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.

  • Vacay Approved Printed Maxi Skirt

    This tropical palm leaf printed maxi skirt is totally vacay approved! It features a high-rise waist, a chic thigh-high side slit, and a flowy, floor-length silhouette. Style with the matching crop top for sunset dinner by the beach.

    Shop Matching Top: Vacay Approved Printed Crop Top

    Fit & Features

    • High-rise elasticized waist
    • High side slit
    • Maxi-length, flowy silhouette
    • Tropical palm leaf print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0542

    Category Name: Skirts & Skorts

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Palm Leaf Maxi Skirt

    Hit the tropics in a maxi skirt that is ready for those island vibes! The skirt features a palm leaf print, an elastic high rise waist, a high side slit, and a maxi length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Tropical Palm Leaf Crop Top

    Fit & Features

    • Tropical palm leaf print
    • Elastic high rise waist
    • High side slit
    • Maxi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06501-0540

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring The Heat Printed Midi Skirt

    Bring the heat to your vacay look with this sultry midi skirt! It features a high-rise waist, chic ruched detailing down the sides, a midi-length, curve-hugging fit, and an all-over tropical palm leaf print. Style with the matching tube top and strappy mules.

    Shop Matching Top: Bring The Heat Printed Tube Top

    Fit & Features

    • High-rise elasticized waist
    • Ruching down the sides
    • Midi-length, form-fitting silhouette
    • Tropical palm leaf print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0541

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Toucan Ruched Mini Skirt

    Slip on this tropical mesh mini skirt for instant island vibes! It features a high-rise waist, chic ruched detailing down the sides, a short, curve-hugging fit, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look with the matching crop top for the perfect vacay 'fit.

    Shop Matching Top: Tropical Toucan Mesh Crop Top

    Shop Matching Duster: Tropical Toucan Long Mesh Duster

    Shop Matching Jumpsuit: Tropical Toucan Strapless Jumpsuit

    Fit & Features

    • High-rise waist
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Palm leaf print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0539

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Dream Maxi Skirt

    Let this maxi skirt transport you to an island paradise! The skirt features a pretty tropical print, a high-side slit, and a maxi-length silhouette. The skirt is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching tube top.

    Shop Matching Tube Top: Tropical Dream Tube Top

    Fit & Features

    • Elastic high-rise waist
    • Tropical palm leaf print
    • High side slit
    • Maxi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0537

    Category Name: Skirts & Skorts

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kaleidoscope Boho Slit Maxi Skirt

    Escape the city life for paradise with this boho maxi skirt featuring a high-rise waist, front high-cut slit, and a kaleidoscope print. Complete the look in the matching top.

    Shop Matching Top: Kaleidoscope Boho Tie-Front Top

    Fit & Features

    • High-rise waist
    • Front high-cut slit
    • Maxi-length hem
    • Kaleidoscope boho print
    • Runs true to size

    Style Number/Barcode: 06301-0103

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Dreams Slit Mini Skirt

    Look like a dream in this satin slit mini skirt for your next club night! It features a high-rise waist, a form-fitting silhouette, and a short-length hem on smooth knit fabric with a moderate stretch. Complete the look in the matching top. 

    Shop The Matching Top: Satin Cowl Neck Strappy Crop Top

    Fit & Features

    • High-rise waist
    • Front slit accent
    • Form-fitting, short hem
    • Smooth satin fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0534

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Cute Bubble Hem Mini Skirt

    It’s giving flirty, flowy, and fully obsessed. This bubble hem mini skirt with cute bow detailing adds instant playful energy to any 'fit—perfect for your next photo dump.

    Fit & Features

    • Woven fabric, stretchy knit shorts lining
    • High-rise elasticized waist
    • Drop waist seam, dual bow details
    • Mini-length bubble hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 06301-000006

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: S, M, L

  • Luxe Night Out High Slit Skirt

    Channel a luxe night, in a skirt that is anything but basic. The skirt features a high rise waist, a high side slit, and a maxi-length silhouette. The skirt is composed of a lined velvet fabric that offers a form-hugging fit with slight stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Luxe Night Out Velvet Crop Top

    Fit & Features

    • High rise waist
    • High side slit
    • Maxi length silhouette
    • Lined velvet fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size 

    Style Number/Barcode: 06501-0533

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Greek Chic Flocked Velvet Mini Skirt

    Look chic in this greek key mini skirt featured in a bodycon silhouette with a flocked, velvet pattern and slit accent. The skirt is composed of sheer mesh knit fabric with a moderate stretch. Complete the look in the matching top.

    Shop The Matching Top: Greek Chic Flocked Velvet Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon, slit accent on hem
    • Flocked velvet pattern
    • Sheer mesh knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0530

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dangerous Glam Faux Leather Midi Skirt

    Dare to go bold with a mini skirt that is so dangerously glam! The skirt features an elastic high rise waist, ruching, a high side slit with a twist-knot accent, and a midi length silhouette. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a slight stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Dangerous Glam Faux Leather One Shoulder Crop Top

    Fit & Features

    • Elastic high rise waist
    • Ruching 
    • High side slit
    • Midi length silhouette
    • Faux leather fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0526

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutie In Ruched Mini Skirt

    You're such a cutie in this ruched mini skirt! It features a high-rise waist, form-fitting silhouette, and a short-length hem. The skirt is composed of a smooth knit fabric with a moderate stretch. Complete the look in the matching top. 

    Shop the Matching Top: Cutie In Off-The-Shoulder Crop Top

    Fit & Features

    • High-rise waist
    • Side ruching
    • Form-fitting silhouette
    • Mini hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0524

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serving Prep & Sass Bubble Mini Skirt

    This skirt said “main character energy” and meant it. With a playful bubble mini hem and classic pinstripe print, she’s made for casual hangs, day dates, and being the moment.

    Fit & Features

    • Pinstriped print, cotton woven fabric, sewn-in woven lining
    • High-rise waist
    • Side zipper and hook-eye closure
    • Flouncy bubble mini hem
    • Runs true to size

    Style Number/Barcode: 06301-000005

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Major Glamour Sequin Mini Skirt

    Bring major glamorous vibes with this sequin-adorned mini skirt. It features a high-rise waist, a chic side slit, and a short, curve-hugging fit. Style this mini skirt with the matching cropped tank and sleek hoops to have all eyes on you.

    Shop Matching Top: Major Glamour Sequin Cropped Tank

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Mini-length, form-fitting silhouette
    • Sequin embellishment
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0523

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flared And Flirty Houndstooth Skater Skirt

    Keep it flared and flirty with a skater skirt that creates a twirl-worthy moment! The skirt features a houndstooth pattern, a high-rise waist, pleated body, and a mini-length silhouette. The skirt is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and lug booties

    Fit & Features

    • Houndstooth pattern
    • High rise waist
    • Pleated body
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0522

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready For My Close Up Mini Skirt

    Get ready for your closeup in a stunning mini skirt that is all the rage! The skirt features a high-rise waist, a mini side slit, and a mini-length hem. The skirt is composed of a faux patent leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and heels. 

    Fit & Features

    • High rise waist
    • Mini side slit
    • Mini length hem
    • Faux patent leather fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0372

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Flair Plaid Skater Skirt

    Showcase your chic flair in this flirty plaid skater skirt! It features a high-rise waist, a short fit and flare silhouette, and an all-over classic plaid print. Style this skirt with a basic long sleeve top and ankle booties.

    Fit & Features

    • High-rise waist, elastic band
    • Mini-length hem, fit and flare silhouette
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0518

    Category Name: Skirts & Skorts

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Drawn In Ruched Mini Skirt

    Get drawn in with this fab skirt that enhances curves where you want it most! The mini skirt features a high-rise waist, ruching, and a drawstring. Complete look with a bodysuit and mules. 

    Fit & Features

    • High rise waist
    • Ruching 
    • Drawstring
    • Mini length 
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0519

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Wrap-Front Mini Skirt

    Elevated and sleek, this faux leather mini skirt will step up your style. It features a high-rise waist, a ruched wrap-front design, and a short, curve-hugging silhouette. Pair this skirt with a cropped bustier.

    Fit & Features

    • High-rise waist
    • Wrap-front
    • Ruching
    • Mini-length, form-fitting silhouette
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06501-0520

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Plaid High Waist Mini Skirt

    Keep it fab in a plaid mini skirt that slays your look! The skirt features a plaid print, a high-rise waist, a mini-length silhouette, and a mini side slit. The skirt is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and blazer

    Fit & Features

    • Plaid print
    • High rise waist
    • Mini side slit
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0368

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild But Cute Mid-Rise Zebra Mini Skirt

    Embrace your wild and cute side in this zebra mini skirt! The mid-rise waist and form-hugging fit will accentuate your curves while the mini-length hem adds a playful touch. Pair with a sexy top for a night out.

    Fit & Features

    • Zebra print, denim fabric, slight stretch
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length hem
    • Front button and zipper closure, belt loops, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06301-0212

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: ZEBRA

    Available Size: S, M, L

  • Pretty And Preppy High Waist Plaid Mini Skirt

    Keep it pretty in a plaid mini skirt that is perf to style with your basic bodysuits this season! The skirt features a plaid print, a high-rise waist, dual mini side slits, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch. 

    Fit & Features

    • Plaid print
    • High rise waist
    • Dual mini side slits
    • Mini length silhouette
    • Lightweight woven fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0369

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Treat Swirl Mesh Mini Skirt

    Give your closet something sweet like this swirl mesh mini skirt! The skirt features a high-rise waist and ruching throughout on a sheer, mesh fabric with a moderate stretch. Pair with the matching top.

    Shop Matching Top: Sweet Treat Swirl Mesh Crop Top

    Fit & Features

    • High-rise waist
    • Ruching
    • Swirl pattern
    • Sheer mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0516

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Plaid Double Slit Mini Skirt

    Get that preppy-chic look that is so on-trend this fall with this adorable plaid mini skirt. It features a high-rise waist, dual front slits, and a short, curve-hugging silhouette. Style this skirt with a cute cropped sweater.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Dual front slits
    • Mini-length, form-fitting silhouette
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0371

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance