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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.

  • Ditsy Floral Darling High Waist Ruffled Skirt

    Keep it darling with a cute skirt that puts you in a fab mood. The skirt features a high-rise waist, a ditsy floral print, and a mini-length silhouette with a ruffled hem. Complete look with the matching top and mules. 

    Shop Matching Top: Ditsy Floral Darling Tie Front Crop Top

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Ruffled hem
    • Mini length silhouette
    • Form hugging fit 
    • Runs true to size 

    Style Number/Barcode: 06401-0308

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Energy High-Rise Midi Skirt

    Bring the energy to your destination getaway in this tropical midi skirt, designed with a sleek high-rise waist and form-hugging silhouette. Pair it with the matching top.

    Fit & Features

    • Tropical print, mesh fabric, soft knit stretchy lining
    • High-rise waist
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Shop The Matching Top: Tropical Energy Strapless Crop Top

    Style Number/Barcode: 06501-000010

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAN

    Available Size: L

    Product Badge:
    • Sale
  • High-Rise Destructed Mini Skirt

    Take your look to new heights with a fab mini skirt! The skirt features a high-rise waist, a single-button with hidden zipper closure, a traditional five-pocket with belt loop design, light destruction, and a frayed hem. Complete the look with a bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design
    • Light destruction, frayed hem
    • Denim fabric, no stretch
    • Form-hugging fit
    • Runs true to size 

    Style Number/Barcode: 06601-0039

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Fringe Denim Mini Skirt

    Part edgy, part glam, this mini skirt is a stylish staple for your cute outfits! The mini skirt features a high-rise waist, a single-button with hidden zipper closure, moderate distressing, and a fringe hem. Complete the look with a blouse and mules.

    Fit & Features

    • High-rise waist
    • Single-button with zipper closure
    • Traditional five-pocket and belt loop design
    • Moderate distressing, fringe hem
    • Mini-length silhouette, form-hugging fit
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0040

    Category Name: Skirts & Skorts

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Lace Trim Mini Skirt

    Style up this trendy knit mini skirt to add a chic vibe to your everyday look. It features a high rise waist, a hidden back zipper closure, and a mini length, curve-hugging silhouette with a sheer lace trim. Pair this skirt with a graphic tee and combat booties.

    Fit & Features

    • High rise waist
    • Hidden back zipper closure
    • Short, form-hugging fit
    • Sheer lace trim
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06501-0370

    Category Name: Skirts & Skorts

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On-Trend Destructed Denim Mini Skirt

    Keep your everyday style on-trend for spring in this adorable denim mini skirt! It features a high-rise waist, a traditional five-pocket and belt loop design, a front button and hidden zipper closure, distressed details, a short raw cut hem, and a form-hugging silhouette. Pair this skirt with a floral crop top and strappy sandals.

    Fit & Features

    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed details and a raw cut hem
    • Mini-length, form-hugging fit
    • Light wash denim fabric with minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0038

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Trouble Faux Suede Mini Skirt

    Bring double the appeal with this skirt that brings that wow factor to your look! The skirt features a high rise waist, slits at each side, and a mini length silhouette. The skirt is composed of a faux suede fabric that offers a form hugging fit. Complete look with a crop top

    Fit & Features

    • High rise waist
    • Slits at each side 
    • Mini length silhouette
    • Faux suede fabric
    • Form hugging fit

    Style Number/Barcode: 06401-0306

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

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

    Elevate your everyday look and give it a sleek and sexy vibe in this mini skirt! It features a high rise waist, a back zipper closure, ruched detailing, side ties at the hem, and a short, curve-hugging fit. Style this faux leather skirt with a trendy crop top and stiletto heels.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Ruched detailing
    • Side ties at the hem
    • Mini length
    • Form-hugging fit
    • PU fabric

    Style Number/Barcode: 06501-0396

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For Florals Ruffled Mini Skirt

    Bring the romance with a floral mini skirt that brings the charm. The skirt features a high rise waist, a disty floral print, and a mini length silhouette with a ruffled hem. The skirt offers a form hugging fit with a moderate stretch. Complete outfit with a basic bodysuit and moto jacket

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Mini length silhouette
    • Ruffled hem
    • Form hugging fit

    Style Number/Barcode: 06401-0305

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Plaid Mini Skirt

    Yes babe, showcase your trendy side in this stylish plaid mini skirt. It features a high rise elastic banded waist, a small side slit, and a mini length, curve-hugging silhouette. Pair this skirt with a cropped cardigan and chunky sneaks for the perf everyday look.

    Fit & Features

    • High rise elastic banded waist
    • Side slit
    • Short, form-hugging fit
    • Plaid print
    • Unlined knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06501-0367

    Category Name: Skirts & Skorts

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Ready High Rise Crochet Maxi Skirt

    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 & Features

    • Crochet 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

    Style Number/Barcode: 06301-0214

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: M, L

    Product Badge:
    • Sale
  • Glitter And Glam Mini Skirt

    Elevate your glam status in this sexy glitter knit mini skirt! It features a high rise elastic banded waist with a short, form-hugging fit and a side slit. Style this mini skirt with the matching top and a rhinestone necklace for a girl's night out.

    Shop Matching Top: Glitter And Glam Cropped Tube Top

    Fit & Features

    • High rise elastic banded waist
    • Mini length
    • Form-fitting style
    • Side slit
    • Glitter knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06501-0368

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Beauty Ditsy Floral Mini Skirt

    Bring beauty and charm with a mini skirt that reflects your sweet side. The skirt features a high-rise waist, a ditsy floral print, and a mini-length silhouette with a ruffled hem. The skirt is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete the look with a cardigan and mules.

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Mini length silhouette 
    • Ruffled hem
    • Lightweight woven fabric 
    • Form hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0302

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sweet Smocked Floral Mini Skirt

    Keep your look so sweet with a mini skirt that brings the charm! The mini skirt features a high-rise waist, a smocked body, a ditsy floral print, and a tiered ruffled hem. Complete look with the matching crop top and mules for a pretty brunch look. 

    Shop Matching Crop Top: So Sweet Smocked Floral Crop Top

    Fit & Features

    • High rise waist
    • Smocked body
    • Ditsy floral print
    • Chiffon ruffled hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0301

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ditsy Floral Asymmetrical Mini Skirt

    Bring the charm with a mini skirt that is perfect for when you want to feel extra girly. The skirt features a high-rise waist, a ditsy floral print, an asymmetrical wrap with ruffled trim, and a mini-length silhouette with ruffled trim. The skirt is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a cami and mules

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Asymmetrical wrap design 
    • Ruffled
    • Mini length silhouette
    • Lined lightweight woven fabric
    • Form hugging fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06401-0304

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffled Romance Ditsy Floral Mini Skirt

    Bring the romance with a mini skirt that is perfect for when you want to feel extra girly. The skirt features a high-rise waist, a ditsy floral print, an asymmetrical wrap with ruffled trim, and a mini-length silhouette with ruffled trim. The skirt is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a cami and mules.

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Asymmetrical wrap design
    • Ruffled
    • Mini length silhouette
    • Lined lightweight woven fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06401-0303

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Stunner Pinstripe Suspender Skirt

    Showcase a stunning look in this trendy pinstripe suspender skirt! It features long spaghetti straps with a short, curve-hugging fit and a side slit. Pair this skirt with a basic bodysuit and booties.

    Fit & Features

    • Long spaghetti straps
    • Short, form-hugging fit
    • Side slit
    • Woven fabric
    • Moderate stretch
    • Pinstripe pattern

    Style Number/Barcode: 06401-0300

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check It Out Chic Mini Skirt

    Check you out in this adorably chic mini skirt! It features a high rise elastic banded waist with a hidden back zipper closure, a side slit, and a short, curve-hugging fit. The woven fabric has a checkered print for a trendy vibe. Pair this skirt with a cropped sweater and thigh-high boots.

    Fit & Features

    • High rise elastic banded waist
    • Hidden back zipper closure
    • Side slit
    • Mini length
    • Form-hugging fit
    • Woven fabric with no stretch
    • Checkered print

    Style Number/Barcode: 06401-0299

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Preppy Plaid Mini Skirt

    Keep it preppy and chic with a plaid mini skirt that keeps you looking on point. The skirt features a high rise waist, a plaid print, and a mini length silhouette.  The skirt is composed of a buttery soft brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete your look with a cropped long sleeve top to let this print stand out. 

    Fit & Features

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

    Style Number/Barcode: 06501-0363

    Category Name: Skirts & Skorts

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sheer Romantic High-Rise Slit Lace Maxi Skirt

    A sheer lace maxi skirt to give your style some romance! 

    Fit & Features

    • Sheer lace fabric
    • High-rise waist
    • High slit
    • Maxi-length hem
    • Please note bikini bottoms are not included
    • Runs true to size

    Style Number/Barcode: 06501-1126

    Category Name: Skirts & Skorts

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty In Paradise Maxi Skirt

    You'll be looking pretty on your next vacay to paradise in this adorable maxi skirt! It features a high-rise waist, a sultry thigh-high side slit, and a floor-length flowy silhouette. The knit fabric has a beautiful tropical floral print, perfect for a summer getaway. Style this skirt with a crop top and strappy sandals.

    Fit & Features

    • High-rise waist
    • Thigh-high side slit
    • Floor-length flowy silhouette
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 06501-0365

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming And Chic Floral Mini Skirt

    Create a charming and chic look with this spring-ready mini skirt! It features a high rise waist, flattering ruched detailing, and a short, curve-hugging silhouette. The brushed knit fabric showcases an all-over blooming floral print, making it the perf skirt for the season. Complete your outfit with a crop top and clear heels.

    Fit & Features

    • High rise waist
    • Ruched detailing
    • Short, form-hugging fit
    • Brushed knit fabric
    • Floral print

    Style Number/Barcode: 06501-0362

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check On It Checkered Mini Skirt

    Check you out in a trendy checkered skirt! This fashionista-approved skirt features a high rise elastic banded waist, a checkered print, and a side slit. The skirt is composed of lightweight knit fabric that offers a form-hugging fit. Complete the look with a bodysuit, puffer jacket, and ankle booties.

    Fit & Features

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

    Style Number/Barcode: 06501-0361

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Leopard Print Mini Skirt

    Showcase major trendsetter vibes in this adorable mini skirt! It features a high rise waist and a short, form-hugging fit with a merrow edge trim. The skirt is composed of a leopard print flocked knit fabric. Pair this skirt with a crop top and strappy heels for a girl's night out.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Merrow edge trim
    • Leopard print flocked knit fabric

    Style Number/Barcode: 06501-0360

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free