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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.

  • Trendy Girl Next Door Gingham Mini Skirt

    You'll be the trendy girl next door in this gingham mini skirt that is perf for the season! It features a high-rise waist, a short, curve-hugging fit, a chic side slit, and an all-over gingham plaid print. The woven fabric offers a moderate stretch. Style with a cropped sweater and knee-high boots.

    Fit & Features

    • High-rise elasticized waist
    • Mini-length hem, side slit
    • Fitted bodycon silhouette
    • Gingham plaid print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0534

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fabulous Faux Leather Skirt

    You'll look so fab in this sleek and trendy faux leather skirt! It features a high-rise waist, a bodycon silhouette, and a mini-length hem. The smooth faux leather fabric offers a minimal amount of stretch. Complete the look with the matching blazer for a posh style!

    Shop Matching Blazer: So Fabulous Faux Leather Blazer

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Back zipper, hook and eye closure
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0528

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marvel At Me Sequin Mini Skirt

    Have everyone marveling at you in this sequin mini skirt perfect for a celebration! It features a high-rise waist, back zipper closure, and a bodycon silhouette. Complete the look in a chic corset top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Sequin mesh fabric, knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0533

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Occasion Sequin Mini Skirt

    Sparkle at every occasion this season in this sequin mini skirt featuring a high-rise elasticized waist with a front drape detail, and a side pleated seam to accentuate your figure along the form-hugging silhouette. Complete the look in a sultry satin corset top.

    Fit & Features

    • High-rise waist
    • Front drape detail
    • Side pleated seam
    • Form-hugging silhouette
    • Mini-length hem
    • Sequin fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0530

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cargo Cutie Faux Wrap Mini Skort

    Take charge in this cute cargo skort perfect for taking care of business! It features a high-rise waist, belt loop accents, a faux wrap front with a hidden snap button closure, front hidden hook-eye and zipper closure, a cargo-style flap pocket, and a short-length hem. The skort is composed of smooth twill woven-lined fabric. Complete the look with the matching blazer.

    Shop Matching Blazer: Cargo Cutie Structured Crop Blazer

    Fit & Features

    • High-rise waist, belt loop accents
    • Faux wrap front, hidden snap button closure
    • Hidden front hook-eye and zipper closure
    • Cargo-style flap pocket
    • Short-length hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0270

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Story Time Printed Mesh Mini Skirt

    Tell a story of your trendy self with this mesh skirt perfect for spring! It features a high-rise waist, bodycon silhouette, and mini-length hem. The skirt is designed with a unique tapestry print on mesh-lined fabric. Complete the look with the matching top

    Shop Matching Top: Story Time Printed Mesh Bustier

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Tapestry print
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0789

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Day Ready Gingham Mini Skirt

    With this gingham skirt and your basket in hand, you'll be ready for a sunny day at the farmer's market! The high-rise waist, bodycon fit, and mini-length hem adds a touch of playfulness to any plans. Pair with the matching vest.

    Fit & Features

    • Gingham print, woven fabric, knit lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Shop The Matching Vest: Sunny Day Ready Gingham Tie Front Vest

    Style Number/Barcode: 06401-000004

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: L

    Product Badge:
    • Sale
  • Major Beauty Floral Velvet Mini Skirt

    You'll be a major beauty in this chic curve-hugging mini skirt! It features a high-rise waist, a side seam with ruched detailing, a mini-length hem with a bodycon silhouette, and an all-over floral velvet burnout pattern on the lined mesh fabric. Complete your date night outfit with a corset top and strappy heels.

    Fit & Features

    • High-rise waist
    • Side seam, ruching
    • Back seam, zipper and hook-eye closure, ruching
    • Mini-length hem, bodycon fit
    • Floral velvet burnout pattern
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0790

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fly By Satin Butterfly Midi Skirt

    Whimsical and sleek, this satin midi skirt will inspire you to spread your wings! It features a high-rise waist, a hip-hugging fit, and a slightly flowy hem. The skirt is composed of an abstract butterfly print on non-stretch satin fabric. Style with the matching top.

    Shop Matching Top: Fly By Satin Butterfly Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Slightly flowy midi hem
    • Abstract butterfly print
    • Non-stretch satin fabric
    • Runs true to size

    Style Number/Barcode: 06401-0526

    Category Name: Skirts & Skorts

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Running Wild Zebra Print Mini Skirt

    Look stylish in this zebra print mini skirt running wild keeping up with your social calendar! It features a high-rise elasticized waist, a bodycon silhouette, and a flirty slit hem on brushed knit stretchy fabric. Complete the look with the matching top.

    Shop The Matching Top: Running Wild Zebra Print Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Slit mini-length hem
    • Zebra print
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06501-0787

    Category Name: Skirts & Skorts

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Glow Metallic Mini Skirt

    Get ready to glow and illuminate the night in this metallic mini skirt! It features a high-rise waist, a faux wrap-front design creating a chic slit, a short, curve-hugging fit, and a vibrant metallic sheen. The lightweight faux leather fabric has a moderate stretch. Complete your party look with the matching crop top.

    Shop Matching Top: Let's Glow Metallic Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Faux wrap-front, slit accent
    • Mini-length hem, fitted bodycon silhouette
    • Metallic sheen
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0788

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Gingham Plaid Mini Skirt

    This chic gingham plaid mini skirt will give you that cool-girl vibe! It features a high-rise waist, side pockets, a short, fitted silhouette, and an all-over trendy gingham print. Style with a basic bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Side pockets
    • Form-hugging, mini-length hem
    • Hidden side zipper closure
    • Gingham plaid print, woven fabric. minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0525

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Muse Tropical Print Maxi Skirt

    You'll be an alluring vacay muse in this tropical print maxi skirt! It features a high-rise waist, ruching down the side, a maxi-length asymmetric hem creating a thigh-high side slit, and a curve-hugging fit. Style with the matching crop top for a dreamy look.

    Shop Matching Top: Vacay Muse Tropical Print Halter Top

    Fit & Features

    • High-rise waist
    • Side ruching
    • Maxi-length asymmetric hem, high-side slit
    • Form-hugging fit
    • Tropical print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0785

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call Of The Wild Satin Zebra Midi Skirt

    Answer the call of the wild in this fierce satin zebra printed skirt for a sultry vacay look! It features a high-rise waist, a hip-hugging fit, a midi-length hem with a back slit accent, and a fitted A-line silhouette. The sleek satin woven fabric features a trendy zebra print pattern. Style with the matching bandeau top.

    Shop Matching Top: Call Of The Wild Satin Zebra Bandeau Top

    Fit & Features

    • High-rise waist, back zipper closure
    • Hip-hugging fit
    • Midi-length hem, back slit detail
    • Fitted A-line silhouette
    • Zebra print
    • Satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0524

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Charm Pleated Mesh Midi Skirt

    You'll be totally charming in this midi skirt perfect for creating unique party outfits! The skirt features an elasticized high-rise waist, and all-over pleating, and is composed of mesh fabric with a stretchy knit lining. Complete the look with a chic bodysuit and heels!

    Fit & Features

    • Elasticized high-rise waist
    • All-over pleating
    • Midi-length hem
    • Mesh fabric, stretchy knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0784

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paint The Town Lace-Up Mini Skirt

    Paint the town tonight in this sexy mini skirt with dual front cutouts with eye-catching lace-up designs that flaunt some skin and style!

    Fit & Features

    • Woven fabric, sewn-in knit lining
    • High-rise waist, back zipper and hook-eye closure
    • Dual front cutouts and lace-ups
    • Form-hugging silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-000007

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK-2

    Available Size: S, M, L

  • Headliner Newspaper Print Denim Skirt

    You'll be the top headliner in this denim mini skirt perfect for tea time with the ladies! It features a high-rise waist, bodycon silhouette, a flirty hem slit, and a trendy newspaper print. Complete the look in a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Slit accent, mini-length hem
    • Newspaper print
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06601-0070

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miami Nights Ruched Mini Skirt

    Bring the heat and take on the night scene in this alluring mini skirt! It features a high-rise elasticized waist, ruched detailing down the side and back seams, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric offers plenty of stretch. Style with the matching crop top and a pair of strappy stilettos.

    Shop Matching Top: Miami Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Ruched side and back seams
    • Mini-length hem
    • Form-hugging fit
    • Sheer mesh fabric, full knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0783

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Checkered Mini Skirt

    Show off a city chic look perf for a stroll downtown in this woven checkered mini skirt. It features a high-rise fit with a belted waist, a short, form-hugging silhouette, and a classic checkered window pane pattern. Style with a basic bodysuit and an oversized blazer.

    Fit & Features

    • High-rise fit, hidden size zipper closure
    • Belted waist, rectangular buckle
    • Mini-length hem
    • Form-hugging fit
    • Checkered window pane pattern
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0522

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lavish Life Satin Slit Midi Skirt

    You'll be living lavishly in your new must-have satin midi skirt perfect for dinner parties, celebrations, and holiday events! The skirt features a sleek high-rise waist, side zipper and hook-eye closure, a curve-hugging silhouette, and a high-cut side slit. Complete the look in a crop sweater and heels!

    Fit & Features

    • High-rise waist
    • Side zipper and hook-eye closure
    • Curve-hugging silhouette
    • High-cut side slit
    • Midi-length hem
    • Silky satin fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0575

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crushing On You Knit Midi Skirt

    They'll all be crushing on you in this cute and trendy midi skirt! It features a high-rise waist, a midi-length hem with a high side slit, and a form-hugging fit. The ribbed knit fabric offers plenty of stretch. Style with your fave crop top and mules.

    Fit & Features

    • High-rise banded waist
    • Midi-length hem
    • High side slit
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0779

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Silky-Chic Satin Midi Skirt

    This silky-chic satin midi skirt will elevate your looks and give off a dressier vibe! It features a high-rise waist, a midi-length hem, and a flowy A-line silhouette. The woven satin fabric showcases a gorgeous sheen. Style with a cropped sweater and strappy mules.

    Fit & Features

    • High-rise waist
    • Hidden back zipper, hook and eye closure
    • Midi-length hem
    • Flowy A-line silhouette
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0518

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid For You Belted Mini Skirt

    Fall for this trendy plaid mini skirt this autumn! It features a high-rise, belted waist with buckle closure and belt loops, hidden side zipper closure, and a form-hugging silhouette. Complete the look in knee-high boots.

    Fit & Features

    • High-rise
    • Belted waist, belt loops
    • Hidden side zipper closure
    • Form-hugging
    • Mini-length hem
    • Plaid pattern, smooth woven fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0523

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night Slays Velvet Mesh Mini Skirt

    Slay your night out look with this mini skirt featuring a high-rise waist, bodycon silhouette, and a velvet burnout line pattern on mesh fabric with a knit lining. Style with a turtleneck bodysuit and heels to complete the look.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Velvet burnout line pattern
    • Mesh fabric, knit lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0778

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale