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.

  • Sequined For The Season Midi Skirt

    Get all sequined for the season in this simply gorgeous midi skirt.

    Fit & Features

    • High rise elastic banded waist
    • Mid-length hem
    • Front slit
    • All over sequin detailing
    • Knit fabric | Moderate stretch

    Style Number/Barcode: 06401-0169

    Category Name: Skirts & Skorts

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heartbreaker High Slit Skirt

    Leave them broken-hearted with this high slit skirt! Pick up the matching top to complete your look! 

    Shop Matching Top: Heartbreaker Knot Twist Crop Top

    Fit & Features

    • Elastic High Waist 
    • High Side Slit
    • Ruched Side Seam 
    • Lined Lurex Fabric 
    • Relaxed Fit 
    • Moderate Stretch 
    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small. 

      Style Number/Barcode: 06501-0200

      Category Name: Skirts & Skorts

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sultry Stunner Midi Skirt

      All eyes will be on you sultry stunner in this sexy midi skirt! Pair with the matching cropped bustier to really amp up your look.

      Shop Matching Top: Sultry Stunner Cropped Bustier

      Fit & Features

      • High rise waist
      • Complete hook and eye front closures
      • Back zipper | Hook and eye closure
      • Mid-length, curve hugging fit
      • Ruched mesh fabric | Knit lining
      • Moderate stretch
      Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.  

        Style Number/Barcode: 06501-0198

        Category Name: Skirts & Skorts

        Price: $12.97 $32.00

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sweater Skater Mini Skirt
        Add this flirty piece to any outfit pairing. It features a high-rise, elastic waistband and a mini-length flowy, skater-style hemline. The garment is composed of a midweight textured knit with linear seaming details throughout. 

        Style Number/Barcode: 06501-0199

        Category Name: Skirts & Skorts

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Faux Leather Paper Bag Skater Skirt

        Girly with a little edge. This faux leather skater skirt has it all.

        Fit & Features

        • High rise paper bag waist
        • Back zipper closure
        • Tie front detail
        • Pleated details
        • Flared skater skirt style
        • Coated faux leather fabric
        • Minimal stretch

        Style Number/Barcode: 06401-0165

        Category Name: Skirts & Skorts

        Price: $9.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Cool-Girl Vibes Faux Leather Wrap Skort

        Give off those cool-girl vibes in this sleek faux leather wrap skort! It features a high-rise waist, a wrap-front overlay with pleated detailing, and fitted shorts. The smooth faux leather fabric offers a moderate stretch. Style this skort with a chic corset top and ankle booties.

        Fit & Features

        • High-rise waist
        • Back zipper closure
        • Wrap-front overlay, pleating
        • Fitted shorts
        • Smooth faux leather fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06403-0244

        Category Name: Skirts & Skorts

        Price: $22.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS, S, M, L

      • Glam It Up Mini Skirt

        Glam it up babe! This mini skirt will bring the style you're looking for. Pair with the matching cropped bustier to complete your look.

        Shop Matching Top: Glam It Up Cropped Bustier

        Fit & Features

        • High rise elastic banded waist
        • Back zipper | Hook and eye closure
        • Side cut outs at hem | Chain fringe detailing
        • Short, curve hugging fit
        • Woven knit fabric | Moderate stretch
        Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

          Style Number/Barcode: 06401-0167

          Category Name: Skirts & Skorts

          Price: $6.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Paper Bag Tie Waist Mini Skirt

          Dress up your everyday look with this adorable paper bag mini skirt!

          Fit & Features

          • High rise paper bag waist
          • Tie front belt
          • Back zipper and hook and eye closure
          • Cargo style side pockets
          • Short, form-fitting style
          • Woven fabric | Minimal stretch

          Style Number/Barcode: 06401-0162

          Category Name: Skirts & Skorts

          Price: $13.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Shimmer Goddess Mini Skirt

          Shimmer like the glam goddess you are in this glitzy mini skirt! Pair with the matching crop top to complete your look. 

          Shop Matching Top: Shimmer Goddess Crop Top

          Fit & Features

          • High rise waist
          • Back zipper closure
          • Short, form hugging fit
          • Glitter knit fabric | Moderate stretch
          • Matching crop top sold separately 

           

          Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 06401-0097

          Category Name: Skirts & Skorts

          Price: $9.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Picture Purrfect Mini Skirt

          You'll look picture purrfect in this trendy spotted mini skirt babe! Pair with the matching crop top for an on point look.

          Shop Matching Top: Picture Purrfect Crop Top

          Fit & Features

          • High rise waist
          • Stretchy smocked back
          • Animal print | Woven fabric
          • Short, curve hugging fit
          Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 06401-0161

          Category Name: Skirts & Skorts

          Price: $12.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Snake The Lead Cinched Side Mini Skirt

          Keep it fierce in this snake skirt!  Make a statement and take the lead by rocking this fab mini skirt! The skirt features a high rise waist and an all-over snake print. Don't forget to add the matching top and earrings to complete your look! 

          Shop Matching Top: Snake The Lead Tie Front Crop Top 

          Fits & Features

          • High rise waist 
          • Cinched at the side seams
          • Mini length silhouette 
          • Lightweight woven fabric 
          • Minimal stretch 

           

          Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

          Style Number/Barcode: 06401-0160

          Category Name: Skirts & Skorts

          Price: $9.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Ever So Chic Mini Skirt

          Stay ever so chic in this posh mini skirt! Complete your stylishly sophiscated look with the matching sweater!

          Fit & Features

          • High rise waist
          • Two front pockets with gold detailed button accents
          • Ribbed hems
          • Sweater knit fabric | Moderate stretch
          • Matching sweater sold separately (06005-0530)

          Style Number/Barcode: 06501-0196

          Category Name: Skirts & Skorts

          Price: $14.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Tropical Babe High Slit Maxi Skirt

          Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges

          Shop Matching TopTropical Babe Tie Front Crop Top

          Fit & Features

          • High rise waist
          • Lightly pleated 
          • Tropical palm leaf print
          • High side slit 
          • Lightweight woven fabric
          • Matching top sold separately 

           

          Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

          Style Number/Barcode: 06301-0049

          Category Name: Skirts & Skorts

          Price: $6.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Effortless Boho Fringe Mini Skirt

          You've got that effortless boho vibe about you! This fringe mini skirt will pair perfectly with the matching top for a total desert wanderer vibe!

          Shop Matching Top: Effortless Boho Fringe Halter Crop Top

          Fit & Features

          • High rise waist
          • Short, form hugging fit
          • Tassel fringe hem
          • Crochet fabric

          Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 06501-0195

          Category Name: Skirts & Skorts

          Price: $6.97 $29.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Bold Flirt Floral Mesh Mini Skirt

          Bold and flirty will be your vibe in this mini skirt featuring a large floral print to turn heads. The mid-rise waist paired with the short form-hugging fit create a sultry silhouette.

          Shop Matching Top: Bold Flirt Floral Mesh Tube Top

          Fit & Features

          • Sheer mesh fabric with knit lining, high stretch
          • Large floral print
          • Mid-rise waist
          • Mini-length hem
          • Bodycon fit
          • Runs true to size

          Style Number/Barcode: 06501-000002

          Category Name: Skirts & Skorts

          Price: $10.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Ships Free
        • Lover Of Velvet Mini Skirt

          This holiday season, we're all lovers of velvet! This mini skirt is perfect for all your parties! Pair it with the matching crop top for a chic look. 

          Shop Matching Top: Lover Of Velvet Crop Top

          Fit & Features

          • High rise elastic banded waist
          • Short, form hugging fit
          • Smooth velvet fabric
          • Moderate stretch
          • Matching crop top sold separately

          Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 06501-0088

          Category Name: Skirts & Skorts

          Price: $9.97 $19.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Denim Button Up Midi Skirt

          Step up your denim game with this trendy jean midi skirt!

          Fit & Features

          • High rise waist
          • Asymmetric button down front
          • Hidden interior button at waist
          • Front slit
          • Mid-length hem
          • Denim fabric | Moderate stretch

          Style Number/Barcode: 06601-0013

          Category Name: Skirts & Skorts

          Price: $12.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Keeping It Simple Faux Suede Slit Mini Skirt

          Keeping it simple never looked so cute in this faux suede mini skirt boasting a high-rise waist and a front slit for effortless movement. Pair with a blazer and boots.

          Fit & Features

          • Faux suede fabric, minimal stretch
          • High-rise waist, back zipper and hook-eye closure
          • Front slit
          • Bodycon fit
          • Mini-length hem
          • Runs true to size

          Style Number/Barcode: 06401-0738

          Category Name: Skirts & Skorts

          Price: $9.97 $29.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Ships Free
        • Perf In Plaid Ponte Mini Skirt

          Yes, babe, you'll look perf in plaid with this Ponte mini! It features a sleek high-rise waist, bodycon silhouette, and a back zipper closure. Complete the look in a cropped sweater.

          Fit & Features

          • High rise waist
          • Back zipper closure
          • Short, form-hugging fit
          • Plaid print
          • Ponte knit fabric, moderate stretch
          • Fits true to size

          Style Number/Barcode: 06501-0190

          Category Name: Skirts & Skorts

          Price: $6.97 $26.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Corduroy Chic Mid-Rise Bubble Skirt

          Hop into style with the corduroy mid-rise bubble skirt. This mini features a bubble hem and hidden side zipper for a playful, effortless look. Perfect for your next casual adventure!

          Fit & Features

          • Corduroy fabrication
          • High-rise waist, hidden side zipper and hook-eye closure
          • Mini length 
          • Bubble hem design
          • Runs true to size

          Style Number/Barcode: 06301-0203

          Category Name: Skirts & Skorts

          Price: $9.97 $36.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Ships Free
        • Spotted Satin Flared Midi Skirt

          Get spotted in this sassy midi skirt!

          Fit & Features 

          • Elastic High Waist 
          • Animal Spot Pattern 
          • Satin
          • Midi Length 
          • Flared Hem 
          • Relaxed Fit | Minimal Stretch 
          • No Zipper 

           

           

           

          Style Number/Barcode: 06401-0157

          Category Name: Skirts & Skorts

          Price: $4.97 $36.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Cute 'Fit In Knit Midi Skirt

          Get such a cute 'fit in this knit midi skirt! Pair with the matching crop top for an adorable look.

          Shop Matching Top: Cute 'Fit In Knit Crop Top

          Fit & Features

          • High rise elastic banded waist
          • Mid-length, curve hugging fit
          • Stretchy knit fabric
          • Matching crop top sold separately

          Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.  

          Style Number/Barcode: 06501-0188

          Category Name: Skirts & Skorts

          Price: $12.97 $32.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • First Impression Satin Midi Skirt

          Make your first impression one they can't forget! Don't forget to pick up the matching crop top to complete the fit! 

          Shop Matching Top: First Impression Tie Front Crop Top 

          Fits & Features

          • High Rise Waist 
          • Back Zipper 
          • Midi Length Silhouette
          • Lightweight, Brushed Satin-Like Fabric I Unlined 
          • Minimal Stretch 
          • Matching Top Sold Separately

          Style Number/Barcode: 06401-0156

          Category Name: Skirts & Skorts

          Price: $9.97 $29.00

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Ruffle Hem Ponte Mini Skirt

          Add a little flirty flair to your look with this twirl-worthy ruffle hem mini skirt!

          Fit & Features

          • High rise waist
          • Back zipper closure
          • Faux wrap front ruffle hem
          • Ponte knit fabric | Moderate stretch

          Style Number/Barcode: 06501-0189

          Category Name: Skirts & Skorts

          Price: $6.97 $24.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance