Twill Skirts
Twill skirts are your new wardrobe MVP, ready to take you from brunch dates to late-night adventures with style and ease. These beauties bring a little texture and a lot of flair, making sure you stand out in every crowd. Whether you're pairing them with your favorite graphic tee for a casual vibe or dressing them up with heels for that special occasion, twill skirts are the versatile staple every Windsor girl needs. So go ahead, strut your stuff and let these skirts do all the talking—because why blend in when you were born to stand out?
$34.90
A brown high-rise cargo mini skirt with vertical seams and side pockets in twill fabric.
$26.90
A black midi skirt featuring a high-rise fit, ruching, and an asymmetrical high-side slit.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$36.90
A dark denim mini skirt with a mid-rise waist, bodycon fit, and frayed hem for vintage charm.
$34.90
A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.
$34.90
An olive cotton-blend cargo mini skirt with a belted mid-rise waist and cargo pockets.
$29.90
An airy orange woven midi skirt with a high slit and tie detail for sunny vibes.
$44.90
A beige high-rise maxi skirt with delicate embroidery and a flirty high slit.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$29.90
A tan faux suede mini skirt with a high-rise waist and stylish front slit.
$15.97 $36.90 57% off
A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.
$34.90
A mid-rise pleated denim mini skirt with a dual belted waist and back zipper closure.
$44.90
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$34.90
A trendy denim mini skirt with a pleated silhouette and flattering mid-rise waist.
$26.90
A mauve satin skater skirt with a high-rise waist and flirty faux wrap overlay.
$32.90
A stylish olive twill skort with a ruched side seam and adjustable drawstring for a custom fit.
$9.97 $26.90 63% off
A charming black plaid mini skirt with a mid-rise drop waist and dual bow accents.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
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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: S | 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
Twill Skirts
Twill skirts are basically the ultimate wardrobe wingwoman, right? They’re the kind of piece that always has your back—whether you’re making moves at brunch, leveling up your campus look, or just vibing out at a rooftop party. There’s something about that soft, structured fabric that makes every outfit feel a little more put-together but never too serious. The magic of a twill skirt comes from its versatility: it’s got enough polish to impress your boss but enough edge to feel like you. Picture this: you’re running late, hair’s still wet, and you need to look like you didn’t just roll out of bed. Grab your favorite pleated midi twill skirt, toss on a graphic tee, and suddenly you’re serving major main character energy, no effort required. Twill’s signature weave means it holds its shape while giving you freedom to move—yes, even when you’re sprinting for that last-minute coffee. And don’t even get us started on those dreamy pleats, crisp A-lines, or the perfect high-waist fit that snatches your waist and gives you legs for days.
Gifting a twill skirt? You’re about to win the “Bestie of the Year” award. These skirts are the kind of present that actually gets worn on repeat, not just hung in the closet for “special occasions.” Whether you’re shopping for your ride-or-die, your sister, or treating yourself (because self-love is a thing and you deserve it), twill skirts are a crowd-pleaser. They’re the ultimate blank canvas—dress them up with a silky cami and strappy heels for date night, or keep it chill with chunky sneakers and your boyfriend’s oversized sweater for a coffee run. They look amazing on every body type, and the endless styling options mean you can serve a new vibe every time you step out. Plus, that durability? It means these skirts can handle whatever your day throws at you, from spontaneous road trips to late-night dance floors. If you’re ever stuck on what to wear, a twill skirt is the answer—trust your bestie on this one.
When it comes to curating your collection, pay attention to the details: think about length, color, and those little extras like buttons, belts, or pockets (because who doesn’t love a skirt with pockets?). Midi lengths are having a moment, especially pleated midi twill skirts that add a little drama with every step. Earthy neutrals and bold colors both have their place, depending on whether you want to keep it classic or make a statement. And don’t be afraid to experiment—try layering with tights and boots or keep it breezy with a crop top and sandals. The best part? Twill skirts age like fine wine, getting softer and cooler the more you wear them. If you’re ready to upgrade your skirt game, make sure you’re investing in pieces that are made to last. Check out our collection of Quality Skirts for styles that will keep you looking fresh, confident, and totally unstoppable, no matter what the day (or night) brings.