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.

  • Adventurous Dreamer Halloween Skirt

    Fall down the rabbit hole into the Halloween party going as the Adventurous Dreamer! Showcase an innocent yet flirty style in this Ponte knit skirt featuring a high-rise waist, skater silhouette, and a short-length hem. Complete the Halloween costume in the matching bustier, knee socks, and accessories!

    Shop Matching Bustier: Adventurous Dreamer Halloween Bustier

    Fit & Features

    • High-rise waist
    • Skater silhouette
    • Short-length hem
    • Ponte knit fabric, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06501-0680

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lil' Red Velvet Halloween Skirt

    This Halloween, dress up as Lil Red looking like a beauty on your way to Grandma's house! This velvet skirt will give your costume the perfect blend of sultry and flirty featuring a high-rise waist, skater silhouette, and a short-length hem. Complete the costume with the velvet cape, PU corset, and wicker basket. 

    Fit & Features

    • High-rise waist
    • Skater silhouette
    • Short-length hem
    • Velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0679

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clueless Vibes Denim Belted Mini Skirt

    Serving throwback prep with a spicy upgrade. This denim houndstooth mini skirt brings the drama with a statement belt and a mini silhouette made to steal glances.

    Fit & Features

    • Houndstooth pattern, denim cotton-blend fabric, no stretch
    • Mid-rise belted waist
    • Bodycon mini-length silhouette
    • Front button and hidden zipper closure
    • Back pockets, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06601-000007

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Stylish And Smocked Mini Skirt

    This smocked mini skirt will give your summer look a stylish vibe! It features a high-rise waist and a mini-length, curve-hugging silhouette. Complete the outfit with the matching crop top and chic mules.

    Shop Matching Top: Stylish And Smocked Crop Top

    Fit & Features

    • High-rise waist
    • Mini-length, form-fitting silhouette
    • Smocked knit-lined fabric
    • Runs true to size

    Style Number/Barcode: 06501-0544

    Category Name: Skirts & Skorts

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Beauty High Slit Midi Skirt

    Showcase your alluring beauty in this on-trend midi skirt. It features a flattering high-rise waist, a midi-length, curve-hugging silhouette, and a chic thigh-high side slit. Style with the matching crop top and heels for a girl's night out.

    Shop Matching Top: Alluring Beauty Halter Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Midi-length, form-fitting silhouette
    • High side slit
    • Lined ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0674

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitzy Poolside Vibes Maxi Skirt

    Showcase fab glitzy poolside vibes with this sheer mesh maxi skirt. It features a high-rise banded waist, a fitted maxi-length silhouette with a sultry thigh-high side slit, and all-over rhinestone embellishment. Style this cover-up over your fave bikini and complete the look with a floppy hat.

    Fit & Features

    • High-rise banded waist
    • Fitted maxi-length silhouette
    • High side slit
    • Sheer mesh fabric
    • All-over rhinestone embellishment
    • Runs true to size

    Style Number/Barcode: 06501-0675

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Short Ruched Mini Skirt

    Bare your legs in this figure-flaunting mini skirt featuring an elasticized high-rise waistband, bodycon silhouette, and all-over ruched seams on brushed knit fabric. Complete the look in a sexy crop top and heels.

    Fit & Features

    • Elasticized high-rise waistband
    • Bodycon silhouette
    • All-over ruched seams
    • Mini-length hem
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0678

    Category Name: Skirts & Skorts

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Girl Slit Midi Skirt

    Embrace a sunkissed glow in this midi skirt perfect for strolling the boardwalk or hitting up cocktail hour. It features a high-rise elasticized waist, form-fitting silhouette, and a high-cut side slit on stretchy knit fabric. Complete the look in lace-up sandals.

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • High-cut side slit
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 06501-0677

    Category Name: Skirts & Skorts

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Business Slit Midi Skirt

    Look sleek for business calls and meets in this faux leather midi skirt featuring a high-rise waist, side zipper closure, and a front side ruched seam that leads to a sultry slit accent. Complete the look in a button-down blouse and heels.

    Fit & Features

    • High-rise waist
    • Side zipper closure
    • Front ruched seam
    • Slit accent
    • Bodycon silhouette
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0676

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Fling Twist Slit Maxi Skirt

    So much for a summer fling! With this maxi skirt, you're sure to fall for it over and over again. It features a high-rise waist with a twist accent, a front high-cut slit, and a form-fitting silhouette on lined knit fabric. Complete your look with the matching top. 

    Shop Matching Top: Summer Fling Twist Front Crop Top

    Fit & Features

    • High-rise waist with twist accent
    • Front high-cut slit
    • Form-fitting silhouette
    • Maxi-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0673

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Treat Yourself Mid-Rise Pleated Denim Mini Skirt

    Treat yourself to something new! This mid-rise pleated denim mini skirt is just the trend piece your weekly lineup needs for a cute refresh this season.

    Fit & Features

    • Non-stretch denim fabric
    • Mid-rise dual belted waist
    • Back zipper and hook-eye closure
    • Pleated silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0232

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Princess Tweed Mini Skirt

    Everyone knows you're the princess of plaid! This 90's-inspired tweed skirt features a high-rise waist, back zipper closure and lower slit accent, and a mini-length hem. Complete the look in the matching top.

    Shop Matching Top: Plaid Princess Tweed Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper closure 
    • Lower back slit accent
    • Mini-length hem
    • Plaid pattern
    • Lined tweed woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0468

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fierce Leopard Midi Skirt

    Your wardrobe can't be tamed with the addition of this leopard midi skirt ready for a night on the prowl! Show your wild side in this high-rise skirt featuring a back zipper closure, a curve-hugging silhouette, and a high-cut front slit, composed of crepe chiffon-lined woven fabric. Complete the look in a twist crop top and strappy heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Curve-hugging silhouette
    • High-cut front slit, midi-length hem
    • Leopard print
    • Crepe chiffon fabric, lined, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0467

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Mood Leopard Print Midi Skirt

    Showcase a sassy mood in this trendy leopard print midi skirt! It features a flattering high-rise waist, a fitted midi-length silhouette, and a chic high side slit for a sultry vibe. Style with a neutral crop top and strappy heels.

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging midi-length silhouette
    • High side slit
    • Leopard print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0672

    Category Name: Skirts & Skorts

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Instinct Slit Midi Skirt

    Unleash your fierce-feline side looking so femme in this leopard midi skirt featuring a sleek, high-rise waist, slim fit silhouette, and a sultry front slit accent perfect for showcasing chic mules.

    Fit & Features

    • High-rise waist
    • Slim-fit silhouette
    • Front slit accent
    • Midi-length hem
    • Leopard print
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0671

    Category Name: Skirts & Skorts

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Style Leopard Print Midi Skirt

    Bring the sassy style to your everyday looks with this adorable leopard print midi skirt! It features a flattering high-rise waist, a fitted midi-length silhouette, and a chic high side slit for an alluring vibe. Style with a neutral bodysuit and mules.

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging midi-length silhouette
    • High side slit
    • Leopard print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0670

    Category Name: Skirts & Skorts

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Fab Plaid Skort

    Rock a totally fab vibe with a mini skirt that channels those preppy vibes! The skort features a plaid print, a high-rise waist, a pleated body, wide leg shorts with a mini skirt overlay. The skort is composed of a lined lightweight woven fabric that offers a form hugging fit with a minimal stretch. Complete look with a crop top and lug booties

    Fit & Features

    • Plaid print
    • High rise waist
    • Pleated
    • Wide leg shorts, skirt overlay
    • Lined lightweight woven fabric 
    • Form hugging fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06301-0142

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prepped Success Plaid Mini Skirt

    You'll be prepped for a successful outfit this fall by layering on this faux suede mini skirt featuring a high-rise waist, bodycon silhouette, front slit accent, and a contemporary houndstooth plaid pattern. Complete your fit with the matching blazer!

    Shop Matching Blazer: Prepped Success Plaid Long Blazer

    Fit & Features

    • High-rise waist, hidden back zipper closure
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0465

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valley Girl Faux Suede Mini Skirt

    Keep fashionable wherever you go in this must-have faux suede houndstooth skirt for an effortless preppy-cute look! The skirt features a high-rise waist, hidden back zipper closure, a bodycon silhouette, and a front slit accent. Style with the matching blazer.

    Shop Matching Blazer: Valley Girl Faux Suede Long Blazer

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent, mini-length hem
    • Hidden back zipper closure
    • Houndstooth pattern
    • Faux suede fabric. smooth lining. minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0466

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Crush Striped Crochet Midi Skirt

    POV: you just found your new fave beach-to-brunch vibe. This striped crochet midi skirt serves laid-back heat with a form-hugging fit and thigh-high slit made for turning heads from sunrise to sunset.

    Shop Matching Top: Summer Crush Striped Crochet Bralette Top

    Fit & Features

    • Crochet knit fabric
    • Striped pattern
    • High-rise waist
    • Thigh-high side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000027

    Category Name: Skirts & Skorts

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L

    Product Badge:
    • Sale
  • Hometown Girl Plaid Mini Skirt

    This plaid mini skirt is essential for building your perfect fall wardrobe! The skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a flirty front slit along the hem. Complete the look in the matching shacket.

    Shop The Matching Shacket: Hometown Girl Plaid Crop Shacket

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit accent, mini-length hem
    • Back zipper closure
    • Plaid pattern
    • Brushed woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0464

    Category Name: Skirts & Skorts

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Catch Rhinestone Mini Skirt

    Did this glam mini skirt catch your eye? It features a high-rise elastic waist, bodycon silhouette, and a side cutout with a rhinestone net design, composed of sleek knit fabric with a moderate stretch. Complete the look in a satin corset for a night out.

    Fit & Features

    • High-rise elastic waist
    • Bodycon silhouette
    • Side cutout, rhinestone net design
    • Mini-length hem
    • Sleek knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0669

    Category Name: Skirts & Skorts

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Match Plaid Slit Mini Skirt

    From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look in the matching shacket and knee-high boots.

    Shop The Matching Shacket: Best Match Plaid Longline Shacket

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Slit accent 
    • Mini-length hem
    • Plaid pattern, soft woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0462

    Category Name: Skirts & Skorts

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Groovy Vibes Denim Mini Skirt

    Channel those groovy vibes with a mini skirt that brings those cool-girl vibes. The skirt features a high-rise waist, a geometric striped pattern, hidden side pockets, a mini side slit, and a mini-length hem. The skirt is composed of a lined denim fabric that offers a relaxed fit with minimal stretch. Complete look with a crop top and mules

    Fit & Features

    • High rise waist
    • Geometric striped pattern
    • Mini side slit, hidden side pockets
    • Mini length hem 
    • Lined denim fabric 
    • Form hugging fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06601-0069

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance