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.

  • Cool Girl Confidence Denim Mini Skort

    Cool-girl confidence, wrapped up in denim. This belted mini skort gives the perfect mix of structure and attitude, with an asymmetric front that looks styled-up without even trying.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Wrap-front belted design, asymmetric hem
    • Mini-length overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000113

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitz Mode Sequin Mini Skort

    Shimmer that speaks volumes. This sequin mini skort was made for late nights, flash photos, and feeling unstoppable. With a sleek, curve-hugging fit and glitzy sequin embroidery, it’s giving chic glamour.

    Fit & Features

    • Woven fabric
    • Chunky sequin embroidery
    • Mid-rise waist
    • Mini-length overlay, hidden shorts
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000074

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

  • Glam-Girl Vibe Sequin Mini Skort

    Low effort, high impact—that’s the vibe. This sequin mini skort brings full-on shimmer with every move, serving glam-girl energy without even trying. Style it with a sleek corset or baby tee and let the shine do the talking.

    Fit & Features

    • Woven fabric
    • All-over paillette sequin embroidery
    • Mid-rise waist
    • Side zipper closure
    • Mini-length overlay, hidden fitted shorts
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000073

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L

  • Sweet On Repeat Plaid Skort

    Prep never looked this playful. This plaid pleated skort gives that flirty-meets-put-together vibe, finished with front bow ties that add just the right amount of charm to your everyday lineup.

    Fit & Features

    • Plaid print, woven fabric, stretchy knit shorts lining
    • Mid-rise waist
    • Side zipper and hook-eye closure
    • Front bow ties
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000051

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • It-Girl Sparkle Rhinestone Denim Skort

    Built for the spotlight, this rhinestone denim skort gives it-girl after-hours energy. With its high-rise waist and body-hugging fit, it’s your go-to when you want all eyes on you.

    Shop Matching Top: It-Girl Sparkle Rhinestone Denim Halter Top

    Fit & Features

    • Denim fabrication with rhinestone embellishments
    • Mid-rise waist
    • Mini-length skort design with back shorts lining
    • Front zipper and button closure
    • Runs true to size

    Style Number/Barcode: 06603-000114

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Part of a Set
  • Ruffle Effect Tiered Skort

    Layers of lace and just enough attitude. This tiered skort brings a flirty, romantic edge to your fit—perfect for brunch, date nights, or dressing up your weekend uniform.

    Fit & Features

    • Lace fabric, stretchy knit shorts lining
    • High-rise waist
    • Tiered ruffle silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000175

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Checkmate Plaid Mini Skort

    A classic, but make it cool. This plaid mini skort gives preppy a refresh with its tailored fit and built-in shorts—perfect for pairing with knee-high boots and a coat.

    Fit & Features

    • Plaid pattern, knit fabric
    • High-rise waist
    • Form-hugging silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000196

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Sultry Sweet Ruffle Lace Shorts

    Meet your new obsession—the ruffle lace shorts that balance sultry and sweet. The velvet lace and flirty tiered ruffles make them a total vibe for date nights or festival 'fits.

    Shop Matching Top: Sultry Sweet Lace Tie-Front Top

    Fit & Features

    • Sheer velvet lace fabric, knit lining
    • High-rise waist, drop waist silhouette
    • Tiered ruffled design
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000149

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Roam Free Zebra Print Mini Skort

    Go bold or go home. This zebra print mesh mini skort serves major wild streak with its short overlay and trendy hanky hem. Style with the matching tie-front top.

    Shop Matching Top: Roam Free Zebra Tie-Front Top

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Zebra print
    • Mid-rise waist, ruching
    • Mini-length overlay, hanky hem, A-line silhouette
    • Hidden fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06503-000211

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Smooth Talk Ruffle Mini Skort

    Meet your next going-out favorite—the ruffle mini skort that knows how to flatter every curve. Soft, smooth, and fitted, it moves with you for that effortless mix of sleek and sexy. Style with the matching halter top.

    Shop Matching Top: Smooth Talk Plunge Halter Top

    Fit & Features

    • Smooth knit fabric, high stretch
    • Mid-rise waist
    • Tiered ruffled design
    • Ruffled side trim
    • Mini-length overlay, fitted A-line silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000186

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set