Skirts & Skorts
Skirts designed for every scene, from coffee runs to cocktail hours. Whether you’re in the mood for a mini, a pleated classic, or a flowy maxi moment, our skirt lineup is built for every vibe on your calendar. Think sleek fitted columns that double as office-to-out cocktails, A-line silhouettes that flatter without trying, and skorts that keep it low-key comfy but still high on style. Play it cool in denim or faux leather, keep it timeless in black and brown, or switch things up with belted details and statement buckles. From casual day looks to dressy night plans, these skirts move with you—literally. So go ahead, find the piece that makes your next outfit feel effortless.
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Skirts & Skorts
Product Recommendations
Skirts & Skorts That Keep Your Style Sharp All Season
From layered everyday looks to nights out, Windsor’s skirts and skorts bring trend-right details into your fall and winter wardrobe. Whether you love the sleek edge of faux leather skirts, the playful vibe of skorts, or the timeless flow of maxi and midi skirt sets, these styles are made to stand out.
Mini, Midi & Maxi Skirts with a Seasonal Edge
Mini skirts are cooler-weather favorites when styled with tights, boots, and layered knits. Look for pleated skirts, metallic finishes, or hardware accents like buckles, grommets, and chains for a bold, fashion-forward touch. Midi skirts are perfect for polished evenings—style a satin midi with a fitted blouse and blazer for dinner plans, or try a pleated option with sneakers for a day in the city. Maxi skirt sets bring extra drama, offering coverage and comfort without sacrificing style.
Hardware details are everywhere this season—think studs, O-rings, and metal closures across trims, hems, and pockets for a fresh take on classic silhouettes. Pair these skirts with matching jackets or layer with cozy knits for a look that feels both effortless and elevated.
Denim Skirts, Trendy Skorts & Rompers Made for Fall & Winter
Denim skirts are a year-round staple—available in distressed, pleated, and dark washes that pair seamlessly with sweaters and boots.
Skorts deliver comfort and movement while keeping the polish of a skirt, making them a go-to for concerts, nights out, and weekend adventures. For an all-in-one moment, skirt rompers make dressing simple and stylish with minimal effort.
Finish your look with cold-weather must-haves—pair skirts with chic handbags, standout jewelry, or sleek boots that transition from day to night with ease.
Shop Windsor’s collection of skirts, skorts, and rompers online, in-store, or in-app to refresh your fall and winter wardrobe with the latest silhouettes and trend details.
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High Waist Ruched Pencil Skirt
Stay on-trend in a ruched pencil skirt. The must-have skirt features a high-rise waist, ruched side seams that flatter curves, and a pencil skirt silhouette. The skirt is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete outfit with matching top and heels.
Shop Matching Top: Cropped Ruched Tie Front Top
Fit & Features
- High-rise waist
- Ruched side seams
- Pencil silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0279
Category Name: Skirts & Skorts
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Seaside Babe Button Front Midi Skirt
The perfect little getup for our resort babe! Slip into this set and look chic and comfy for your spring vacay! Make sure you add the matching top to cart before you check out
Shop Matching Top: Seaside Babe Off Shoulder Crop Top
Fits & Features
- High Rise Waist
- Button Down Front
- Midi Length Silhouette
- Textured Knit Fabric I Fully Lined
- Matching Top Sold Separate
Style Number/Barcode: 06301-0070
Category Name: Skirts & Skorts
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Romance Me Floral Jacquard Maxi Skirt
Show up to date night looking sweet and chic in this maxi skirt designed with floral jacquard mesh fabric. Style with the matching corset top for all the compliments.
Shop Matching Top: Romance Me Floral Jacquard Corset Top
Fit & Features
- Floral jacquard mesh fabric
- High-rise waist
- Hip-hugging fit, flowy fit toward the hem
- Maxi-length draped hem
- Runs true to size
Style Number/Barcode: 06501-1121
Category Name: Skirts & Skorts
Price: $9.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: PINK
Available Size: L
Product Badge:- Sale
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Cinched and Chic Mini Skirt
Cinch it up in a chic mini skirt that showcases your style! The mini skirt features a high-rise waist, a ruched side seam, and a mini-length silhouette. Complete your look with a cute crop top!
Fit & Features
- High-rise waist
- Ruched side seam
- Mini-length silhouette
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0277
Category Name: Skirts & Skorts
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Western Cutie Tiered Chambray Maxi Skirt
Channel that cute western vibe with this tiered chambray maxi skirt offering a flowy fit for an effortless look. The long-length hem is detailed with a high side slit to show off your fave cowboy boots.
Fit & Features
- Chambray cotton fabric, no stretch
- High-rise waist, back elastic band
- Tiered seam design
- High side slit
- Long-length hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06301-0206
Category Name: Skirts & Skorts
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make Your Move Satin Flare Midi Skirt
Make all your best outfit moves with this sleek satin midi skirt! It's the perf luxe addition to any casual outfit!
Fits & Features
- High Rise Elastic Waistband
- Midi Length Silhouette
- Flared Skirt
- Satin-Like Fabric I Fully Lined
- Moderate Stretch
Style Number/Barcode: 06401-0235
Category Name: Skirts & Skorts
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruffle Hem Ruched Mini Skirt
Ruffle up your style with this adorable ruched mini! Pair with a lightweight blouse and some strappy heels for the perf office to happy hour look.
Fit & Features
- High rise waist
- Hidden back zipper | Hook and eye closure
- Small ruching on the back | Large ruching on the front
- Short, tiered ruffle hem
- Woven fabric | No stretch
Style Number/Barcode: 06401-0233
Category Name: Skirts & Skorts
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Posh Ponte Knit Mini Skirt
Hey babe, you'll be looking so posh in this ponte knit mini skirt! Pair with a classic blouse and some heels for an on point office look!
Fit & Features
- High rise waist
- Short, curve hugging fit
- Ponte knit fabric
- Moderate stretch
Style Number/Barcode: 06501-0274
Category Name: Skirts & Skorts
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Darling Tiered Ruffle Mini Skirt
Hey darling, look oh so adorable in this tiered ruffle mini skirt! Pair it with a graphic tee & some cute sneaks for an effortless 'fit!
Fit & Features
- High rise waist | Ruffle trim
- Stretchy smocked waist
- Tiered ruffle detailing
- Hidden shorts
- Lightweight woven fabric
Style Number/Barcode: 06301-0068
Category Name: Skirts & Skorts
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Too Cute To Catch Belted Ruffle Skort
Catch her if you can—she’s booked, busy, and best dressed. This ruffled mini skort brings all the bounce for brunch, day parties, and spontaneous Insta moments.
Fit & Features
- Woven fabric
- High-rise belted waist, belt loop accents
- Hidden side zipper and hook-eye closure
- Ruffled skirt overlay, shorts lining
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06403-000025
Category Name: Skirts & Skorts
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Daisy Darling Ruched Mini Skirt
Keep it darling in a naturally-inspired daisy print! Pair this pretty mini skirt with a minimal top to let the pattern speak for itself!
Fit & Features
- High Rise Fit
- Daisy Print
- Ruched Drawstring
- Mini Length
- Lined Mesh Fabric
- Form Hugging Fit
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0275
Category Name: Skirts & Skorts
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Endless Summer O-Ring Ruffle Hem Mini Skirt
Embrace the summer vibes in this flowy, boho mini skirt! Don't forget to add the matching crop top to complete the fit!
Shop Matching Top: Endless Summer O-Ring Ruffle Hem Crop Top
Fits & Features
- High Rise Waist
- Side Zipper
- Faux Wrap Design With O-Ring Detail
- Mini Length I Ruffle-Trim Hem
- Woven Fabric I Fully Lined
- Minimal Stretch
Style Number/Barcode: 06301-0066
Category Name: Skirts & Skorts
Price: $6.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flower Thru It Mini Skirt
Attend any spring soiree looking sweet and dreamy in this floral mini skirt! Don't forget to pick up the matching top to complete the outfit!
Shop Matching Top: Flower Thru It Tie Front Crop Top
Fits & Features
- High Rise Waist
- Back Zipper With Hook & Eye Closure
- Woven Fabric I Fully Lined
- Mini Length Silhouette I Front Slit
- Form Hugging Fit I Minimal Stretch
Style Number/Barcode: 06401-0232
Category Name: Skirts & Skorts
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shimmer Satin Midi Skirt
Gleam on in this chic shimmer satin midi! Pair the skirt with a graphic tee and some booties to edge it up!
Fit & Features
- High rise elastic banded waist
- Mid-length, flowy fit
- Shimmer satin-like fabric
- Stretchy knit lining
Style Number/Barcode: 06401-0231
Category Name: Skirts & Skorts
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Side Slit Midi Skirt
Sleek & oh so chic, this side slit midi skirt will amp up your trendy look! Pair with a graphic tee and some booties.
Fit & Features
- High rise elastic banded waist
- Thigh high side slit
- Flowy, A-line fit
- Satin-like fabric with a sheen
- Minimal stretch
Style Number/Barcode: 06401-0229
Category Name: Skirts & Skorts
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Put On The Spot Printed Satin Midi Skirt
Girl, everyone's going to want to know where you got this midi skirt! Style your look with a basic tee and a cute mini purse!
Fits & Features
- High Rise Waist
- Back Zipper With Hook & Eye Closure
- Ruching At Top Front
- Midi Length Silhouette I Front Slit
- Satin-Like Fabric I Unlined
- Relax Fit I Minimal Stretch
Style Number/Barcode: 06401-0228
Category Name: Skirts & Skorts
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready For My Close Up Textured Mini Skirt
Look refreshed and lovely in this striking set! The best part? You can mix and match the top and bottom to recreate other cute outfits! Just don't forget to pick up the matching crop top
Shop Matching Top: Ready For My Close Up Textured Crop Top
Fits & Features
- High RIse Waistband
- Mini Length Silhouette
- Textured Knit Fabric I Fully Lined
- Form Hugging Fit I Plenty Of Stretch
- Matching Crop Top Sold Separately
Style Number/Barcode: 06501-0273
Category Name: Skirts & Skorts
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hooked On Florals Ruffle Trim Mini Skirt
Get hooked on florals in this cute co-ord! Add some hoops and blocked heels and you'll be ready to take on the day! Make sure you add the matching top to cart
Shop Matching Top: Hooked On Florals Crop Top
Fits & Features
- High Rise Waist
- 8 Rows Of Hook & Eye Closures Down The Front
- Mini Length Silhouette I Ruffle-Trim Hemline
- Cinched At Center Back
- Fully Lined Textured Gauze Fabric
- Form Hugging Fit I Minimal Stretch
Style Number/Barcode: 06401-0227
Category Name: Skirts & Skorts
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Like Summer Crochet Maxi Skirt
Sweet like summer, this crochet maxi skirt was made to flirt. With a high-rise waist, scalloped trim, and high-cut side slit, it's your new go-to for coastal vibes. Style with the matching bralette top.
Shop Matching Top: Sweet Like Summer Crochet Bralette Top
Fit & Features
- Sheer crochet knit fabric, moderate stretch
- High-rise waist, scalloped trim
- Adjustable tie-front drawstring
- Thigh-high side slit
- Maxi-length fitted silhouette, scalloped hem
- Runs true to size
Style Number/Barcode: 06501-000031
Category Name: Skirts & Skorts
Price: $18.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She's A Boss Babe Mini Skirt
You're a major boss babe, showcase your chic style in this mini skirt! Pair with the matching jacket to complete the look.
Shop Matching Top: She's A Boss Babe Cropped Jacket
Fit & Features
- High rise waist
- Double button detailing
- Wrap front
- Two faux pockets
- Short, flared fit
- Woven fabric | No stretch
Style Number/Barcode: 06401-0225
Category Name: Skirts & Skorts
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Paperbag Faux Leather Mini Skirt
Nothing slays with a chic mini skirt to show off your unique sense of style girl! Pair this high waist beauty with a statement top or keep it minimal with white!
Fit & Features
- High Paperbag Waist
- Tie Waist Belt
- Mini Skirt Length
- Lined Faux Leather Fabric
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0224
Category Name: Skirts & Skorts
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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City Chic Faux Leather Belted Mini Skirt
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 & Features
- Coated faux leather fabrication
- Mid-rise waist
- Belted waist with metal grommets
- Side pockets with flap closure
- Mini length hem
- Runs true to size
Style Number/Barcode: 06401-0707
Category Name: Skirts & Skorts
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Romantic Ruched Rose Print Mini Skirt
Bring on the romantic vibes in this ruched rose print mini skirt! Pair with a flowy chic cropped blouse and some heels for a beyond gorg look.
Fit & Features
- High rise elastic banded waist
- Hidden side zipper closure
- Side ruched detailing | Faux drawstrings at hem
- Short form hugging fit
- Rose printed woven fabric | No stretch
- Knit lining | Moderate stretch
Style Number/Barcode: 06401-0223
Category Name: Skirts & Skorts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Eyelet Mini Skirt
Create an effortless everyday look in this eyelet mini skirt that is a must have for your summer vibe. Perfect paired with the matching crop top for a chic photoshoot in your backyard! The adorable skirt features a flattering high waist and a curve hugging fit. Complete your cute outfit with some classic gold hoops and trendy wedges.
Shop Matching Top: Effortless Eyelet Puff Sleeve Crop Top
Fit & Features
- High rise waist
- Short, form hugging fit
- All over eyelet detail
- Lined
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0271
Category Name: Skirts & Skorts
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale