Skirts & Skorts

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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.

  • Sweet Tooth Ruched Mini Skirt
    Party-ready and oh so sweet in bubblegum pink, this mini embodies carefree summer fun. Skirt features an elasticized waist and ruching at sides, giving its front a draped appearance. Be sure and scope the matching wrap-effect crop to complete your new fave going-outfit. Skirt slips on and is made from a smooth nylon blend with ample stretch.

    Style Number/Barcode: 06501-0050

    Category Name: Skirts & Skorts

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Cool Girl Cargo Denim Mini Skirt

    A casual denim mini skirt in a cool cargo design and form-hugging fit perfect for styling with a long sleeve top and statement coat.

    Fit & Features

    • Denim fabric, washed design
    • High-rise waist, belt loops
    • Dual front button closures
    • Dual side cargo flap pockets
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0223

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Paperbag Mini Jean Skirt
    Update your denim game with a chic mini skirt to pair with your favorite tops! The jean mini skirt features a medium wash color, a paper bag waist, a tie waist belt with loops, a single button with zipper closure and a traditional five pocket design. The front features a zig-zag shaped seam that runs along the center and leads to a mini length with frayed hem. Skirt is composed of an unlined stretchy denim fabric that offers a moderate stretch.

    Style Number/Barcode: 06601-0001

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Flow Tiered Maxi Skirt
    Feel the flow in this low-key chic tiered maxi! A-line skirt features a smocked elasticized waist and three tiers of ruffles. Pair it with the matching crop top for maximum groove! Skirt is lined, slips on, and is made from a lightweight woven material with stretch in the waist.

    Style Number/Barcode: 06301-0017

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Satin Flare Leopard Midi Skirt

    Everyone needs a little leopard print in their life! Featuring an elastic high waist line, a hidden zipper at the hip and and a trendy spotted print. This satin-like material offers a relaxed fit. The skirt flares at the hem for extra flow. Pair with your favorite sneakers or strappy heels!

    Model is 5'8.5" with 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0039

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Cuteness High-Rise Cargo Faux Leather Mini Skort

    This cute and edgy faux leather mini skort features a flattering high-rise waist, form-hugging fit, and cargo side pockets that give this skort a functional flair. 

    Fit & Features

    • Faux leather material, stretchy knit shorts lining
    • High-rise waist
    • Side flap pockets
    • Front snap-button and hidden zipper closure
    • Form-hugging mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-0558

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Midi Ground Satin Skirt
    A little slinky and totally sophisticated, this satin midi makes goes for gorgeous in dusky pink. Skirt features a flattering A-line silhouette and an elasticized waist. Skirt is unlined and made from a soft, mid-weight fabric with little to no stretch.

    Style Number/Barcode: 06401-0028

    Category Name: Skirts & Skorts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Sleek Mini Skirt

    Zip up in this sleek faux leather mini skirt to create a head turning look! 

    Fit & Features

    • High Waist
    • Off Center Zipper Closure 
    • Lined Faux Leather
    • Curve Hugging Fit
    • Slight Stretch 

    Red: Model is 5'9" with a 32" bust, a 24" waist, and 34.5" hips. She is wearing a size small.

    TAN: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0094

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not Incognito Mini Skirt

    Make them stand at attention when you don this adorable mini! Skirt features double front flap pockets, a snap-button front, buttons, and an A-line silhouette. Skirt is made from mid-weight cotton and offers modest stretch throughout.

    Style Number/Barcode: 06301-0005

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beauty In Crochet Skirt
    Hey beauty, stun in this effortlessly pretty crochet skirt on your next vacay! It features a high rise elastic banded waist, a tie front, O-ring accents down the side and along the bottom, and long fringe hem details. The skirt is composed of a sheer crochet fabric that offers moderate stretch and a form hugging style. 

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0042

    Category Name: Skirts & Skorts

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Real Mini Skirt
    How do you upgrade a classic? Details, details, details! This faux leather mini features pockets at either hip, a seamed zip back, and an of-the-moment curved hem. Skirt is made from a PU-blend material with plenty of stretch.

    Style Number/Barcode: 06401-0023

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Belted Denim Wrap Mini Skirt

    This denim mini skirt features a high-rise waist with an edgy-chic belted design, a wrap-front silhouette creating a short slit, and a form-hugging fit to show off your curves. The cotton-blend denim fabric offers moderate stretch.

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • High-rise waist, wide belted design, rectangular buckle
    • Wrap-front silhouette, hidden button closure
    • Zippered faux pocket
    • Short front slit, mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0220

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamorous Girl Mini Skirt

    Shop Matching Top: Glamorous Girl Crop Top

    You're a total glam girl at heart, so this sequin adorned mini skirt is a perfect match. It features a high rise waist, a back zipper and hook and eye closure, and a short, form hugging fit. The mesh fabric includes a front and back knit lining and offers moderate stretch. Complete your glitzy look with the matching crop top!

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

    Style Number/Barcode: 06401-0053

    Category Name: Skirts & Skorts

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crazy For Camo Mini Skirt

    We are loving camo this season! Spice up your wardrobe! The skirt is high waisted and features two pockets in the front as well as two pockets in the back. A frontal zipper closure at the center, and an all over camouflage print. The hem of the skirt hits above mid thigh and is composed of a twill material that is form fitting and offers moderate stretch. Pair with your fav boots and kick some butt today!

    Style Number/Barcode: 06301-0003

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Be My Baby Midi Skirt
    Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0027

    Category Name: Skirts & Skorts

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made Ya Wink Mid-Rise Ruffle Mini Skirt

    This ruffle mini skirt will make everyone wink! Featuring a flattering mid-rise waist, bodycon fit, and a flirty ruffled mini-length hem with a bow tie accent for added flair. Complete the look in a crop top.

    Fit & Features

    • Knit fabric, sewn-in lining, moderate stretch
    • Mid rise waist
    • Bodycon fit
    • Ruffle mini-length hem, bow tie
    • Runs true to size

    Style Number/Barcode: 06501-1031

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set The Tone Heat Stone Mini Skirt

    Shop Matching Top: Set The Tone Heat Stone Crop Top

    Set the tone for amazing style in this dazzling heat stone mini! The skirt features a high rise waist paired with a mid-thigh length, curve hugging fit. The all over intricate heat stone pattern will for sure make a statement. Complete your look with the matching crop top!

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0068

    Category Name: Skirts & Skorts

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple Pleasures Midi Pencil Skirt
    Slow down and enjoy the evening in this simply irresistible skirt. It features an elastic waistband, a midi length, and a pencil silhouette. Don't forget the matching top to complete your simply stunning look!

    Model is 5'8" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0038

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romantically Ruched Mini Skirt
    Flatter those curves, babe! This skirt is fully lined and showcases an elegant ruched design. Skirt hits mid thigh, and is composed of a knit fabric that offers moderate stretch. Don't forget the matching top to complete your look!

    Style Number/Barcode: 06501-0037

    Category Name: Skirts & Skorts

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Now Mini Skirt

    Stuntin' on em! Catch more than a few stares in this embellished mini skirt. This piece features a high-rise, elasticized waist for a feminine fit. Sequins are threaded throughout for an all over glamorous look. Skirt is made of a lightweight knit fabric with full lining. 

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

    Style Number/Barcode: 06401-0033

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy And Pleated Skirt

    Take it from day to night in this preppy piece this Halloween to create a A+ costume! It is high waisted and includes a zipper at the back. The hem hits mid thigh, and offers a pleated design that shows a little pep with your step. Skirt is composed of a fleece like material that is thick, soft, and offers minimal stretch. Go for that extra credit with the matching accessories to complete your preppy costume! 

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

    Style Number/Barcode: 06401-0035

    Category Name: Skirts & Skorts

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It-Girl Attitude Drop Waist Pleated Skort

    Show off an it-girl attitude in this woven skort featuring a high-rise fit with a chic belt, a trendy drop waist design, and a mini-length pleated A-line overlay with fitted shorts for coverage. Pair with a cropped cardigan and sneakers!

    Fit & Features

    • Heathered woven fabric, minimal stretch
    • High-rise fit with belt
    • Side zipper with hook-eye closure
    • Drop waist design
    • Mini-length pleated A-line overlay, fitted shorts
    • Skort in size small has a 7" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0711

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Babe Metallic Mini Skirt

    This mini skirt is so fun and flirty, and you'll be a major babe wearing it! It features a high rise waist and a curve-hugging fit with a hem that hits mid-thigh. Pair with some chic boots and dazzling earrings for a trendy night-out look.

    Shop Matching Top: Major Babe Spaghetti Strap Crop Top

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Short, form-hugging fit
    • Foiled metallic fabric
    • Fully lined
    • Moderate stretch


    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0043

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cosmic Cutie Mini Skirt

    Get a stunning out of this world look with this pearlescent mini skirt! It features a high rise elastic banded waist paired with a short, form hugging fit. Skirt is composed of a lined irridescent knit fabric with plenty of form-fitting stretch. Complete your cosmic cutie look with the matching crop top and accessories. 

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0040

    Category Name: Skirts & Skorts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale