Skirts & Skorts

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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.

  • Stylishly Chic Ponte Skater Skirt

    This skater skirt is so stylishly chic and perf for achieving that on-trend preppy look! It features a high-rise waist, pleated detailing, and a short, flared-out skater silhouette. Pair this knit skirt with a cute crop top and casual sneakers.

    Fit & Features

    • High-rise waist
    • Pleated detailing
    • Mini-length, skater silhouette
    • Ponte knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0488

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Luxe Faux Leather Mini Skirt

    Keep it sleek with a mini skirt that is part luxe, part edgy! The skirt features a high-rise waist, a mini side slit, and a mini-length silhouette. The smooth faux leather fabric offers a moderate stretch. Complete the look with a beaded bustier and stilettos.

    Fit & Features

    • High-rise elasticized waist
    • Mini side slit
    • Mini-length silhouette 
    • Faux leather fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0485

    Category Name: Skirts & Skorts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Preppy Plaid Skater Skirt

    Pretty and preppy, this plaid skirt is stylishly on-trend. It features a high-rise waist, chic pleated detailing, and a short, flared-out skater silhouette. Pair this skirt with a basic crop top and sneakers.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Pleated detailing
    • Mini-length, skater silhouette
    • Woven fabric, plaid print
    • Runs true to size

    Style Number/Barcode: 06401-0357

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gingham Glam Belted Mini Skirt

    Keep it glam with a trendy mini skirt that is all the rage! The skirt features a gingham print, a belted high-rise waist, and a mini-length silhouette. Complete look with a white crop top and mules

    Fit & Features

    • High rise waist
    • Belted
    • Gingham print
    • Mini length silhouette
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0356

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun In Stripes Ruffled Mini Skort

    So fun in stripes, this bold ruffled mini skort will turn heads with every wear! 

    Fit & Features

    • Striped print, stretchy knit fabric, fitted shorts lining
    • High-rise waist
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000055

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: M, L

    Product Badge:
    • Sale
  • So Sleek Bandage Pencil Skirt

    Keep your look so sleek with a pencil skirt that is perfect for stylish workwear outfits! The skirt features a high rise waist, and an above-the-knee length, and composed of a bandage knit fabric. Complete look with a blouse and mules. 

    Fit & Features

    • High rise waist
    • Above the knee length 
    • Bandage knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0495

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Marble Mesh Midi Skirt

    Keep your outfit trendy and on point with this marble-printed mesh midi skirt! It features a high waist, side ruching, and a mid-length, curve-hugging silhouette. Style this skirt with the matching crop top and strappy heels.

    Shop Matching Top: Trendy Marble Mesh Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Ruched side detailing
    • Mid-length, form-fitting silhouette
    • Marble print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0486

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Chic Faux Leather Mini Skirt

    Channel an edgy-chic look with a fab mini skirt! The skirt features a high-rise waist, a multi-button down front, faux front pockets, and a mini-length silhouette. The skirt is composed of a faux leather fabric that offers a form hugging fit. Complete look with a crop top and combat boots

    Fit & Features

    • High rise waist
    • Multi-button down front
    • Faux front pockets
    • Mini length silhouette
    • Faux leather fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0355

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping It Sleek Snake Midi Skirt

    Keep your look sleek and stylish with a midi skirt that elevates your style. The skirt features a snake print, a high rise waist, ruching, a high side slit with knot accent, and a midi length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top and mules. 

    Shop Matching Crop Top: Keeping It Sleek Snake Crop Top

    Fit & Features

    • Snake print
    • High rise waist
    • Ruching 
    • High side slit with knot accent
    • Midi length silhouette
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06501-0484

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Sleek Bandage Mini Skirt

    Keep your style oh-so-chic in this sleek and smooth bandage mini skirt! It features a high-rise waist with an elastic waistband, a short, curve-hugging fit, and is composed of a stretchy bandage knit fabric. Complete the look with a cute top, boyfriend blazer, and heels.

    Fit & Features

    • High-rise waist, elastic waistband
    • Mini-length, form-hugging silhouette
    • Bandage knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0492

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boss Babe Belted Mini Skirt

    Show em' all what a boss babe you are with a skirt that commands attention! The skirt features a high-rise waist, a belt with small metal grommets, and a mini-length silhouette. The skirt is composed of a Ponte-like knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a blouse and mules. 

    Fit & Features

    • High rise waist
    • Belt with belt loops
    • Metal grommets
    • Mini length silhouette
    • Ponte-like knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0354

    Category Name: Skirts & Skorts

    Price: $9.97 $26.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snake Embossed Faux Leather Mini Skirt

    Go sleek and edgy with a skirt that is perf for your next GNO! The skirt features a high-rise waist, dual side slits, and a snake-embossed pattern. The skirt is composed of a faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and heels. 

    Fit & Features

    • High rise waist
    • Dual side slits
    • Snake embossed pattern
    • Mini length silhouette
    • Faux leather fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0352

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Factor Mini Skirt

    It's your time to shine in this glitter mini skirt for your next night out! It features a high-rise waist, bodycon fit, and zipper closure. The glitter knit mesh-lined fabric offers a moderate stretch. Style with the matching top.

    Shop The Matching Top: Sparkle Factor Bustier Crop Top

    Fit & Features

    • Squareneck, wide-straps
    • Corset-style bodice, hook-eye closures, flexible boning
    • Cropped hem, zipper closure
    • Glitter knit mesh-lined fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0353

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Doll Ruffle Mini Skirt

    Step out looking like a fashion icon in this ruffle mini skirt, perfect for a haute night out! Pair with the matching top to complete the look.

    Fit & Features

    • Stretchy knit fabric
    • Mid-rise waist
    • Bodycon silhouette
    • Ruffled mini-length hem
    • Runs true to size

     

    Shop The Matching Top: Total Doll Halter Crop Top

    Style Number/Barcode: 06501-000026

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Champagne Sparkles Wrap Mini Skirt

    It's time to celebrate with a glass of champagne in this dazzling mini skirt! Featuring an elasticized high-rise waist and a wrap mini-length hem. Composed of a metallic glitter-lined fabric with a moderate stretch. Style with the matching top.

    Shop The Matching Top: Champagne Sparkles Strappy Back Crop Top

    Fit & Features

    • Elasticized high-rise waist
    • Wrap mini hem
    • Form-fitting
    • Metallic glitter-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0351

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glow On High Slit Maxi Skirt

    Get ready to glow on with a maxi skirt that brings major shine to your night-out look. The skirt features an elastic high-rise waist, a high side slit, and a maxi-length silhouette. The skirt is composed of a glitter knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top.

    Shop Matching Top: Glow On Glitter Crop Top

    Fit & Features

    • Elastic high-rise waist
    • High side slit
    • Maxi-length silhouette
    • Glitter knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0483

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Check Yes Plaid Mini Skirt

    Hey babe, check yes for this adorable plaid mini skirt! It features a flattering high waist with a short, form-hugging fit and a chic side slit. Style this skirt with a basic crop top and sneakers for a cute and casual vibe.

    Fit & Features

    • High-rise waist
    • Mini-length, form-fitting silhouette
    • Small side slit
    • Knit fabric, plaid print
    • Runs true to size

    Style Number/Barcode: 06501-0478

    Category Name: Skirts & Skorts

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy And Chic Satin Mini Skirt

    Get a luxe look in this dreamy and chic satin skirt! It features a high-rise waist, ruched detailing with an adjustable drawstring leading to a side slit, and a mini-length, curve-hugging silhouette. Style this skirt with the matching crop top for your next girl's night out.

    Shop Matching Top: Dreamy And Chic Satin Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook and eye closure
    • Ruched detailing, adjustable drawstring
    • Side slit
    • Short, form-fitting silhouette
    • Smooth satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0350

    Category Name: Skirts & Skorts

    Price: $6.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy And Cute Plaid Mini Skirt

    Keep it preppy and cute with a skirt that is perf for grabbing your PSL in! The skirt features a plaid print, a high-rise waist, a mini-length silhouette, and a back zipper closure. The skirt is composed of a wool-like knit fabric that offers a form-hugging fit with minimal stretch. Complete look with matching the shacket. 

    Shop Matching Shacket: Preppy And Cute Long Plaid Shacket

    Fit & Features

    • Plaid print
    • High rise waist
    • Mini length silhouette
    • Back zipper closure
    • Wool-like fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0341

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Enchanting Timeless Beauty Wrap Mini Skirt

    Enchant this Halloween with a skirt that reveals your timeless beauty. The skirt features a high-rise waist, ruching, and a wrap silhouette. The skirt is composed of a satin fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching bustier. 

    Shop Matching Bustier: Enchanting Timeless Beauty Satin Bustier

    Fit & Features

    • High rise waist
    • Ruching
    • Wrap silhouette
    • Satin fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0482

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stunning Satin Mini Skirt

    Keep it sleek and stunning with a mini skirt that elevates your outfits! The skirt features an elastic high-rise waist and a short length. The skirt is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching crop top. 

    Shop Matching Crop Top: Sleek And Stunning Satin Crop Top

    Fit & Features

    • Elastic high rise waist
    • Mini length 
    • Stretchy satin fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-0481

    Category Name: Skirts & Skorts

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Plaid Mini Skirt

    Channel that city chic style in a skirt to pair with your favorite long sleeve bodysuit! The skirt features a plaid pattern, a high-rise waist, a mini side slit, and a short length. Complete look with thigh-high boots! 

    Fit & Features

    • Plaid pattern
    • High rise waist
    • Mini side slit
    • Short length
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0480

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Breezy Babe High-Rise Slit Maxi Skirt

    From farmer's market to the beach, this flowy maxi skirt is ready to create stylish looks for any adventure! With a flattering high-rise waist, a flirty front slit, and a tiered silhouette, this skirt is essential for spring to summer.

    Fit & Features

    • Chambray woven fabric
    • High-rise waist
    • Front slit
    • Tiered flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06301-0208

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Belted Mini Skirt

    Give your look an edgy vibe with a skirt that is part grunge, part glam. The skirt features a high-rise waist, an adjustable belt with metal grommets, two faux zippered pockets, an asymmetrical zipper front, and a mini-length silhouette. Complete look with a graphic tee shirt and combat boots

    Fit & Features

    • High rise waist
    • Adjustable belt with metal grommets
    • Two faux zippered pockets
    • Asymmetrical zipper front
    • Mini length silhouette
    • Lined faux leather fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06401-0348

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free