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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.

  • Checkmate Glen Plaid Mini Skirt
    Score points for style (and win) in this glen plaid mini. Slip-on skirt features a large- and small-check print and a paperbag waist. Skirt is made from a soft, faux-wool material with a touch of stretch.

    Style Number/Barcode: 06501-0035

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Admirable Style High-Rise Ponte Mini Skort

    Bring on the compliments in this high-rise skort featuring a flattering A-line silhouette and mini-length hem. The smooth ponte knit fabric offers a polished look and plenty of stretch.

    Fit & Features

    • Ponte knit fabric, shorts lining, moderate stretch
    • High-rise waist
    • A-line silhouette
    • Mini-length hem
    • Skort has a 11.5” front rise with a 1.5” inseam
    • Runs true to size

    Style Number/Barcode: 06503-1194

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • Effortless Beauty Pearl Mini Skirt

    Showcase your effortless beauty in this gorg embellished mini skirt! It features a high rise waist, a back zipper and hook and eye closure, and a short, form hugging fit. The glitter knit fabric features all over pearl accents for a pretty look and includes a stretchy knit lining. Don't forget to purchase the matching bustier!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0064

    Category Name: Skirts & Skorts

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Irresistible Velvet Shimmer Long Skirt

    Shop Matching Top: Irresistible Velvet Shimmer Crop Top

    You look simply irresistible in velvet my dear! This shimmering long skirt is a velvet dream! Designed with a high waist line, and a maxi length. Skirt features a dramatic slit cut out at high thigh, and is composed of a velvet material that offers a form fit with glitter embellishments throughout that reflect a deep red sparkle! Don't forget to pick up the matching crop top to complete your irresistible look!

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0063

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Groove With It Mini Skirt

    Just groove with it in this trendy tie dye mini skirt! It features a high rise waist paired with a short length. The skirt is composed of a soft knit fabric with moderate stretch and a form hugging fit. Don't forget to purchase the matching tube top!

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0065

    Category Name: Skirts & Skorts

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frayed Fashionista Jean Mini Skirt
    Show 'em who's the real fashionista in this frayed jean mini skirt! It features a high rise waist, the traditional five pocket and belt loop design, a front button down closure, seam detailing, and a raw, frayed hem. The medium wash skirt is composed of a denim fabric with no stretch.

    Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06601-0162

    Category Name: Skirts & Skorts

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Button Up Jean Skirt
    This cute and casual denim blue mini skirt is on trend with its button up feature! Skirt has a high waist fit, two front pockets, belt loops, and a rough cut hem.This jean skirt is composed of a denim knit fabric with moderate stretch. 

    Model is 5'9" with a 32" bust, 23" waist, and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06601-0160

    Category Name: Skirts & Skorts

    Price: $5.00 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Game High-Rise Buckle Pleated Mini Skort

    Level up your style game in this ponte mini skort this weekend! This skort features a high-rise waist with faux leather buckle accents, adding a touch of chic edginess. The pleated mini-length hem adds flirty movement, while the shorts lining ensures comfort and coverage. Complete the look in a cute graphic tee and sneakers.

    Fit & Features

    • Ponte knit fabric, stretchy knit shorts lining
    • High-rise waist with faux leather buckle accents
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1162

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fab Distressed Jean Mini Skirt
    Yes girl, you'll look so fab in this distressed jean mini skirt! It features a high rise waist, the traditional five pocket and belt loop design, a front button and hidden zipper closure, distressed detailing, a frayed hem, and an overall faded look. The medium wash jean skirt is composed of a denim fabric that offers moderate stretch and a form-fitting style.

    Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06601-0158

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hold It Down Ruched Asymmetrical Mini Skirt

    Hold it down in style! This fab mini skirt offers a sleek and flattering silhouette with a high-rise waist and a front adjustable ruched drawstring so you can customize the look atop a flirty slit. Complete the look in a long sleeve off-the-shoulder top and boots!

    Fit & Features

    • Double-lined slinky knit fabric, moderate stretch
    • High-rise waist
    • Adjustable ruched drawstring
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-0991

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Laced Up Mini Skirt

    Get all laced up in this trendy and fun white mini skirt! It features a high rise waist, the traditional five pocket and belt loop design, a front button and zipper closure, lattice accents along the sides, a frayed hem, and a form hugging fit. The skirt is composed of a denim fabric with moderate stretch.

    Style Number/Barcode: 06601-0000

    Category Name: Skirts & Skorts

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab And Flared Skort

    Keep your look effortlessly fab in this must have staple! The skort has a classic skater silhouette with a high waistband and convenient, built in shorts so you can go about your day, wild and free! The wrap skort is composed of crepe fabric that offers a moderate stretch.

    Style Number/Barcode: 06503-0934

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Embossed Snake Print Mini Skirt
    Edge up your look with this sleek embossed snake print mini skirt! It features a high rise elastic banded waist paired with a short, form hugging fit. The black skirt is composed of a faux leather fabric with plenty of stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-3060

    Category Name: Skirts & Skorts

    Price: $5.00 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Vibe Corduroy Mini Skort

    Give your everyday 'fit a stylish vibe with this corduroy mini skort featuring a high-rise waist, a mini-length overlay, and hidden fitted shorts for coverage. Pair with a crop top and ankle booties!

    Fit & Features

    • Corduroy fabric
    • High-rise waist, belt loops
    • Front button closure
    • Mini-length overlay
    • Hidden fitted shorts
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-0285

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tight Knit Mini Skirt

    You'll love this black mini skirt so much, you'll pair it with anything and everything! It features a high waist with a wide waist band, and a body-hugging fit. Skirt is composed of a thick, bandage-like knit fabric that offers a moderate stretch. 

    Style Number/Barcode: 06501-3003

    Category Name: Skirts & Skorts

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Getaway Tropical Print Maxi Skirt

    This alluring tropical print maxi skirt will create a gorgeous getaway look! Designed with a trendy tropical print pattern on the airy mesh fabric, it features a high-rise waist, a maxi-length hem with a sultry high-cut side slit, and a slim-fit silhouette. Style with the matching crop top for your next destination vacay!

    Shop Matching Top: Gorgeous Getaway Tropical Print Crop Top

    Fit & Features

    • High-rise waist
    • Maxi-length hem
    • High-cut side slit
    • Slim-fit silhouette
    • Tropical print
    • Sheer mesh fabric, full-length knit lining
    • Runs true to size

    Style Number/Barcode: 06501-0956

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Sexy Midi Skirt

    Make a sleek and sexy look in this edgy faux leather midi skirt! It features a high rise waist paired with a fitted, pencil skirt style. The skirt is composed of a stretchy PU fabric that offers a curve hugging fit.

    Style Number/Barcode: 06501-3028

    Category Name: Skirts & Skorts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Style Skirt
    Get all wrapped up in style with this pretty skirt! It features a high rise elastic banded waist paired with an asymmetrical wrap front with ruched detailing. The mauve skirt is composed of an unlined crepe fabric that offers moderate stretch and a form hugging fit.

    Model is 5'7" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-3048

    Category Name: Skirts & Skorts

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zip Front Ponte Mini Skirt
    Zip up this black ponte mini skirt for a sleek and stylish look! It features a high rise elastic banded waist, a silver zip front with an O-ring accent, and a short, curve hugging fit. The skirt is composed of a ponte knit fabric with plenty of stretch. 

    Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.

    Style Number/Barcode: 06501-3052

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Sophistication Bandage Skirt

    Add touch of stylish sophistication to your look with this classic bandage pencil skirt! It features a high rise elastic banded waist paired with a mid-length, curve hugging fit. The skirt is composed of a pink bandage knit fabric that offers plenty of stretch.

    Style Number/Barcode: 06501-3035

    Category Name: Skirts & Skorts

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Ruched Mini Skirt

    This mini skirt is pretty and ruched and ready for you to style! It features a high rise waist paired with ruched detailing along the sides. The white skirt is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching crop top!

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-3051

    Category Name: Skirts & Skorts

    Price: $19.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Moment Tie-Waist Faux Leather Skort

    A faux leather skort offers a sleek and form-hugging fit with a trendy tie-waist along the front skirt overlay. Style with a basic tee for any outing.

    Fit & Features

    • Smooth faux leather fabric, minimal stretch
    • High-rise waist
    • Tie-waist, skirt overlay
    • Side zipper with hook-eye closure
    • Form-hugging mini-length silhouette
    • Skort in size small has an 11" front rise with a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0516

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mesh To Love Mini Skirt
    There's more to love with this adorable mesh mini skirt! It features a high rise waist, ruched detailing at the sides, and a short, form hugging fit. The mauve skirt is composed of a sheer mesh fabric with a knit lining and offers plenty of stretch. Complete your look with the matching crop top!

    Model is 5'9 with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-3043

    Category Name: Skirts & Skorts

    Price: $22.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Bandage Mini Skirt

    Showcase curves in this essential mini skit! It features a black hue and a high waist fit. It is composed of a stretchy bandage fabric that offers a form hugging fit with a moderate stretch.

    Style Number/Barcode: 06501-3041

    Category Name: Skirts & Skorts

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance