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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.

  • Keep It Casual Pleated Mini Skort

    Meet your new fave: the keep it casual pleated mini skort. With a high-rise waist, hidden zipper, and chic pleats, it's perfect for any adventure. Rock it with confidence, girl!

    Shop Matching Top: Keep It Casual Square Neck Cropped Tank Top

    Fit & Features

    • Woven fabric
    • High-rise waist, belt loops
    • Hidden side zipper and hook-eye closure
    • Contrast peeking trim
    • Front mini-length pleated overlay, A-line silhouette
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-1082

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • By Your Side Faux Leather Skirt

    Stick by your ride or diez in this must have faux leather skirt! Pair with heels for your new fav look! 

    Fit & Features 

    • High Rise Waist 
    • Side Lattice Accent
    • Lined Faux Leather Fabric 
    • Form Hugging Fit
    • Minimal Stretch 

     

    Style Number/Barcode: 06501-0245

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bandage Mini Skirt

    Showcase your curves with confidence girl! Pair this bandage skirt with a bold plunging top for your next night out with the squad!

    Fit & Features 

    • High Rise Waist
    • Mini Length Silhouette
    • Bandage Design
    • Ponte-Knit Fabric
    • Form Hugging Fit 
    • Moderate Stretch 

    Style Number/Barcode: 06501-0244

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Diva Overall Skirt

    You're a total style diva, and only want the best! This denim overall skirt is perf for you and will look sooo good paired with a chic blouse underneath for a spring time vibe!

    Fit & Features

    • Adjustable racerback straps with snap buckle closures
    • Front bib pocket | Two back pockets
    • Distressed detailing
    • Short frayed hem
    • Denim fabric | No stretch

    Style Number/Barcode: 06601-0023

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Side Tie Crepe Mini Skirt

    Tie your chic look all together with this adorable crepe mini skirt! Perf for wearing day to night!

    Fit & Features

    • High rise waistband
    • Side tie closure
    • Faux wrap front
    • Short, form hugging fit
    • Crepe fabric
    • Moderate stretch

    Style Number/Barcode: 06501-0243

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Ready Mid-Rise Slit Denim Mini Skort

    With this denim mini skort you'll always be ready for last-minute plans!

    Fit & Features

    • Denim fabric
    • Mid-rise waist, back zipper and hook-eye closure
    • Front skirt overlay with slit
    • Shorts bottom
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06603-0444

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: S, M, XL

    Product Badge:
    • Sale
  • Spring Forward Ruffle Hem Mini Skirt

    Spring your wardrobe to life with a femme pink mini skirt! Style with your fav puff sleeve top for a total girly vibe that we are obsessed with this season!

    Fit & Features

    • High waist fit
    • Wrap stitching
    • Ruffled hemline
    • Hidden zipper center back
    • Unlined | Minimal stretch
    • Composed of a linen like material

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06401-0213

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Affair Textured Mini Skirt

    YASSS  We've got heart eyes for this cute AF mini skirt! Don't forget to add to cart the matching crop top! 

    Shop Matching Top: Love Affair Textured Off Shoulder Crop Top

    Fits & Features

    • High Rise, Elastic Waistband 
    • Mini Length Silhouette
    • Smocked At The Back 
    • Woven Textured Fabric
    • Form Hugging Fit I Plenty Of Stretch
    • No Zipper 

    Style Number/Barcode: 06401-0212

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux-Ever Yours Wrap Bandage Mini Skirt

    Heat up your look with this form-hugging skirt! It'll be a forever fave piece in your wardrobe rotation! 

    Fits & Features 

    • Elastic, High Fit Waistband
    • Mini Length Silhouette I Form Fitting
    • Faux Wrap Design At The Front 
    • Stretchy, Ponte Fabric 
    • Zipper Not Featured

    Style Number/Barcode: 06501-0242

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Met Your Match Smocked Mini Skirt

    Girl, we are SWOONIN' over your outfit! Charm them all in this look that's as sweet as you! 

    Shop Matching Top: Met Your Match Smocked Crop Top 

    Fits & Features

    • High Rise, Elastic Waistband
    • Smocking Throughout 
    • Ruffle Mini Length Hem 
    • Woven Fabric 
    • Curve Hugging Fit I Ample Stretch 
    • Matching Top Sold Separately 

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

    Style Number/Barcode: 06401-0211

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Satin Midi Skirt

    Add a little color to your closet this spring! You can keep it cute and modest doing so when you style a midi skirt with a cowl neck top, and neutral mules!

    Fit & Features

    • High waist fit
    • Stretchy waist line
    • Lined
    • Over the knee hemline
    • Satin with a pastel tie-dye pattern
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06401-0210

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Command In Style Mini Skirt

    Command the room in style with this neutral camo mini skirt! Pair with a basic tee and some combat boots and you've got yourself a trendy 'fit!

    Fit & Features

    • High rise waist
    • Belt loops
    • Front button | Hidden zipper closure
    • Two front and back pockets
    • Short, form hugging fit
    • Cotton blend fabric | No stretch

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06301-0064

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easygoing Chic High-Rise Wrap Tie Skort

    You'll feel easygoing and chic in this linen-like mini skort for any weekend plans or on vacay! The skort is designed to accentuate your figure in a flattering high-rise waist with a wrap side tie accent and form-hugging fit. Pair with the matching top.

    Fit & Features

    • Linen-like cotton woven fabric
    • High-rise waist
    • Stretch elasticized back waistband 
    • Back pockets
    • Wrap front with side tie accent
    • Form-hugging fit, shorts bottom
    • Runs true to size

     

    Shop The Matching Top: Easygoing Chic Puff Sleeve Tie Front Top

    Style Number/Barcode: 06303-000002

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Check Yes Plaid Mini Skirt

    Ooh girl, check yes for this plaid mini skirt! Pair it with a cute solid top and add a pair of booties for a cute and casual fit! 

    Fits & Features

    • High Rise Waistband 
    • Textured Knit Fabric I All Over Plaid Print 
    • Mini Length I Front Side Slit 
    • Form Hugging Fit I Moderate Stretch 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0238

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Me Mini Skirt

    Okay babe, you sure know how to make an entrance! This head turning mini skirt pairs perfectly with the matching crop top.

    Shop Matching Top: Dazzle Me Fringe Crop Top

    Fit & Features

    • High rise waist
    • Hidden back zipper closure
    • Short, curve hugging fit
    • Ponte knit fabric
    •  Moderate stretch

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

    Style Number/Barcode: 06501-0240

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buckle Down Faux Leather Mini Skirt

    Buckle down and get ready for a little edge in your life! Leather is trending in a big way, and a mini skirt is an easy way to style it into your wardrobe! Dress it up with a sexy lace up top, or keep it casual with a tucked in graphic tee!

    Fit & Features

    • High waist fit
    • Silver zipper center back
    • Wrap double buckle detailing
    • Asymmetrical hemline
    • Fully lined
    • Faux leather

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06401-0209

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • U Are Unforgettable Wrap Mini Skirt

    Make an unforgettable first impression in a wrap mini skirt! Style with a tucked in tee, or chunky sweater, and booties!

    Fit & Features

    • High waist fit
    • Wrap style
    • Moderate stretch
    • Hidden zipper at the hip
    • Denim material
    • Pleated detailing at the hip

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06301-0063

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Button Front Jean Mini Skirt

    Your new fave jean skirt of the season! Pair with a cropped sweater and some sassy heels for such a lewk!

    Fit & Features

    • High rise waist
    • Side button down front
    • Short, A-line fit
    • Denim fabric

    Style Number/Barcode: 06601-0021

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Detail Mesh Mini Skirt

    This sultry mesh mini skirt has a flirty lace detail to add a little extra something!

    Fit & Features

    • High rise waist
    • Back zipper | Hook and eye closure
    • Ruched detailing
    • Sheer lace front hem
    • Short, curve hugging fit
    • Sheer mesh fabric | Knit lining
    • Plenty of stretch

    Style Number/Barcode: 06501-0233

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Palm Leaf High Slit Maxi Skirt

    Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.

    Shop Matching Crop Top: Tropical Palm Leaf Tube Top

    Fit & Features

    • High rise waist
    • Tropical floral print
    • Maxi length silhouette
    • High side slit
    • 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: 06501-0225

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Yes Way Belted Plaid Mini Skirt

    Say yes to plaid this season! Treat it like a neutral and pair it with a cute pastel fuzzy cardigan!

    Fit & Features

    • High waist fit
    • Looped belt with matching rectangular buckle
    • Mini hemline
    • Form fitting silhouette
    • Moderate stretch
    • Plaid pattern

    Style Number/Barcode: 06401-0208

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Snapshot Floral Mesh Mini Skirt

    Get the best pics for the gram in this stunning mesh mini skirt featuring a high-rise waist, short curve-hugging fit, and large floral print pattern.

    Fit & Features

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

    Style Number/Barcode: 06501-000057

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Something In The Way Satin A-line Mini Skirt

    There's something in the way you wear that mini skirt that gives us heart eyes bae! Keep it classy and pair with a puff sleeve bodysuit, or dress down with a graphic tee and boots!

    Fit & Features

    • High waist fit
    • Faux wrap design 
    • Tie detailing at the hip
    • A-line design
    • Mini skirt hemline
    • Satin | No stretch

    Style Number/Barcode: 06401-0206

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go On Faux Wrap Mini Skirt

    Go on with your bad self! Work this skirt in several different ways. Tuck in a printed blouse, your fave top, or even a lightweight sweater...girl, the possibilities are endless!

    Fits & Features 

    • High Rise Waist
    • Back Zipper 
    • Faux Wrap Front Design | Mini Length 
    • Crepe-Like Fabric 
    • Moderate Stretch

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0205

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance