Skirts & Skorts

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

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.

  • Ruffle Me Up Midi Skirt

    Flirty, flowy, and made for vacay vibes! This ruffle-trim midi skirt brings soft drama with a sleek fit and side slit that shows just enough—pair it with the matching top to complete the look.

    Shop The Matching Top: Ruffle Me Up Crop Top

    Fit & Features

    • Smooth double-lined stretchy knit fabric
    • High-rise waist
    • Side ruched seam and ruffled slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000060

    Category Name: Skirts & Skorts

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M

    Product Badge:
    • Sale
  • Ticket To Paradise Slit Maxi Skirt

    Got your ticket to a paradise island? Make sure to pack this tropical maxi skirt perfect for relaxing poolside! It features a high-rise elastic waistband, form-fitting silhouette, and a sultry high-cut side slit on stretchy knit fabric. Complete the look in the matching top.

    Shop Matching Top: Ticket To Paradise Halter Crop Top

    Fit & Features

    • High-rise elastic waist
    • Form-fitting silhouette
    • Side high-cut slit
    • Maxi-length hem
    • Tropical print
    • Stretchy knit fabric
    • Runs true to size

      Style Number/Barcode: 06501-0605

      Category Name: Skirts & Skorts

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chic And Sassy Snake Print Midi Skirt

      Keep your 'fit chic and sassy with this on-trend midi skirt! It features a high waist, a mid-length, form-hugging fit, a stylish side slit, and is composed of a luxe brushed faux suede fabric with an all-over snake print pattern. Complete the look with a cropped blouse and clear heels.

      Fit & Features

      • High-rise waist, elastic band
      • Form-hugging fit
      • Side slit
      • Brushed faux suede fabric, minimal stretch
      • Snake print
      • Runs true to size

      Style Number/Barcode: 06401-0390

      Category Name: Skirts & Skorts

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Island Getaway Faux Wrap Mini Skirt

      Style up this lightweight mesh mini skirt to look like you're ready for an island getaway! It features a high-rise waist, ruched side seams, a short, curve-hugging fit with a faux wrap-front design at the hem, and an all-over palm leaf print. Style with the matching crop top.

      Shop Matching Top: Island Getaway Halter Crop Top

      Fit & Features

      • High-rise elasticized waist
      • Ruched side seams
      • Mini-length, form-fitting silhouette, faux wrap-front hem
      • Palm leaf print
      • Sheer mesh fabric, full knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0598

      Category Name: Skirts & Skorts

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Staycation High Slit Maxi Skirt

      Bare it all for a saucy night out in this high-rise maxi skirt featuring a sultry front slit on a form-fitting silhouette. Complete the look in the matching bottoms.

      Shop Matching Top: Staycation Twist Banded Crop Top

      Fit & Features

      • High-rise waist
      • Front slit
      • Form-fitting silhouette
      • Maxi-length hem
      • Sleek knit-lined fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0597

      Category Name: Skirts & Skorts

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Escape To Paradise Tropical Print Mini Skirt

      Look like you're ready to escape to paradise in this dreamy tropical print mini skirt! It features a high-rise waist, a faux wrap-front design, a mini-length hem, and a curve-hugging silhouette. The tropical palm leaf print will give off those vacay vibes. Style with the matching crop top!

      Shop Matching Top: Escape to Paradise Tropical Print Crop Top

      Fit & Features

      • High-rise waist
      • Faux wrap-front design
      • Mini-length hem, form-hugging fit
      • Tropical palm leaf print
      • Texture knit fabric, partial sewn-in knit lining
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0596

      Category Name: Skirts & Skorts

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendy Babe High-Rise Mini Skirt

      You'll be such a trendy babe in this bold printed mini skirt. It features a high-rise waist, a back zipper closure, a short side slit, and a mini-length, fitted, A-line silhouette. The lightweight woven fabric showcases an all-over zebra print pattern and includes a full lining. Style with a cute crop top and lace-up heels.

      Fit & Features

      • High-rise waist
      • Back zipper, hook and eye closure
      • Side slit
      • Mini-length, fitted, A-line silhouette
      • Zebra print
      • Woven fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06301-0111

      Category Name: Skirts & Skorts

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Wild At Heart Long Fringe Skirt

      Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots.

      Fit & Features

      • High-rise waist
      • Back zipper, hook and eye closure
      • Asymmetric mini-length hem
      • Form-hugging fit
      • Long fringe design, ankle-length hem
      • Faux suede fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06401-0558

      Category Name: Skirts & Skorts

      Price: $29.90

      Availability: In Stock

      Available Color: TAN, BLACK

      Available Size: XS, S, M

    • The Coolest Vibe Midi Skirt

      Showcase the coolest vibe in this trendy midi skirt. It features a high-rise waist with a knot-front design, a midi-length asymmetrical hem with a high side slit, and an all-over marble print pattern. Complete the look with the matching crop top.

      Shop Matching Top: The Coolest Vibe Cropped Tank

      Fit & Features

      • High-rise waist
      • Knot-front design
      • Midi-length, asymmetrical hem, side slit
      • Curve-hugging silhouette
      • Marble print
      • Knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06501-0600

      Category Name: Skirts & Skorts

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bold Babe Tie-Dye Mini Skirt

      You're a total bold babe when it comes to your style, so this mini skirt was made for you. It features a high-rise waist, side ruched detailing leading to an adjustable drawstring at the hem, a short, curve-hugging fit, and a trendy all-over tie-dye print. Style with the matching crop top and statement earrings.

      Shop Matching Top: Bold Babe Tie-Dye Crop Top

      Fit & Features

      • High-rise waist
      • Side ruching, adjustable drawstring at the hem
      • Mini-length, form-fitting silhouette
      • Tie-dye print
      • Soft brushed knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06501-0599

      Category Name: Skirts & Skorts

      Price: $10.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Island Flower High Slit Midi Skirt

      Look prettier than the island flowers in this tropical floral midi skirt featuring a high-rise waist and a front high-cut slit. Complete the look in the matching top and sandals.

      Shop Matching Top: Island Flower Lattice Tank Top

      Fit & Features

      • High-rise waist
      • Front high-cut slit
      • Maxi-length hem
      • Tropical floral print
      • Stretchy knit-lined fabric
      • Runs true to size

        Style Number/Barcode: 06501-0601

        Category Name: Skirts & Skorts

        Price: $6.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sleek Stunner Wrap Mini Skirt

        Keep it sleek with a mini skirt that showcases curves in all the right places. The skirt features an elastic high-rise waist, a wrap design, and a mini-length hem. The skirt is composed of a lined smooth knit fabric with a metallic sheen. Complete look with a bustier

        Fit & Features

        • Elastic high rise waist
        • Wrap design 
        • Mini length hem
        • Lined smooth knit fabric
        • Metallic sheen 
        • Form hugging fit, moderate stretch 
        • Runs true to size

        Style Number/Barcode: 06501-0594

        Category Name: Skirts & Skorts

        Price: $6.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Bold Stunner Snake Slit Mini Skirt

        Showcase your bold style in this snake pattern skirt featuring a high-rise waist, side slit accent, and mini-length hem. Composed of a brushed knit fabric with a moderate stretch. Perfect for styling with thigh-high boots.

        Fit & Features

        • High-rise waist
        • Snake pattern
        • Side slit accent
        • Mini-length hem
        • Brushed knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06501-0591

        Category Name: Skirts & Skorts

        Price: $9.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Chic Babe Liquid Leather Wrap Mini Skirt

        Look and feel like a total babe in this liquid leather mini skirt! It features a high-rise waist, wrapped front, and side ruching to accentuate your curves. Complete the look in suede booties.

        Fit & Features

        • High-rise waist
        • Wrapped front
        • Side ruching
        • Faux liquid leather fabric
        • Moderate stretch
        • Fits true to size

        Style Number/Barcode: 06501-0592

        Category Name: Skirts & Skorts

        Price: $6.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Last Night Of Vacay Lace-Up Skirt

        Go out with a sizzle in this tropical mini skirt on your vacay! It features a high-rise waist, bodycon silhouette, and a side cutout with lace-up detail. Complete the look in the matching top.

        Shop Matching Top: Last Night Of Vacay Lace-Up Top

        Fit & Features

        • High-rise waist
        • Side cutout with lace-up
        • Bodycon silhouette
        • Mini-length hem
        • Tropical print lined-knit fabric
        • Runs true to size

        Style Number/Barcode: 06501-0590

        Category Name: Skirts & Skorts

        Price: $6.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Chic Weekend Vibes Linen Midi Skirt

        Bring the chic weekend vibes with this on-trend linen midi skirt. It features a flattering high-rise waist, ruched detailing down the side leading to a high slit, and a fitted, mid-length silhouette. Style with a crop top and strappy sandals.

        Fit & Features

        • High-rise waist
        • Side zipper closure
        • Side ruching, high side slit
        • Fitted, mid-length silhouette
        • Linen fabric, lined, no stretch
        • Runs true to size

        Style Number/Barcode: 06301-0108

        Category Name: Skirts & Skorts

        Price: $6.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Sultry Bloom Floral Mesh Maxi Skirt

        Serve a sultry vibe in this blooming floral printed mesh maxi skirt! Designed with ruched side seams to show off your curves, style with the matching tube top for a gorgeous look.

        Shop Matching Top: Sultry Bloom Floral Mesh Tube Top

        Fit & Features

        • Sheer mesh fabric with full-length knit lining, high stretch
        • Floral print
        • High-rise waist
        • Maxi-length hem, lettuce-edge trim
        • Form-hugging fit
        • Runs true to size

        Style Number/Barcode: 06501-1142

        Category Name: Skirts & Skorts

        Price: $10.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Casual Cutie Wrap Mini Skirt

        Keep it casual with a mini skirt that is perf for pairing with a casual tee or dressy blouse. The skirt features an elastic high-rise waist, a wrap design, and a mini-length hem. The skirt is composed of a lined brushed knit fabric that offers a form-hugging fit with a moderate stretch. 

        Fit & Features

        • Elastic high-rise waist
        • Wrap design 
        • Mini-length hem
        • Brushed knit fabric 
        • Form-hugging fit, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06501-0588

        Category Name: Skirts & Skorts

        Price: $9.97 $24.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • All Night Wrap Maxi Skirt

        Look sexy in this maxi skirt for your next all-nighter! It features a high-rise waist, wrap-twist front, and sultry slit. Composed of sleek knit fabric with a moderate stretch. Style with the matching top.

        Shop The Matching Top: All Night Plunge Halter Top

        Fit & Features

        • High-rise waist
        • Wrap twist
        • Front slit
        • Maxi length hem
        • Sleek knit fabric, moderate stretch
        • Fits true to size

        Style Number/Barcode: 06501-0587

        Category Name: Skirts & Skorts

        Price: $11.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Take Charge Crepe Mini Skirt

        Take charge in a mini skirt that shows what a boss babe you are! The skirt features a high-rise waist, a mini side slit, and a short-length hem. The skirt is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching blazer. 

        Shop Matching Blazer: Take Charge Cropped Woven Blazer

        Fit & Features

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

        Style Number/Barcode: 06401-0389

        Category Name: Skirts & Skorts

        Price: $6.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Quarter To Five Coated Mini Skirt

        Go from office hours to happy hour in this classy mini skirt! It features a high-rise waist, a sultry front slit, and a short-length hem. Composed of a coated woven fabric with minimal stretch. Style with a chic boyfriend blazer and lace bodysuit.

        Fit & Features

        • High-rise waist
        • Back zipper closure
        • Front slit accent
        • Mini-length hem
        • Coated woven fabric, minimal stretch
        • Fits true to size

        Style Number/Barcode: 06401-0388

        Category Name: Skirts & Skorts

        Price: $9.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Chic Moment Ruched Mini Skirt

        Have a chic moment in this trendy ruched mini skirt! It features a flattering high waist, side ruching with adjustable ties at the hem, and a short, curve-hugging fit. The skirt is composed of a crepe fabric with a moderate stretch. Style it with a cropped corset top and clear mules.

        Fit & Features

        • High-rise waist, elastic band
        • Side ruched detailing, adjustable ties at the hem
        • Mini-length, form-fitting silhouette
        • Crepe fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06501-0583

        Category Name: Skirts & Skorts

        Price: $9.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Trending Topic Lace Trim Micro Mini Skirt

        You'll be the one everyone's talking about in this faux leather micro skirt with a pretty lace trim, form-hugging fit, and a flirty slit. Pair with a cute top for a date night!

        Fit & Features

        • Faux leather fabric
        • High-rise waist
        • Front lace trim and slit
        • Form-hugging fit
        • Mini-length hem
        • Runs true to size

        Style Number/Barcode: 06401-000003

        Category Name: Skirts & Skorts

        Price: $29.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: S, M, L

      • Social Linen Fringe Mini Skirt

        Make the plans. Get trendy with your look in this linen mini skirt featuring a high-rise waist, fringed hem, and a bodycon fit. Complete the look in the matching top.

        Shop Matching Top: Social Linen Tie Strap Crop Top

        Fit & Features

        • High-rise waist
        • Back zipper, hook and eye closure
        • Fringed hem
        • Bodycon fit
        • Linen-lined woven fabric, no stretch
        • Runs true to size

        Style Number/Barcode: 06301-0107

        Category Name: Skirts & Skorts

        Price: $6.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free