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.

  • So Poised Plaid Pleated Mini Skirt

    Keep it poised in a mini skirt with a mid-rise waist, plaid pattern, and flattering pleats. Complete with an off-the-shoulder top and flats. 

    Fit & Features

    • Plaid patterned woven fabric, no stretch
    • Mid-rise waist
    • Side zipper with hook-eye closure
    • Pleated detailing
    • Mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0694

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Perfection Faux Wool Mini Skort

    Layer on the chic style with this plaid mini skort designed with structured faux wool fabric. It features a high-rise waist, a mini-length overlay with a short side slit, and hidden fitted knit shorts for coverage. Style with the matching long coat!

    Shop Matching Coat: Plaid Perfection Faux Wool Long Coat

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • High-rise waist
    • Back zipper with hook-eye closure
    • Mini-length overlay with side slit
    • Hidden fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06403-0617

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Allure Drop Waist Tiered Lace Skort

    Look and feel charming in this lace skort designed with flirty ruffles and knit-fitted shorts for coverage. Pair with a jean jacket.

    Fit & Features

    • Mesh floral lace fabrication, moderate stretch
    • Drop waist
    • Tiered-ruffles
    • Mini skirt-like overlay
    • Knit fitted shorts
    • Skort in size small has an 8" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1266

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: IVORY, BLACK

    Available Size: S, M, L, XS

    Product Badge:
    • Back In Stock
  • Unforgettable Dream High Rise Lace Maxi Skirt

    A lace maxi skirt featuring a high-rise waist with a bow, side slit, and a form-hugging fit. The lace-lined fabric offers a romantic feel and stretch.

    Shop Matching Top: Unforgettable Dream V-Neck Lace Crop Top

    Fit & Features

    • Lace-lined fabric
    • High-rise waist with bow
    • Side slit
    • Form-hugging maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1056

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take The Lead Leopard Print Ruched Midi Skirt

    Take the lead of your pack and show off this leopard midi skirt featuring a sleek high-rise waist and ruching with an adjustable drawstring so you can customize the look. Pair with a tank top and heels.

    Fit & Features

    • Sleek knit fabric with mini-length knit lining, plenty of stretch
    • Leopard print
    • High-rise elasticized waist
    • Ruching with adjustable drawstring
    • Asymmetrical midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1057

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lady Justice Star Print Skater Skort

    Take the flight of courage and save Halloween as Lady Justice! The star printed-skort features a mid-rise waist, a cute skater skirt overlay, and a knit panty lining. Complete the costume with the matching bustier, headband, and belt.

    Fit & Features

    • Stretchy knit fabric
    • Star print
    • Mid-rise waist
    • Skater skirt overlay
    • Knit panty lining
    • Runs true to size

    Style Number/Barcode: 06503-1202

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Left And Right High Rise Bow Slit Mini Skirt

    You'll be catching glances left and right in this ponte mini skirt! Featuring a high-rise waist, this skirt boasts a flirty slit with dual bow trim and a bodycon silhouette that hugs your curves. Complete the look in a cute tee and sneakers for any casual day out!

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • High rise waist
    • Slit accent with dual bow trim
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1055

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Chic High-Rise Wrap-Slit Midi Skirt

    Creating chic looks this summer with this high-rise midi skirt is essential for the weekend or casual office days. Crafted from a woven fabric with a stretchy knit lining, you'll adore this skirt all season. This skirt boasts a flattering style with delicate pleating, leading to the wrap-slit front design and a midi-length hem. Complete the look in heeled sandals and a bodysuit.

    Fit & Features

    • Woven fabric, stretchy knit lining
    • High-rise pleated waist
    • Back zipper and hook-eye closure
    • Front wrap-slit design
    • Midi-length
    • Runs true to size

    Style Number/Barcode: 06301-0187

    Category Name: Skirts & Skorts

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Factor Plaid Drop Waist Skater Skort

    Turn up the trend factor of your fall 'fits with this plaid woven skort featuring a cool drop waist design, a pleated short skater skirt overlay, and fitted shorts for coverage. Style with a cropped sweater and sneakers.

    Fit & Features

    • Plaid linen-blend woven fabric
    • High-rise waist, back zipper closure
    • Drop waist design
    • Pleated short skater skirt overlay
    • Fitted shorts
    • Skort in size small has a 9" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0282

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cowgirl Lonestar Fringe Mini Skirt

    Giddy up and get struttin' in this fringe skirt for your cowgirl costume! The skirt features a mid-rise waist, an etched buckle accent with a bow ribbon, a mini-length fringe hem, and a form-hugging fit. Complete the costume with the matching bralette, gloves, hat, and boots.

    Fit & Features

    • Ponte knit fabric, moderate stretch 
    • Mid-rise waist
    • Etched buckle and bow ribbon accent 
    • Back zipper with hook-eye closure
    • Mini-length fringe hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1053

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Status Faux Leather Mini Skirt

    Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves.

    Fit & Features

    • Faux leather fabric, plenty of stretch
    • High-rise elasticized waist
    • Side slit
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1054

    Category Name: Skirts & Skorts

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Buckle Up Babe Belted Wrap Skort

    Buckle up, babe—your outfit just leveled up. With a belted detail, a curve-hugging fit, and hidden shorts, this mini wrap skort is giving cool-girl confidence.

    Fit & Features

    • Knit fabric, moderate stretch
    • Mid-rise waist
    • Belted side detail
    • Faux wrap-front design
    • Mini-length hem
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-000093

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Adorable Trend Plaid Drop Waist Skater Skirt

    Classic meets trendy in this adorable plaid skater skirt featuring a drop waist design, a satin bow accent, and a tiered mini-length hem. Perfect for styling with a basic top and sneakers.

    Fit & Features

    • Plaid-printed sheer woven fabric with lining, no stretch
    • Drop waist
    • Satin bow accent
    • Side zipper with hook-eye closure
    • Tiered mini-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0692

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Chic Drop Waist Pleated Corduroy Mini Skirt

    Preppy and chic, this corduroy pleated mini skirt is such a trend! Pair with a crop sweater top and sneakers.

    Fit & Features

    • Corduroy fabrication, miminal stretch 
    • Drop waist design
    • Back zipper with hook-eye closure
    • Pleated
    • Mini-length hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 06301-0199

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Existence High-Rise Bow Mini Ruffle Skort

    Step out wearing this pointelle mini skort for a sweet look on any sunny day! Features a high-rise waist with delicate lace trim and a charming bow, creating a flattering and feminine silhouette. The bodycon fit hugs your curves while the layered ruffled mini-length hem adds a playful touch. Complete the look in a flirty crop top and sneakers for casual plans!

    Fit & Features

    • Pointelle knit fabric, shorts lining
    • High-rise waist, lace trim and bow
    • Bodycon fit
    • Layered ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1197

    Category Name: Skirts & Skorts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Perfection Ruffled Floral Chiffon Skort

    A floral chiffon skort features a flattering high-rise waist with a side tie for trendiness and a faux wrap ruffled mini-length hem. Perfect for styling with a basic top and boots.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit shorts lining
    • High-rise waist with side tie
    • Form-hugging fit
    • Faux wrap ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0571

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Certified Charmer High Rise Snake Mini Skirt

    Charm everyone in this faux leather snake mini skirt featuring a flattering high-rise waist and bodycon silhouette. Perfect for styling with boots for any occasion.

    Fit & Features

    • Snake pattern, faux leather fabric
    • High rise waist
    • Back zipper and hook-eye closure
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0691

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raise the Bar Mid-Rise Cargo Skort

    Raise the bar in this denim mini skort featuring a classic cargo design for a trendy touch and a bodycon fit. Pair with a crop top.

    Fit & Features

    • Denim fabrication with moderate stretch
    • Mid-rise waist, belt loops
    • Single button with hidden zipper closure
    • Cargo side pockets
    • Mini skirt overlay, hidden shorts
    • Skort in size small has an 8" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0281

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Breeze Printed Dual-Slit Maxi Skirt

    Capture the breezy tropical vibes in this flowy printed dual-slit maxi skirt! The lightweight stretchy knit fabric showcases a tropical palm leaf print for an iconic poolside look on your dreamy vacay. It features a flattering high-rise elasticized waistband, a built-in cheeky lining, dual high front slits to bare some skin, and a maxi-length hem. Style with a crop top and strappy sandals.

    Fit & Features

    • Tropical print
    • Stretchy knit fabric
    • High-rise elasticized waist
    • Built-in cheeky underwear lining
    • Dual high front slits
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0974

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adventurous Babe Camo Pleated Cargo Mini Skirt

    Adventure awaits in this camo mini skirt boasting a flattering mid-rise waist and trendy cargo pockets that give your outfit an edgy allure. Pair with a crop top.

    Fit & Features

    • Camo-printed cotton-blend denim fabric
    • Mid-rise waist with belt loops
    • Single button with hidden zipper closure
    • Pleated
    • Cargo flap pockets
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-0217

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Like A Dream High-Rise Ponte Skort

    Make weekend styling simple with this ponte skort! Designed with a flattering high-rise waist and sleek side slits, this form-hugging skort offers both comfort and a chic silhouette. 

    Fit & Features

    • Ponte fabric, moderate stretch
    • High-rise waist
    • Side slits
    • Form-hugging fit
    • Skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000065

    Category Name: Skirts & Skorts

    Price: $11.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boho Allure Ruffled Lace Midi Skirt

    Bring the bohemian western allure to your summer 'fits with this breezy ruffled lace midi skirt! Designed with sheer floral lace fabric, it includes a built-in knit shorts lining for coverage. The skirt features a high-rise elasticized waist for added stretch, an asymmetric midi-length hem creating a high-cut side slit accented with a ruffled trim, and a form-hugging silhouette. Style with a crop top and sandals.

    Fit & Features

    • Sheer floral lace fabric with knit shorts lining
    • Moderate stretch
    • High waist
    • Asymmetric midi-length hem
    • Ruffled trim
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-1190

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Crush High Rise Belt Knit Mini Skort

    Look and feel cute in this high rise mini skort featuring a faux leather belt accent and a pleated silhouette on cozy knit material.  

    Shop Matching Top & Sweater Topper: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush Long Sleeve Cable Knit Sweater Topper

    Fit & Features

    • Soft knit material, minimal stretch
    • High rise waist
    • Faux leather belt accent
    • Pleated mini-length hem
    • Shorts lining
    • Skort in size small has a 9” front rise with a 2” inseam
    • Runs true to size

    Style Number/Barcode: 06503-1185

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Transition Pleated Faux Leather Mini Skort

    A faux leather mini skort features a high-rise waist with trendy dual-side buckle accents and a pleated silhouette perfect for pairing with boots. 

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • High-rise waist, dual side buckle accents
    • Side zipper and hook-eye closure
    • Pleated mini-length fit
    • Skort has a 9" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0559

    Category Name: Skirts & Skorts

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free