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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.

  • Booked And Busy Twill Paperbag Mini Skirt

    Got plans? This twill paper bag mini skirt is perfect for looking cute on the go! It features a high-rise waist with a front button and hidden zipper closure, a tie-waist belt, and side-front pockets. Composed of stretchy woven twill fabric. Finish the look in a mock neck bodysuit and boots.

    Fit & Features

    • High-rise paper bag waist
    • Front button and hidden zipper closure
    • Tie-waist belt
    • Side front pockets
    • Mini bodycon fit
    • Stretchy woven twill fabric
    • Runs true to size

    Style Number/Barcode: 06301-0137

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Fringe Mini Skirt

    Get fab in a fringe skirt that adds that extra detail to your look! The skirt features an elastic high-rise waist, an asymmetrical high side slit with fringe trim, and a mini-length hem. The skirt is composed of a lined faux suede fabric that offers a form hugging fit with a moderate stretch. Complete look with a crochet top and boots. 

    Fit & Features

    • Elastic high rise waist
    • Asymmetrical high side slit
    • Fringe trim 
    • Mini length hem
    • Faux suede fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0657

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Mood For Autumn Mini Skirt

    You'll be in the mood for the fall season with this adorable corduroy mini skirt! It features a high-rise fitted waist, a tie-front belt, front pockets, a button-down design, and a short, form-hugging fit. Style with a cropped sweater and ankle booties.

    Fit & Features

    • High-rise waist
    • Tie-front belt
    • Front pockets
    • Front button-down closures
    • Mini-length hem, form-hugging fit
    • Non-stretch corduroy fabric
    • Runs true to size

      Style Number/Barcode: 06301-0136

      Category Name: Skirts & Skorts

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleek Style Sense Bodycon Mini Skirt

      Upgrade your perfect sense of style in this faux leather mini skirt in a flattering bodycon fit that'll put your curves on display!

      Fit & Features

      • Faux leather fabric
      • High-rise waist
      • Bodycon fit
      • Mini-length hem
      • Front button and hidden zipper closure
      • Runs true to size

      Style Number/Barcode: 06401-0745

      Category Name: Skirts & Skorts

      Price: $34.90

      Availability: In Stock

      Available Color: BROWN

      Available Size: S, M, L

    • Elise Destructed Denim Mini Skirt by Windsor Denim

      The Elise destructed denim skirt will elevate all of your casual 'fits. The cute mini skirt by Windsor Denim features a high-rise waist, subtle distressing, a short, form-hugging fit, and a trendy frayed hem. The dark wash denim fabric offers a moderate stretch. Style with a crop top and mules.

      Fit & Features

      • High-rise waist
      • Subtle distressing
      • Five-pocket and belt loop design, front button, hidden zipper closure
      • Mini-length, form-hugging fit
      • Frayed hem
      • Dark wash denim fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06601-0059

      Category Name: Skirts & Skorts

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Hit The Tropics High Slit Maxi Skirt

      Channel a tropical paradise in a skirt that makes waves! The skirt features a fun palm leaf print, an elastic high rise waist, and a maxi length with a high side slit. The skirt is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and wedges. 

      Fit & Features

      • Palm leaf print
      • Elastic high rise waist
      • Maxi length 
      • High side slit
      • Lined smooth knit fabric
      • Form hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06501-0655

      Category Name: Skirts & Skorts

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Classic Sleek Bodycon Mini Skirt

      Amp up your night-out looks with this classic and sleek faux leather mini skirt. It features a high-rise waist, vertical seam detailing down the front, and a short, curve-hugging, bodycon silhouette. Style this skirt with strappy stilettos.

      Fit & Features

      • High-rise waist
      • Vertical seam details
      • Back zipper closure
      • Mini-length, form-fitting silhouette
      • Coated faux leather fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06401-0452

      Category Name: Skirts & Skorts

      Price: $10.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Listen Up PU Ruched Midi Skirt

      Listen, this faux leather midi skirt will surely level up your look! It features a high-rise waist, front ruched seam atop a sultry slit, a bodycon silhouette, and back zipper closure. Complete the look in a printed bodysuit for a fab night out.

      Fit & Features

      • High-rise waist
      • Front ruched seam with slit
      • Bodycon silhouette
      • Midi-length hem
      • Back zipper closure
      • PU fabrication, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06401-0449

      Category Name: Skirts & Skorts

      Price: $10.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • So Charming Ditsy Floral Mini Skirt

      You'll look oh-so-charming in this adorable ditsy floral mini skirt! It features a high-rise waist, ruching down the side seams leading to adjustable ties, a mini-length hem, and a form-hugging fit. The dainty disty floral print pattern will bring those spring and summer vibes. Style with a crop top and mules.

      Fit & Features

      • High-rise waist, back zipper closure
      • Ruched side seams, adjustable ties
      • Mini-length hem
      • Form-hugging fit
      • Ditsy floral print
      • Smooth woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06301-0135

      Category Name: Skirts & Skorts

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Everyday Chic Vibes Mini Skirt

      This faux suede mini skirt will elevate your everyday look and bring major chic vibes. It features a high-rise waist, a small side slit, and a short, form-hugging silhouette. Style this skirt with a cute bodysuit and strappy mules.

      Fit & Features

      • High-rise waist
      • Back zipper, hook and eye closure
      • Side slit
      • Mini-length, form-fitting silhouette
      • Smooth faux suede fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06401-0451

      Category Name: Skirts & Skorts

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Trendy Match Chevron Knit Midi Skirt

      Trend right with this chevron knit midi skirt for weekend fun or vacation! Pair with the matching top to complete the look.

      Fit & Features

      • Chevron pattern, stretchy knit fabric
      • High-rise waist
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Shop The Matching Top: Trendy Match Chevron Knit Tube Top

      Style Number/Barcode: 06501-1136

      Category Name: Skirts & Skorts

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: In Stock

      Available Color: NATURAL

      Available Size: S, M

      Product Badge:
      • Sale
    • Who's That Girl Boho Maxi Skirt

      Everyone will be asking who's that girl in this boho maxi skirt! Create a trendy free spirit vibe in this high-rise skirt featuring an elasticized waistband, flowy silhouette, and a sultry front slit on the maxi-length hem. Complete the look in a crochet crop top.

      Fit & Features

      • High-rise elasticized waist
      • Flowy silhouette
      • Front slit
      • Maxi-length hem
      • Boho paisley print
      • Woven fabric, no stretch
      • Fits true to size

      Style Number/Barcode: 06301-0134

      Category Name: Skirts & Skorts

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sweet Intentions Floral Skater Skirt

      Show off your sweet side in this adorable skater skirt! It features a high-rise smocked waist with an adjustable drawstring, pleated detailing, and a short, fit and flare silhouette. The woven fabric features an all-over ditsy floral print pattern. Style with the matching tube top for a brunch-ready look.

      Shop Matching Top: Sweet Intentions Floral Tube Top

      Fit & Features

      • High-rise smocked waist, elastic waistband
      • Adjustable drawstring
      • Pleated detailing
      • Short hem, fit and flare silhouette
      • Ditsy floral print
      • Woven fabric, full knit lining, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06301-0133

      Category Name: Skirts & Skorts

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Falling For Ya Button Corduroy Skirt

      You're sure to fall for this stylish corduroy skirt! It features a high-rise with an elastic band inside button-front closures and a short-length hem. the soft corduroy fabric offers a minimal stretch. Complete the look with classic tights and boots.

      Fit & Features

      • High-rise waist, elastic inside band
      • Button-front closures
      • Short length hem
      • Soft corduroy fabric
      • Minimal stretch
      • Fits true to size

      Style Number/Barcode: 06301-0116

      Category Name: Skirts & Skorts

      Price: $21.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Spring It On Me Floral Mini Skirt

      Embrace floral vibes by adding this flirty mini skirt into your weekly lineup! The woven skirt features a classic high-rise waist, back zipper closure, a form-hugging silhouette, and a front slit accent. Complete the look in a crop top for a day at the beach!

      Fit & Features

      • High-rise waist
      • Back zipper closure
      • Form-hugging
      • Front slit accent
      • Ditsy floral print
      • Woven fabric, no stretch
      • Fits true to size

      Style Number/Barcode: 06301-0132

      Category Name: Skirts & Skorts

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Retro Swirl Satin Mini Skirt

      Keep your summer look flirty and fun with this retro-inspired satin skirt! It features a high-rise fitted waist, a mini-length A-line silhouette, and an all-over multi-colored swirl pattern. Style with a halter crop top and strappy mules.

      Fit & Features

      • High-rise fitted waist, elastic band
      • Mini-length A-line silhouette
      • Flowy fit
      • Multi-colored swirl pattern
      • Smooth satin fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06401-0447

      Category Name: Skirts & Skorts

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Closet Staple Paper Bag Mini Skirt

      Forever flattering and trendy, this mini skirt is such a staple for your fashion closet! Featuring a high-rise paper bag waist, belt loop accents, tie front waist, hidden front zipper closure, pleat detailing, side pockets, and a bodycon short-length hem. Complete the look in a crop top and sandals.

      Fit & Features

      • High-rise paper bag waist
      • Belt loop accents, tie-front waist
      • Hidden front zipper closure
      • Pleat detailing, side pockets
      • Bodycon short-length hem
      • Sleek knit-lined fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 06401-0448

      Category Name: Skirts & Skorts

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Can't Live Without It Mini Skirt

      This chic skirt is the one staple piece you'll want to pair with all your favorite tops! The corduroy skirt features a high-rise waist, a front slit accent, and a mini, bodycon fit. Complete look with a bodysuit and lug boots. 

      Fit & Features

      • High rise waist
      • Front slit accent
      • Bodycon fit
      • Mini length hem
      • Lined corduroy fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06301-0128

      Category Name: Skirts & Skorts

      Price: $10.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Bohemian Beauty Printed Midi Skirt

      Bring that trendy bohemian style to your summer look with this lightweight woven midi skirt. It features a high-rise fitted waist, a side knot detail leading to a wrap-front design, a midi-length, flowy fit, and an all-over boho-inspired multi-print pattern. Complete the outfit with a neutral bodysuit.

      Fit & Features

      • High-rise waist, back zipper closure
      • Side knot detail
      • Wrap-front design, front slit
      • Midi-length, flowy silhouette
      • Multi-print pattern
      • Woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06301-0131

      Category Name: Skirts & Skorts

      Price: $14.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Perfect Match High-Rise Lace Mini Skirt

      You in this lace mini skirt plus your weekend plans equals the perfect match! Pair the skirt with the matching top.

      Fit & Features

      • Lace fabric lined with sewn-in knit
      • High-rise waist
      • Adjustable side ties
      • Bodycon fit
      • Ruffled mini-length hem
      • Runs true to size 

      Shop The Matching Top: Perfect Match Long Sleeve Lace Crop Top

      Style Number/Barcode: 06501-1128

      Category Name: Skirts & Skorts

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Pep It Up Plaid Mini Skirt

      Pep it up in a mini skirt that shows off your classic style! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length hem. The skirt is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a cardigan and lug boots. 

      Fit & Features

      • Plaid print
      • High rise waist
      • Mini side slit 
      • Mini length hem 
      • Lightweight woven fabric 
      • Relaxed fit, minimal stretch 
      • Runs true to size 

      Style Number/Barcode: 06301-0125

      Category Name: Skirts & Skorts

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • All About That Slit Twill Skirt

      Flaunt some leg in this cute slit skirt featuring a high-rise waist, zipper closure, bodycon silhouette, and a short-length hem. Composed of a denim twill fabric with a moderate stretch. Perfect for styling with an oversized sweater.

      Fit & Features

      • High-rise waist
      • Zipper closure
      • Slit front accent
      • Short length hem
      • Twill denim fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06301-0130

      Category Name: Skirts & Skorts

      Price: $10.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Cutest Pick Ditsy Floral Mini Skirt

      This adorable ditsy floral mini skirt will be the cutest style pick of the season! It features a high-rise waist, front ruched detailing leading to a small slit, a short, fitted silhouette, and an all-over ditsy floral print. Complete the look with a basic bodysuit and chic mules.

      Fit & Features

      • High-rise waist
      • Back zipper closure
      • Front ruching, small slit
      • Mini-length, fitted silhouette
      • Ditsy floral print
      • Lightweight crepe fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06401-0445

      Category Name: Skirts & Skorts

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Daydream With Me Satin Floral Skirt

      Look like a total daydream in this satin floral mini skirt featuring a high-rise waist, a fitted silhouette, a flirty front slit accent, and a back zipper closure. Complete the look in a boho-style top for brunch.

      Fit & Features

      • High-rise waist
      • Fitted silhouette
      • Front slit accent
      • Back zipper closure
      • Mini-length hem
      • Floral satin fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06401-0446

      Category Name: Skirts & Skorts

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance