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?

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Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

A black midi skirt featuring a high-rise fit, ruching, and an asymmetrical high-side slit.

Windsor So Perfect Mid-Rise Pleated Denim Mini Skirt

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Windsor So Perfect Mid-Rise Pleated Denim Mini Skirt

$7.97 $36.90 78% off

A trendy denim mini skirt featuring a pleated silhouette and flattering mid-rise waist.

Trendsetter Mid-Rise Belted Twill Skort in Olive

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Trendsetter Mid-Rise Belted Twill Skort in Olive

$13.97 $34.90 60% off

An olive green twill skort featuring a belted mid-rise waist, bodycon fit, and four-pocket styling.

Windsor Delightful Duo Polka Dot Ruffle Skirt in Black

$36.90

A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.

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Windsor Wild At Heart Long Fringe Skirt in Tan

$29.90

(34)

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: S | Faux Suede

Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

(14)

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: L

Sleek Status Faux Leather Mini Skirt in Black

$19.90

(8)

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

First Take Micro Slit Mini Skirt in Black

$14.90

(5)

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

Windsor Trendy Moves Long Fringe Skirt in Black

$36.90

(4)

Make major trendy moves in this long fringe skirt featuring a high-rise waist, a flowy fringe design, and cheeky fitted shorts for coverage. Style with a crop top and boots for a country concert. Fit & FeaturesKnit fabric, high stretch, High-rise elasticized waist, Ruched side seams, Long flowy fringe design, Cheeky fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Moves Long Fringe Skirt in Black | Size: M

City Chic Faux Leather Belted Mini Skirt in Black

$32.90

(2)

Dare to dazzle in this faux leather belted mini skirt. With a mid-rise waist, metal grommets, and side pockets, it's your go-to for a fierce and fabulous look. Fit & FeaturesCoated faux leather fabrication, Mid-rise waist, Belted waist with metal grommets, Side pockets with flap closure, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor City Chic Faux Leather Belted Mini Skirt in Black | Size: S

Shake It Up Fringe Maxi Skirt in Tan

$29.90

(2)

Shake and shimmy at concerts and festivals in this showstopping fringe maxi skirt with your fave cowboy boots! Fit & FeaturesFaux suede fabric, High-rise waist, back zipper and hook-eye closure, Fringe silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shake It Up Fringe Maxi Skirt in Tan | Size: S | Faux Suede

Sultry Eye Candy Floral Velvet Mesh Mini Skirt in Black

$29.90

(2)

Be the sultry eye candy in this floral velvet mesh mini skirt! The high-rise waist and bodycon fit add a touch of allure and a flattering fit. Pair with the matching top. Fit & FeaturesFlocked floral velvet pattern, mesh-lined fabric, High-rise waist, Bodycon silhouette, Mini-length hem, Runs true to size, Shop The Matching Top: Sultry Eye Candy Floral Velvet Mesh Bustier Free Shipping on All Orders Over $75. | Windsor Sultry Eye Candy Floral Velvet Mesh Mini Skirt in Black | Size: S | Mesh Fabric

She's Irresistible Faux Leather A-Line Mini Skirt in Black

$39.90

(2)

A faux leather mini skirt like this will make you simply irresistible! This high-rise skirt flaunts side button details for an edgy vibe and a flirty a-line silhouette perfect for pairing with heels or boots. Fit & FeaturesSleek faux leather fabric, High-rise waist, Side snap-button and zipper closures, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's Irresistible Faux Leather A-Line Mini Skirt in Black | Size: M

Cue The Sparkle Rhinestone Fishnet Maxi Skirt in Silver

$89.90

(2)

Cue the sparkle—this rhinestone fishnet maxi skirt was made to own the night. With a thigh-skimming slit and trendy shine, it'll give off effortless cool-girl glam. Shop Matching Top: Cue The Sparkle Rhinestone Fishnet Halter TopFit & FeaturesRhinestone-embellished, mesh-lined fabric, High-rise fit with subtle stretch, High side slit design, Form-hugging silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cue The Sparkle Rhinestone Fishnet Maxi Skirt in Silver | Size: S

Twill Skirts

Twill skirts are the unsung heroes of any well-curated closet—the kind of piece you reach for when you want to look instantly put-together without actually trying too hard. There’s just something about the texture: that subtle diagonal weave, the perfect amount of structure, and a soft, lived-in feel that only gets better with every wear. Whether you’re building a capsule wardrobe or just looking to shake up your winter rotation, a twill skirt is a smart choice. It’s versatile enough to handle a packed schedule—think holiday brunches, spontaneous coffee runs, or even those last-minute office parties that seem to pop up out of nowhere in December. The beauty of twill is in its adaptability; it holds its shape through long days (and even longer nights), but it never feels stiff or fussy. Pair it with a chunky knit and boots for those chilly mornings, or swap in a sleek turtleneck and tights when you want to channel that effortlessly polished vibe. And let’s not forget about layering—twill skirts play well with everything from oversized blazers to cropped jackets, making them a year-round staple that transitions seamlessly from season to season.

If you’re shopping for someone else, twill skirts make a thoughtful, fashion-forward gift—especially for the friend who’s always borrowing your clothes or the sister who claims she “has nothing to wear” (but you know her closet is packed). The classic black skirt windsor style is a perennial favorite, striking the perfect balance between timeless and trend-driven. It’s the kind of piece that works for every personality: minimalist, maximalist, or anyone in between. For students, twill skirts are a campus essential—easy to dress up for presentations or keep casual for study sessions. For the office crowd, they’re a reliable go-to that reads professional without feeling predictable. And for the weekend adventurer, twill is sturdy enough to handle impromptu road trips, vintage shopping sprees, or whatever else the day brings. The fabric’s durability means it holds up beautifully, even if your calendar is stacked with back-to-back plans. Plus, twill’s forgiving texture means fewer wrinkles and less time spent with a steamer—because let’s be honest, you’ve got better things to do.

When you’re choosing your next twill skirt, pay attention to the details that matter most to you. Look for thoughtful touches like functional pockets, flattering waistbands, and just the right amount of stretch. Consider length—mini, midi, or somewhere in between—based on your personal style and the occasions you have in mind. Color is another key player: while classic neutrals are always in style, don’t be afraid to try something bold if it speaks to you. The best part? Twill skirts are designed to go the distance, offering endless styling potential without blowing your budget. If you’re ready to upgrade your rotation or give the gift of effortless style, check out our curated selection of Quality Skirts for even more inspiration. Twill skirts are more than just a trend—they’re a foundation for looks that feel fresh, confident, and entirely your own, season after season.

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