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.

  • Plaid Charm Pleated Drop Waist Skort

    Have fun in the plaid charm pleated drop waist skort! With a playful plaid pattern, hidden shorts, and dual tab accents, this skort is your go-to for a cheeky, carefree vibe.

    Fit & Features

    • Woven knit fabrication
    • Drop waist 
    • Dual tab accent at waist
    • Pleated
    • Plaid pattern
    • Mini skirt overlay
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-1059

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: S, M, L, XL

  • Prep It Up Ruffled Plaid Mid-Rise Skort

    This ruffled plaid mini is here to play. With a flattering mid-rise waist and adjustable drawstring, it's giving effortless style with a flirty ruffled short silhouette.

    Fit & Features

    • Plaid print, cotton woven fabric, stretchy short knit lining
    • Mid-rise waist with an adjustable drawstring tie
    • Tiered ruffle silhouette
    • Short hem
    • Runs true to size

    Style Number/Barcode: 06303-000016

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

  • Throwback Thrill Denim Pleated Skort

    Serving 2000s throwback with a glow-up—this acid wash skort hits different. It’s the cool-girl remix of your fave pleated mini, with built-in shorts so you can move how you want.

    Fit & Features

    • Acid-wash denim fabric, stretchy knit shorts lining
    • Mid-rise waist, belt loop accents
    • Side zipper and hook-eye closure
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06603-000048

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Shimmer And Stun Rhinestone Denim Skort

    Casual meets glam in the best way possible. This rhinestone denim skort sparkles and shines at concerts, parties, and nights out! 

    Fit & Features

    • Light wash denim fabric
    • All-over rhinestone embellishments
    • Mid-rise waist, form-hugging fit
    • Front skirt overlay, shorts bottom
    • Front button and hidden zipper closure
    • Four-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000053

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S

  • Buckle Up Baby Pleated Skort

    Serving schoolgirl but make it fashionable. With sharp pleats and a bold belt moment, this skort is your go-to for flirty fits with a little edge.

    Fit & Features

    • Denim fabric, stretchy knit shorts lining
    • High-rise belted waist, side zipper and hook-eye closure
    • Pleated mini-length skirt overlay
    • Runs true to size

    Style Number/Barcode: 06603-000059

    Category Name: Skirts & Skorts

    Price: $42.90

    Availability: In Stock

    Available Color: BEIGE

    Available Size: XS, S, M, L

  • A Lot Iconic Pleated Belt Mini Skort

    This pleated skort serves cool-girl energy with a sleek belted accent and an effortlessly bold look that elevates your everyday style.

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • Mid-rise waist, side zipper closure
    • Belted waist accent
    • Pleated mini-length hem with slit accent
    • Runs true to size

    Style Number/Barcode: 06403-000042

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

  • Serving Sweetness Pleated Mini Skort

    Serving tennis-core with a side of spice. This pleated mini skort brings the cute with a flirty bow detail and keeps it comfy so you can serve looks all day, no sidelines needed.

    Fit & Features

    • Woven fabric, stretchy knit shorts lining
    • High-rise waist, hidden side zipper and hook-eye closure
    • Pleated mini-length skirt overlay with bow accents
    • Runs true to size

    Style Number/Barcode: 06403-000043

    Category Name: Skirts & Skorts

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Buckle Up Baby High-Rise Denim Skort

    You didn’t plan the outfit... but somehow it ate. This belted skort gives “I woke up like this” energy—but still hot AF at concerts or summer fairs!

    Fit & Features

    • Acid wash denim fabric
    • High  rise cross-wrap waist
    • Faux skirt front overlay with buckled straps
    • Form-hugging fit
    • Shorts bottom, back pockets
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06603-000075

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, DENIM

    Available Size: S, M, L, XL

  • Just Add Attitude Mid-Rise Denim Skort

    Whether you’re running errands or running the group chat, this denim skort keeps the look chill with just enough spice in a flattering mid-rise waist and form-hugging fit.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length skirt overlay, shorts lining
    • Front dual button closure, button pockets
    • Runs true to size

    Style Number/Barcode: 06603-000080

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Flirt Bow Mini Skort

    This mini skort pairs a cute bow with a cool-girl twist, thanks to the drawstring waist and faux leather finish.

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • Mid-rise drawstring waist bow tie
    • Flared mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06403-000050

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Flirt on Repeat Ruffle Skort

    Made to twirl, tease, and totally steal the spotlight. This ruffle mini skort is flirty with just enough edge—and yes, it comes with built-in shorts so you can actually move.

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit shorts lining
    • Mid-rise waist
    • Form-hugging fit
    • Ruffled mini skirt overlay
    • Runs true to size

    Style Number/Barcode: 06503-000114

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L

    Product Badge:
    • Sale
  • Meet Me There Ruffle Mini Skort

    A little flirty, a little fearless — this ruffle skort brings the drama with a soft layered design that moves with you. It’s the perfect mix of comfy and cute, whether you’re out with the girls or making your coffee run look runway-ready.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Ruffled layered silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000104

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Fall Forecast Corduroy Mini Skort

    Soft corduroy, mini length, major nostalgia. This belted cargo skort brings that early-2000s edge with a fall-ready twist—perfect for pairing with sweaters, tall boots, or that “I didn’t try but still look hot” vibe.

    Fit & Features

    • Corduroy woven fabric
    • Belted mid-rise waist
    • Form-hugging fit
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-000037

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • Cool Factor Belted Cargo Skort

    This denim mini skort brings serious throwback energy with its front zipper, belted waist, and cargo-style pockets—aka the cool-girl remix on classic denim.

    Fit & Features

    • Dark wash fabric
    • High-rise belted waist
    • Cargo-style pockets, back pockets
    • Form-hugging fit
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-000107

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: DARK, DENIM

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

  • Laced Intentions Faux Leather Mini Skort

    A mini skort that brings all the edge. This low-rise faux leather skort features grommet lace-up trim and a curve-hugging fit that gives major attitude. Perfect for pairing with the matching tube top.

    Shop Matching Top: Laced Intentions Faux Leather Tube Top

    Fit & Features

    • Faux leather fabric
    • Grommet lace-up trim
    • Low-rise waist
    • Side zipper closure
    • Mini-length overlay, hidden shorts
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-000066

    Category Name: Skirts & Skorts

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Crystal Crush Mid-Rise Denim Skort

    When denim meets dazzle. This denim mini skort stuns with allover rhinestone embellishments and a form-hugging fit that makes a statement.

    Shop The Matching Top: Crystal Crush Lace Up Denim Corset Top

    Fit & Features

    • Allover rhinestone embellishments, denim fabric
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length hem, stretchy knit shorts lining
    • Front button and hidden zipper closure, belt loops
    • Four-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-000111

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L, XL

    Product Badge:
    • Part of a Set
  • Untamed Edge Snake Print Denim Skort

    A little wild, a little polished. This snake print denim skort serves low-effort edge with a body-skimming fit that’s perfect for pairing with cropped knits, sleek tanks, or your favorite oversized jacket.

    Fit & Features

    • Snake print, cotton denim fabric, stretchy knit shorts lining
    • Mid-rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06603-000112

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: SNAKE

    Available Size: XS, S, M, L

  • Sweet And Scandalous Plaid Lace Mini Skort

    This pleated plaid skort flirts with schoolgirl nostalgia, featuring lace trim and a low-rise fit made for layering with thigh-highs or an oversized knit. It’s giving Y2K bad girl revival in the best way possible.

    Fit & Features

    • Plaid print, knit fabric
    • Low-rise waist
    • Pleated flare silhouette
    • Lace-trim mini hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000158

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • All Eyes On You Faux Leather Skort

    When a mini just won’t cut it—this buckle skort brings the edge with extra attitude. Sleek, structured, and made for going out, it’s your instant cool-girl staple.

    Fit & Features

    • Faux leather fabrication
    • Statement buckle
    • Skort silhouette with mini length
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-000076

    Category Name: Skirts & Skorts

    Price: $42.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L

  • Cool Intentions Pleated Denim Mini Skort

    She’s giving ‘effortless but planned.’ This pleated denim mini skort brings that flirty Y2K energy with just the right amount of edge—perfect for styling with your favorite sweater or baby tee.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Drop waist design, belted accent
    • Pleated mini-length overlay with front slit, A-line fit
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000118

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: MEDIUM, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Check Me Out Ruffle Mini Skort

    Preppy meets playful in this ruffled plaid mini skort that’s serving major throwback charm. With built-in shorts and tiered layers, it’s perfect for latte runs, casual hangs, and stylish outfit posts.

    Fit & Features

    • Plaid print, knit fabric, stretchy shorts lining
    • Mid-rise waist
    • Tiered ruffled silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000168

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Untamed Confidence Zebra Print Ruffle Mini Skort

    Go bold or go home—this mini skort is serving untamed confidence with the tiered ruffles. The zebra print and airy mesh make it the ultimate piece for when you want all eyes on you. Style with the matching halter top for an alluring vibe.

    Shop Matching Top: Untamed Confidence Zebra Print Halter Crop Top

    Fit & Features

    • Mesh fabric, high stretch
    • Zebra print
    • High-rise waist
    • Tiered ruffled design, mini-length overlay, A-line fit
    • Fitted hidden shorts
    • Runs true to size

    Style Number/Barcode: 06503-000173

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: ZEBRA, TAUPE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Bold Agenda Pleated Skort

    This faux leather pleated skort comes with a statement belt and a mini silhouette that says main character without even trying. Pair it with a trendy knit sweater for instant outfit chemistry.

    Fit & Features

    • Faux leather fabric, shorts lining
    • High-rise waist
    • Back zipper closure
    • Belted accent
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000087

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Untamed Bloom High-rise Slit Midi Skirt

    Flirty, fearless, and just the right amount of wild. This skirt blends bold floral and animal prints for that effortlessly sultry vibe. The high-rise fit and flirty slit midi hem bring all the movement and attitude—no accessories required (but gold jewelry helps).

    Shop The Matching Top: Untamed Bloom Tie-Front Crop Top

    Fit & Features

    • Floral and animal print, mesh fabric, lining
    • High-rise waist
    • Curve-hugging fit
    • Flowy slit midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000097

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set