High Rise Midi Skirts
High rise midi skirts are the ultimate wardrobe must-have for every Windsor girl ready to own her style game. These skirts are your go-to for creating effortlessly chic looks that transition seamlessly from brunch dates to dance floors. With their flattering fit and versatile length, they’re perfect for pairing with everything from crop tops to cozy sweaters. Whether you're strutting into the office or twirling at a garden party, these skirts bring that perfect mix of sophistication and sass. Time to elevate your fashion vibe and let those high rise midi skirts do the talking!
$26.90
A black midi skirt featuring stretchy knit fabric, ruching, and an asymmetrical high-side slit.
$29.90
An airy orange woven midi skirt with a high slit, tie detail, and flowy slim-fit silhouette.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$34.90
A plum mesh midi skirt featuring a flocked velvet floral pattern and a high side slit.
$29.90
A chic black ribbed knit midi skirt featuring a high side slit and bodycon fit.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$42.90
A black satin midi skirt featuring a high-rise waist, front faux buttons, and a high slit.
$17.97 $42.90 58% off
A rose floral velvet burnout midi skirt with ruched seams and a high-cut slit.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$39.90
A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$34.90
A chic black faux leather wrap midi skirt featuring a high-rise waist and high-slit design.
$44.90
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$39.90
A black satin midi skirt featuring a high-rise waist, polka dot print, and a side slit.
$29.90
A tan faux suede skirt with a high-rise waist and long fringe detailing for a festival-ready look.
$26.90
A wild leopard print skort with a high-rise smocked waist and playful ruffled design.
$39.90
An ivory floral maxi skirt with a high-rise waist and flattering bodycon fit in mesh fabric.
$36.90
A fierce leopard print maxi skirt with a high-rise waist and dramatic front slit.
$9.97 $34.90 71% off
A high-rise black bubble skirt with side stripes, featuring a nylon woven fabric and adjustable drawstring.
$26.90
A blush bodycon midi skirt with a high-rise waist and side ruched seams in stretchy knit.
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Windsor Slay It With Style Mini Skirt in Black
$18 $22.90
21% 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: M | 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 Black | Size: L | Faux Suede
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: M
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
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 Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace 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
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
This airy woven midi skirt will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric with a mini-length lining, it features a high waist with the cutest tie detail, a high-cut side slit to showcase some leg, and a flowy slim-fit silhouette. Style with the matching crop top for a fabulous 'fit! Shop Matching Orange Top: Sunny Vibes Bow Back Woven Crop TopFit & FeaturesWoven fabric with mini-length knit lining, minimal stretch, High-rise elasticized waist, Tie detail, High side slit, Flowy slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: S | Knit Fabric/Woven Fabric
High Rise Midi Skirts
High rise midi skirts are the ride-or-die wardrobe staple you never knew you needed—until now. Picture this: you’re running late for brunch, you throw on a high waisted midi skirt, and suddenly you’re serving main character energy with zero effort. That’s the beauty of these skirts—they’re the ultimate confidence booster, hugging your waist just right and gliding over your curves like they were made for you (because, let’s be real, they basically were). Whether you’re tall, petite, or somewhere in between, high rise skirts know how to play up your best angles and keep you feeling snatched all day long. And for the babes who live for a little extra drama, a high waisted floral midi skirt brings all the flirty, feminine vibes—perfect for rooftop hangs, date nights, or just because you’re feeling yourself. High rise midi skirts are the BFFs of your closet, ready to hype you up for every adventure, from office meetings where you need to look like a boss to spontaneous road trips where comfort is non-negotiable.
Let’s talk gifting, because if you’ve got a bestie, sister, or mom who loves a little glam, a high waist midi skirt is the kind of present that screams “I totally get your vibe.” They’re the gift that keeps on giving, making every outfit feel fresh, fun, and just a little bit rebellious. Imagine surprising your favorite person with a skirt that instantly upgrades her style game—she’ll think of you every time she gets complimented (which will be a lot, trust). And if you’re shopping for yourself (because self-love is the best love), you’ll find that high rise midi skirts are endlessly versatile. Dress them up with heels and a sparkly clutch for that big night out, or keep it chill with sneakers and a graphic tee for those days when you need to look cute but can’t be bothered to try too hard. The midi length is pure magic—long enough for coverage, short enough to keep things interesting, and always just the right amount of sophisticated-meets-sassy. Plus, with so many colors, prints, and textures to choose from, you can build a whole collection that’s as bold and unique as you are.
If you’re ready to level up your skirt game and turn every sidewalk into your personal runway, you’re in the right place. High rise midi skirts aren’t just a trend—they’re a whole mood, serving up timeless style with a modern twist. Whether you’re all about those sleek, minimal vibes or you love a high waisted floral midi skirt that’s bursting with color, there’s a look here with your name on it. And when you want even more inspo, don’t forget to check out our curated collection of Trendy Midi Skirts for all the latest must-haves. Go ahead, treat yourself (or your bestie)—because life’s too short for boring outfits, and you deserve to feel unstoppable, every single day.