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?
$36.90
A dark denim mini skirt with a mid-rise waist, bodycon fit, and frayed hem for vintage charm.
$10.97 $26.90 59% off
A black satin skater skirt with a high-rise waist and faux wrap overlay with side tie.
$9.97 $32.90 70% off
A stylish olive twill skort with ruched side seam, adjustable drawstring, and fitted shorts lining.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$18.97 $44.90 58% off
A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.
$34.90
An olive green twill skort featuring a belted mid-rise waist, bodycon fit, and four-pocket styling.
$36.90
A trendy denim mini skirt featuring a pleated silhouette and flattering mid-rise waist.
$9.97 $36.90 73% off
A tan corduroy mini skirt with a high-rise waist and bubble hem design.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
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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
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
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: L | Knit Fabric
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 Ivory | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
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: S | Knit Fabric
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
Call Me Cutie Floral Eyelet Mini Skirt in White
$9.97 $39.90
75% off
Get ready for everyone to call you cute in this floral mini skirt designed with a flirty layered ruffle that captures attention and a mini-length hem that lets you flaunt your figure. Pair with the matching top. Shop Matching Top: Call Me Cutie Lace-Up Floral Eyelet Corset TopFit & FeaturesFloral print, eyelet woven lined fabric, Stretchy smocked high-rise waist, Layered ruffle , Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Call Me Cutie Floral Eyelet Mini Skirt in White | Size: L
Twill Skirts
When you’re ready to level up your style game, twill skirts are your go-to BFF—always down for whatever, always looking flawless. There’s just something about that crisp, structured fabric that adds instant polish to any look. Whether you’re running from class to coffee dates or plotting a spontaneous night out, a twill skirt has you covered. Picture this: you slip into a pleated midi twill skirt, tuck in your favorite graphic tee, and suddenly you’re serving main character energy with zero effort. That’s the magic of twill—effortless, versatile, and endlessly remixable. Twill mini skirts are just as iconic, giving you that perfect blend of flirty and fierce. Pair one with a slouchy sweater and chunky boots, and you’re ready to strut your stuff down the hallways, sidewalks, or wherever your day takes you. These aren’t just wardrobe staples—they’re confidence boosters, conversation starters, and the perfect excuse to take the long way around just to be seen.
Shopping for a twill skirt is all about finding your vibe and owning it. Maybe you’re all about that tailored look, cinched at the waist and pleated just right, or maybe you love the laid-back feel of a classic mini with deep pockets for your phone and lip gloss. Twill’s durability means you can live your life out loud without worrying about wear and tear—these skirts are built for adventure. They’re also the ultimate gift for your fashion-forward bestie or that sister who’s always “borrowing” your clothes. Imagine wrapping up a twill mini skirt with a handwritten note, knowing you’re giving her a piece she’ll wear on repeat. And let’s be real: twill skirts are made for making memories, whether you’re dancing at a festival, acing a presentation, or just snapping selfies with your crew. They transition seamlessly from day to night, from laid-back hangs to dressed-up moments, always keeping you one step ahead of the style curve.
For those who love to mix things up, don’t sleep on pairing your twill skirt with unexpected textures and layers—think ribbed knits, faux leather jackets, or even a bold pair of patterned tights. The beauty of twill is how it plays well with literally everything in your closet, letting you experiment and express your mood, no matter the occasion. If you’re craving even more ways to switch up your skirt game, check out our Tie Front Skirts for a fun twist on classic silhouettes. Whether you’re curating your own closet or looking for that standout piece to gift someone special, twill skirts are the ultimate power move—versatile, stylish, and always ready for the next adventure.