Skirts & Skorts

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

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.

  • Patent Faux Leather Mini Skirt

    Amp up your night out look with this patent faux leather mini skirt! It features a flattering high waist, hidden back zipper closure, sexy side slit, and a short, form-fitting style. Pair this skirt with a graphic tee and heeled ankle booties.

    Fit & Features

    • High waist
    • Hidden back zipper closure
    • Side slit
    • Short, form-hugging fit
    • Patent PU fabric with a nylon lining
    • No stretch

    Style Number/Barcode: 06401-0296

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed High Slit Maxi Skirt

    Take it up a notch with a skirt that can be dressed up or dressed down to take you from day to night. Style with a basic bodysuit and mules for a casually cute outfit. The skirt features a high rise waist, a high side slit, and a maxi length silhouette.

    Fit & Features

    • High rise waist
    • High side slit
    • Maxi length silhouette
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06501-0309

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heart Of Glam High Waist Mini Skirt

    Yes, babe, you have a heart of glam and a chic and sultry style! Showcase your romantic side in this adorable mini skirt. It features a high rise waist and a short, curve-hugging fit. The skirt is composed of a knit fabric with a velvet burnout heart pattern. Pair this skirt with the matching top and layer on a faux leather jacket for date night.

    Shop Matching Top: Heart Of Glam Cowl Neck Crop Top

    Fit & Features

    • High rise waist
    • Mini length silhouette
    • Form-hugging fit
    • Knit fabric
    • Velvet burnout heart pattern

    SHOP ALL HEART OF GLAM COLLECTION

    Style Number/Barcode: 06501-0359

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Luxe Faux Suede Mini Skirt

    Wrap yourself in a luxe skirt that elevates your date night or GNO outfits. The skirt features a high rise waist, a wrap design, and a mini length silhouette. The skirt is composed of a faux suede material that offers a form hugging fit. Complete the look with a crop top and wedges. 

    Fit & Features

    • High rise waist
    • Wrap design 
    • Mini length silhouette
    • Faux suede material 
    • Form hugging fit

    Style Number/Barcode: 06401-0294

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping It Cute Pleated Ponte Skort

    Keeping it cute has never looked so flirty in this ponte skort boasting a flattering high-rise waist and pleated skirt overlay with shorts lining to give coverage. Style the skort with a long sleeve top.

    Fit & Features

    • Smooth ponte knit fabric
    • High-rise waist
    • Pleated skirt overlay
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1263

    Category Name: Skirts & Skorts

    Price: $28.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Raise the Heat Ruched Wrap Mini Skirt

    Raise the heat in this skirt for your next date night with bae. The skirt features a high-rise waist, a ruched wrap silhouette, and is composed of stretch satin fabric with a sheen finish. Complete look with a rhinestone bustier and heels. 

    Fit & Features

    • High rise waist
    • Ruched wrap silhouette
    • Mini length 
    • Lined stretch satin fabric
    • Form hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0358

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Ribbed Knit Mini Skirt

    Keep your look Insta-ready with this chic mini skirt that is perf for heading out for brunch with the squad! The skirt features a high rise elastic banded waist, dual ruched drawstrings, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete your look with the matching crop top and mules.

    Shop Matching Crop Top: Open Back Ribbed Knit Crop Top

    Fit & Features

    • High rise elastic banded waist 
    • Dual ruched drawstrings
    • Mini-length silhouette
    • Ribbed knit fabric
    • Form-hugging fit
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0356

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check on It Plaid Mini Skirt

    Check you out, babe! The skirt features a high rise elastic banded waist, a checkered plaid print, a mini side slit, and a mini length silhouette. The skirt is composed of lightweight knit fabric that offers a form-hugging fit. Complete the look with a bodysuit and ankle booties.

    Fit & Features

    • High rise elastic banded waist
    • Checkered plaid print
    • Mini side slit
    • Mini length silhouette
    • Form-hugging fit
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06501-0354

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun-Kissed Aesthetic Starfish High Slit Maxi Skirt

    Achieve a sun-kissed aesthetic in this sultry maxi skirt boasting a high front slit with a beachy starfish accent. This skirt is perfect for vacations or pool parties! 

    Fit & Features

    • Smooth stretchy knit fabric, panty lining
    • Mid-rise waist
    • Starfish accent
    • High front slit
    • Flowy maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000029

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crochet Cutie Mini Skirt

    Live out your boho dreams in this cute crochet mini skirt! The skirt features a high-rise waist, drawstring, a crochet knit pattern throughout, and a mini-length silhouette. Complete look with the matching crop top.

    Shop Matching Crop Top: Crochet Cutie Triangle Crop Top

    Fit & Features

    • High rise waist
    • Drawstring
    • Crochet knit
    • Mini length silhouette
    • Form hugging fit, runs true to size
    • Skirt is unlined
    • Bikini bottoms pictured not included

    Style Number/Barcode: 06501-0355

    Category Name: Skirts & Skorts

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Plaid Tweed Mini Skirt

    Look pretty and preppy in this adorable plaid mini skirt! It features a high rise elastic banded waist, a mini length silhouette, a curve-hugging fit, and a side slit. Pair this tweed skirt with a blazer and thigh-high boots for a chic look.

    Fit & Features

    • High rise elastic banded waist
    • Short, form-hugging fit
    • Side slit
    • Tweed knit fabric
    • Moderate stretch
    • Plaid print

    Style Number/Barcode: 06501-0353

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Glen Check Mini Skirt

    You're the major trendsetter of your squad, so you definitely need this chic mini skirt in your closet! It features a high rise waist, back zipper closure, and a mini length silhouette with a curve-hugging fit and a side slit. The skirt is composed of an unlined woven fabric with a glen check pattern. Pair this skirt with thigh-high boots for a date night.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Short, form-hugging fit
    • Side slit
    • Woven fabric with moderate stretch
    • Glen check pattern

    Style Number/Barcode: 06401-0291

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Posh Glen Check Mini Skirt

    Look oh-so-posh in this chic mini skirt! It features a high waist, a short, curve-hugging fit, a side slit, and a gray-hued glen check pattern with a pink accent throughout. Pair this skirt with a basic long sleeve crop top and booties for an elevated everyday 'fit.

    Fit & Features

    • High waist
    • Back zipper closure
    • Mini length, form-hugging silhouette
    • Side slit
    • Glen check pattern
    • Woven fabric with no stretch

    Style Number/Barcode: 06401-0290

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Staple Mid-Rise Button Denim Skort

    All buttoned up, this mid-rise denim skort is a true timeless staple.

    Fit & Features

    • Medium wash denim fabric
    • Mid-rise waist
    • Button-up front closures
    • Form-hugging fit, shorts bottom
    • Mini-length hem
    • Back pockets, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-0486

    Category Name: Skirts & Skorts

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Chic Checkered Ruched Mini Skirt

    Style up this adorable checkered mini skirt for a chic vibe. It features a high rise elastic banded waist, ruched side detailing with side ties, and a short, curve-hugging fit. Pair this skirt with a chunky knit sweater and booties for an elevated everyday 'fit.

    Fit & Features

    • High rise elastic banded waist
    • Ruched sides
    • Side ties at hem
    • Mini length silhouette
    • Form-hugging fit
    • Unlined knit fabric with plenty of stretch
    • Checkered print

    Style Number/Barcode: 06501-0351

    Category Name: Skirts & Skorts

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Babe Plaid Mini Skirt

    You'll for sure be the stylish babe of your squad in this adorable plaid mini skirt! It features a high rise elastic banded waist, ruched side detailing with ties at the hem, and a mini length, curve-hugging silhouette. Pair this skirt with a basic bodysuit and booties for the perfect holiday party look.

    Fit & Features

    • High rise elastic banded waist
    • Ruched side detailing
    • Ties at the hem
    • Short, form-hugging fit
    • Plaid print
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06501-0348

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Checkered A-Line Mini Skirt

    Check out this chic A-line mini skirt to add a trendy vibe to your everyday look. It features a high rise elastic banded waist, a flirty faux wrap front, and a mini length slightly flared out silhouette. Pair this skirt with a graphic tee and heeled booties.

    Fit & Features

    • High rise elastic banded waist
    • Faux wrap front
    • Short, A-line fit
    • Checkered print
    • Unlined knit fabric
    • Moderate stretch

    Style Number/Barcode: 06501-0349

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dangerous Woman High Waist Mini Skirt

    Something about this mini skirt will make you want to channel your edgy side. The skirt features a high rise waist, side slit, and a mini length silhouette. The skirt is composed of a faux patent leather fabric that offers a form hugging fit. Complete your look with the matching crop top. 

    Shop Matching Crop Top: Dangerous Woman Faux Patent Leather Crop Top

    Fit & Features

    • High rise waist
    • Side slit
    • Mini length silhouette
    • Form hugging fit
    • Matching crop sold separately 

    Style Number/Barcode: 06401-0289

    Category Name: Skirts & Skorts

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendsetting Stunner Tie-Dye Maxi Skirt

    Bring those trendsetting vibes to your stunning look with this tie-dye maxi skirt. It features a high-rise waist, a side twist detail leading to a thigh-high side slit, an asymmetric hem, and a curve-hugging silhouette. Complete your outfit with the matching top and stylish new heels.

    Shop Matching Top: Trendsetting Stunner Tie-Dye Crop Top

    Fit & Features

    • High-rise waist
    • Side twist detail
    • High side slit
    • Asymmetric hem
    • Knit fabric
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 06501-0345

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Frenzy High Waist Mini Skirt

    Show off your love for your florals with a cute mini skirt! The skirt features a high rise waist, a ruched body, and contrast piping details. Complete your look with the matching bustier crop top.

    Shop Matching Bustier Crop Top: Floral Frenzy Ruched Cropped Bustier

    Fit & Features

    • High rise waist with back zipper and hook and eye closure
    • Ruched body
    • Floral print, contrast piping details
    • Mini length silhouette
    • Mesh fabric
    • Form-hugging fit
    • Matching bustier crop top sold separately

    Style Number/Barcode: 06501-0344

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Checkered Mini Skirt

    Elevate your style in a plaid skirt that is all the rage! The skirt features a high rise waist, a checkered houndstooth print, and a side slit. Complete your look with a black long sleeve top.

    Fit & Features

    • High rise waist
    • Side slit
    • Checkered houndstooth print
    • Mini length silhouette 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06401-0288

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Wrap Glitter Mini Skirt

    Bring on the glamour in this mini skirt that brings the dazzle. The skirt features a high rise waist, a ruched wrap envelope hem, and composed of a glitter knit fabric. The skirt offers a form hugging fit with a moderate stretch. Complete look with a crop top

    Fit & Features

    • High rise waist
    • Ruched envelope hem
    • Glitter knit fabric 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06501-0342

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Stunner Sequin Mini Skirt

    You'll be a major stunner in this head-turning mini skirt designed with clear sequin embroidery and a short, curve-hugging fit. Style with the matching crop top for a summer night out.

    Shop Matching Top: Major Stunner Sequin Halter Crop Top

    Fit & Features

    • Woven fabric, stretchy knit lining
    • All-over clear sequin embroidery
    • Mid-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-000009

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Era Tie-Front Denim Mini Skort

    Giving Y2K with a new twist. This denim mini skort is short, sassy, and made to be seen—perfect for content days or leveling up your weekend 'fit.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Five-pocket and belt loop design
    • Dual front button closures, tie-front belt
    • Grommet detailing
    • Fitted mini-length overlay, hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000084

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: L