “just stepped out of an early 2000s music video” energy. Fit & FeaturesDenim fabric with color fade effect, Mid-rise waist, Cargo-style front and side pockets, Fitted mini-length hem, Front button closure, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Throwback Cool Denim Cargo Mini Skirt | Size: XL
This faux leather skirt gives life to the party vibes! It has lace-up sides that demand attention, a high-rise waist, and a flattering form-hugging fit that shows off your figure. Fit & FeaturesFaux leather fabric, High-rise waist, Back zipper closure, Side lace-ups , Form-hugging fit, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Life Of The Party Lace-Up Mini Skirt in Brown | Size: M | Leather
Sleek with a little edge, this mini skirt is made for plans that don’t end early. The smooth knit finish and subtle butterfly detail bring just enough intrigue, while the side slit keeps things flirty without trying too hard. Fit & FeaturesSmooth knit fabric with stretch, Low-rise waist, High front slit with subtle butterfly detailing, Form-hugging fit, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor After Dark Flutter Mini Skirt in Black | Size: M | Knit Fabric
Sweet like summer, this crochet maxi skirt was made to flirt. With a high-rise waist, scalloped trim, and high-cut side slit, it's your new go-to for coastal vibes. Style with the matching bralette top. Shop Matching Top: Sweet Like Summer Crochet Bralette TopFit & FeaturesSheer crochet knit fabric, moderate stretch, High-rise waist, scalloped trim, Adjustable tie-front drawstring, Thigh-high side slit, Maxi-length fitted silhouette, scalloped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Like Summer Crochet Maxi Skirt in Ivory | Size: XS | Knit Fabric
Easy yes, zero hesitation. This mini skirt brings a clean fit with just enough drama—perfect for spontaneous plans and outfits that don’t need a backup. Shop Matching Top: Check In Chic Polka Dot Halter CorsetFit & FeaturesWoven knit fabrication, Ruched mid-rise waist, Polka dot pattern, Ruffled high side slit, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Check In Chic Polka Dot Mini Skirt in Ivory | Size: S | Knit Fabric