Trendy Midi Skirts
Ready to turn the sidewalk into your personal runway? Trendy midi skirts are here to elevate your style game, bringing that perfect blend of chic and effortless flair you’ve been dreaming of. Whether you're strutting into a brunch date or owning the dance floor, these skirts are your go-to for making every moment a fashion statement. With their versatile lengths and eye-catching designs, they’re the ultimate wardrobe staple for any Windsor girl who’s not afraid to stand out. Get ready to twirl, swirl, and make heads turn with these must-have pieces!
$46.90
A black and white striped midi skirt with a bodycon silhouette and mid-rise waist in stretchy knit.
$26.90
A flirty ivory midi skirt featuring ruched detailing and an asymmetric high-side slit in stretchy knit.
$26.90
A black stretchy knit midi skirt with high-rise fit, ruching, and an asymmetrical high-side slit.
$26.90
A green high-rise midi skirt crafted from double-lined, stretchy knit fabric with a chic side slit.
$39.90
A light blue crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish getaways.
$36.90
A black knit skirt featuring a high-rise waist, long flowy fringe, and built-in cheeky shorts.
$29.90
A chic black ribbed knit midi skirt with a high side slit and bodycon fit.
$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 with a high-rise waist, polka dots, and a side slit.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$28.90
A flirty pink knit midi skirt featuring ruffle trim, side slit, high-rise waist, and bodycon fit.
$42.90
A black satin midi skirt featuring a high-rise waist, front faux buttons, and a high slit.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$44.90
A brown striped crochet knit midi skirt featuring a high-rise waist and a thigh-high side slit.
$29.90
A tan tropical print midi skirt featuring a high-rise waist, mesh overlay, and form-hugging silhouette.
$34.90
A black high-rise midi skirt crafted from stretchy knit fabric with a sleek column silhouette.
$29.90
A trendy black faux suede skirt with a high-rise waist and long fringe detailing.
$26.90
A sleek black knit midi skirt featuring a high-rise waist, bodycon fit, and center back slit.
Now Trending
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
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: 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
Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: L
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
With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit 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
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
Trendy Midi Skirts
Ready to live your main character moment? Midi skirts are your ticket to that sweet spot between easy-breezy and totally put-together. They’re the ultimate wingwoman—flirty enough for rooftop brunches, polished enough for big-deal meetings, and comfy enough for those spontaneous road trips with your ride-or-die crew. Picture yourself stepping out in a cool midi skirt, the kind that catches the light and every eye in the room, with a silhouette that flatters every curve and a vibe that says, “Yeah, I woke up like this.” The best part? Midi skirts are that rare find that works for every mood, every plan, and every last-minute change of heart. Dress one up with strappy heels and a fitted top to channel boss energy, or throw on your favorite sneakers and a graphic tee for a look that’s all about laid-back glam. Whether you’re gifting your bestie a little extra confidence for her birthday, surprising your sister with a wardrobe upgrade, or treating yourself (because, hello, you deserve it), midi skirts are the kind of present that keeps on giving—endless styling options, endless compliments, endless fun.
Let’s be real: nothing feels quite like the swish and sway of a midi skirt when you’re strutting down the street or twirling on the dance floor. There’s something about that length—it gives you coverage without cramping your style, lets you move freely, and always leaves room for a little leg reveal when you’re feeling cheeky. And if you’re all about versatility, midi skirts are your new BFF. Go for a sleek, body-hugging fit when you want to serve up some serious glam, or choose a flowy, pleated style for those days when you want to twirl & swirl windsor with zero effort. Midi skirts are also a dream for mixing and matching—pair them with crop tops, oversized sweaters, or even a sharp blazer for a look that’s as unique as your group chat banter. They’re the go-to piece for anyone who wants to look cute without trying too hard, and they’re perfect for those in-between plans when you’re not sure where the night will take you. And if you’re looking for something a little extra, don’t miss the chance to explore our Elegant Midi Skirts collection for styles that bring the drama and the dazzle.
Midi skirts are basically the secret sauce to a wardrobe that works as hard as you do. They’re the piece you’ll reach for when you want to feel unstoppable, whether you’re heading to a concert, a coffee date, or just living your best life out and about. They make amazing gifts for the fashion-obsessed friend who’s always ahead of the trends, the sister who loves a little extra flair, or anyone who appreciates the magic of a piece that’s equal parts classic and current. Slip into a midi skirt and you’re instantly ready for whatever the day throws your way—rain or shine, day or night, solo adventures or squad goals. Trust us, once you find your perfect midi, you’ll wonder how you ever lived without it.