Skirts & Skorts

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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.

  • Edgy Charm Faux Leather Bubble Mini Skirt

    Charm your way through any room in this faux leather bubble mini skirt and embrace that femme energy! Pair the skirt with a printed crop top.

    Fit & Features

    • Faux leather fabrication, sewn-in knit lining
    • Drop-waist silhouette
    • Elastic bubble hem
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06501-1102

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Pleated Goals Mini Skirt

    Fit & Features

    • Knit fabrication
    • Ribbed high-rise waist with drawstring accent
    • Pleated
    • Mini skirt hem
    • Runs true to size

    Style Number/Barcode: 06501-1101

    Category Name: Skirts & Skorts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle With It Denim Mini Skort

    Flirty meets edgy—this ruffled denim skort brings major attitude with a playful twist. Pair it with boots, sneakers, or heels and let your legs do the talking.

    Fit & Features

    • Denim fabric with contrast stitching
    • Mid-rise belted waist
    • Tiered ruffle layered design
    • Mini length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000088

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Downtown Girl Belted Pleated Mini Skirt

    A pleated mini skirt perfect for downtown girlies! Pair with a crop sweater and boots.

    Fit & Features

    • Woven fabric
    • Faux leather belted mid-rise waist
    • Pleated silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0720

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Real Babe High-Rise Denim Skort

    Bring real babe energy in this high-rise denim skort perfect for casual, everyday styling! With a bodycon fit and shorts bottom for coverage, this skort will be the one you reach for.

    Fit & Features

    • Dark wash denim
    • High-rise waist
    • Front button and hidden zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Shorts bottom
    • Runs true to size

    Style Number/Barcode: 06603-0443

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Style Wrap Mini Skirt

    Fit & Features

    • Woven fabric
    • Mid-rise waist, asymmetric fold-over detail
    • Wrap-front design, side tie detail
    • Side slit
    • Mini-length ham
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0719

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Charm Pleated Knit Mini Skirt

    Bring the preppy charm in this pleated knit mini skirt featuring a flattering mid-rise waist perfect for styling with a cropped cardigan.

    Fit & Features

    • Sweater-knit fabrication
    • Mid-rise fit
    • Pleats 
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06501-1099

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Charm Taffeta Bubble Mini Skirt

    Fit & Features

    • Lined taffeta knit fabrication
    • Mid-rise waist
    • Back zipper and hook-eye closure
    • Bubble silhouette
    • Mini length hem, stretchy fitted shorts lining
    • Runs true to size

    Style Number/Barcode: 06401-0721

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gone Wild Camo Cargo Mini Skirt

    Camo but make it hot—this cargo mini skirt is built for bold nights and daytime slay. With its utility pockets and curve-hugging fit, it’s giving Y2K rebel energy all the way.

    Fit & Features

    • Camouflage print, denim fabric
    • Mid-rise waist
    • Front dual button and hidden zipper closure
    • Form-hugging fit
    • Side flap cargo-style pockets, hip pockets, belt loops
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-000015

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: S, M, L, XS

  • Stylish Impression Faux Suede Mini Skirt

    Make a stylish impression with this of-the-moment mini skirt. Designed with smooth faux suede fabric, it is shaped with a high-rise waist and a short fitted silhouette, accented with a sleek button-down design. Pair with the matching moto jacket for an elevated everyday look.

    Shop Matching Jacket: Stylish Impression Faux Suede Moto Jacket

    Fit & Features

    • Faux suede fabric, minimal stretch
    • High-rise waist
    • Button-down design
    • Back zipper hook-eye closure
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0737

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • There She Goes High-Rise Slit Polka Dot Satin Midi Skirt

    Cue the perfect background song as you strut in this high-rise midi skirt flaunting chic polka dots and a flowy silhouette.

    Fit & Features

    • Polka dot print, smooth satin fabric, woven lining
    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • High side slit
    • Flowy midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0733

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bright Vibes Ruched Rhinestone Midi Skirt

    Fit & Features

    • Smooth knit fabrication, sewn-in knit lining
    • High-rise waist
    • Ruching 
    • Rhinestones
    • Midi length hem
    • Runs true to size


    Shop Matching Top: Bright Vibes Rhinestone Cropped Corset Top

    Style Number/Barcode: 06501-1095

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Retro Pleated Plaid Skort

    Dare to be different in this pleated plaid skort. With a high-rise waist, mini button accents, and hidden shorts, it's the perfect blend of chic and playful for your next adventure.

    Fit & Features

    • Woven-knit fabrication
    • High-rise waist
    • Mini button accents at the waist, side zipper closure
    • Plaid print
    • Pleated mini skirt overlay
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-1080

    Category Name: Skirts & Skorts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fray Game Strong Denim Mini Skirt

    Low-key edgy, high-key hot. This frayed waist denim mini skirt is your go-to for dressing up casual vibes with a little attitude.

    Fit & Features

    • Denim fabric
    • Mid-rise waist, frayed trim
    • Belt loops, front button closure
    • Front pockets
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-000006

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: TAN

    Available Size: XS, S, M, L

  • Bright Vibes Ruched Rhinestone Mini Skirt

    Fit & Features

    • Smooth knit fabrication
    • High-rise waist
    • Ruching 
    • Rhinestones
    • Mini length hem
    • Runs true to size


    Shop Matching Top: Bright Vibes Rhinestone Cropped Corset Top

    Style Number/Barcode: 06501-1096

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Demure Pleated Striped Knit Skort

    Capture a preppy demure in this high-rise knit skort with a striped waistband and a mini-length hem on a pleated silhouette. Complete the look with a cardigan and sneakers.

    Fit & Features

    • Soft knit fabric, moderate stretch
    • High-rise striped waistband
    • Pleated silhouette
    • Striped mini-length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1253

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Trend Belted Plaid Mini Skort

    Fit & Features

    • Plaid woven fabric
    • High-rise fit, side zipper and hook-eye closure
    • Thin belted design
    • Drop waist seam
    • Mini-length pleated overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-1064

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Subtle Charm High-Rise Rhinestone Skort

    Make a charming entrance in this rhinestone skort boasting a flattering high-rise waist and tiered ruffle silhouette. Pair with a long sleeve top and boots for a chic allure.

    Fit & Features

    • Rhinestone embellished chiffon fabric, stretchy shorts lining
    • High-rise waist, hidden side zipper and hook-eye closure
    • Tiered ruffled silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-1083

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Prep School Crush Plaid Mini Skort

    Plaid but make it flirty—this pleated mini skort has side bow ties and a preppy vibe that’s giving major cool-girl energy. Perfect with tees and chunky knits or crop tops and heels for a cute evening look.

    Fit & Features

    • Mid-rise waist
    • Side bow accents
    • Pleated mini skirt overlay
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000035

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Glam Nights Studded Mini Skirt

    Shop Matching Top: Glam Nights Studded Crop Top

    Fit & Features

    • Smooth knit fabrication, stretchy knit lining
    • Mid-rise waist
    • Studded gemstone accents
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1085

    Category Name: Skirts & Skorts

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unmatched Boldness Leopard Print Midi Skirt

    Fit & Features

    • Lined mesh fabrication
    • Mid-rise waist
    • Leopard print
    • Back center slit at hem
    • Midi length hem
    • Runs true to size

     

    Shop Matching Crop Top: Unmatched Boldness Leopard Print Crop Top

    Style Number/Barcode: 06501-1098

    Category Name: Skirts & Skorts

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Twinkle Sequin Mini Skirt

    Fit & Features

    • Lined knit fabrication
    • Low-rise waist
    • Sequins
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06401-0718

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zip It Up Denim Mini Skort

    Utility meets flirty—this denim mini skort is all about zips, pockets, and attitude. Rock it with a crop top and boots when you’re ready to serve rebel glam.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Utility design
    • Front zip-up and button closure
    • Zippered pockets, back pockets
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000096

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

  • Sleek Ambition Faux Leather Wrap Midi Skirt

    Elevate your style with the sleek ambition faux leather wrap midi skirt. High-rise, wrap silhouette, and a daring slit make it a must-have for your wardrobe.

    Fit & Features

    • Faux leather fabrication
    • High-rise waist, side zipper closure
    • Wrap silhouette
    • High-slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 06401-0730

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free