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.

  • Tropical Vibes High Slit Wrap Maxi Skirt

    Give off major tropical vibes whether you're jet-setting to a dreamy oasis or headed to a weekend getaway in this printed maxi skirt! The stretchy knit fabric showcases a bold contrasting tropical print for a stylish allure, and includes a built-in knit brief for coverage. The skirt features a high-rise elasticized waist, a wrap-front design creating a sultry high slit, and a flowy A-line fit on the maxi-length silhouette. Pair with a basic tank top and strappy sandals. 

    Fit & Features

    • Stretchy knit fabric, built-in knit brief
    • Tropical print
    • High-rise elasticized waist
    • Wrap-front design, high slit
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06501-0966

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Gingham Print Mini Skort

    Embrace a sweet style in this gingham print mini skort for cute and casual everyday looks! The gingham print on the stretchy woven fabric will give your 'fits that adorable vibe. The skort features a high waist, a mini-length overlay with a side slit for a trendy touch, and fitted shorts. Pair with a basic bodysuit and sandals.

    Fit & Features

    • Gingham printed woven fabric, moderate stretch
    • High waist
    • Front mini-length overlay
    • Side slit
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-0388

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacation Queen High-Rise Slit Tropical Maxi Skirt

    Unleash your inner vacation queen with this tropical maxi skirt! Made from stretchy knit fabric, this skirt is perfect for any tropical adventure with its eye-catching palm print. Its high-rise waist and flowy silhouette will flatter your figure, while the high front slit adds a touch of sass. Complete the look with sandals.

    Fit & Features

    • Tropical palm print, stretchy knit fabric, bikini brief lining
    • High rise waist
    • High front slit
    • Flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06501-0967

    Category Name: Skirts & Skorts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Perfection Gingham Twill Skater Skort

    Style up a look of preppy perfection with this gingham twill skater skort! This structured skort is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a high-rise waist with a trendy belted design, a short pleated overlay with a skater silhouette, and fitted shorts. Pair with the matching cropped blazer for a seamlessly fab look!

    Shop Matching Jacket: Preppy Perfection Gingham Twill Cropped Blazer

    Fit & Features

    • Fine twill fabric, no stretch
    • Gingham pattern
    • High-rise belted waist, side zipper closure
    • Short pleated overlay with skater silhouette
    • Fitted shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0389

    Category Name: Skirts & Skorts

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Born To Be Coveted Mid-Rise Lace-Up Denim Skort

    A coveted summer style starts with this mid-rise denim skort perfect for casual plans! Made from denim fabric, this skort is perfect for showing off your legs in a flirty mini-length hem. Its mid-rise waist and form-hugging fit will accentuate your curves, while the playful skirt overlay with lace-up detailing and a slit adds a touch of edginess. Complete the look in a flirty crop top and sneakers.

    Fit & Features

    • Denim medium wash fabric, no stretch
    • Mid-rise waist
    • Back zipper hook-eye closure
    • Lace-up, slit accent
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0379

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Delight Faux Wrap Linen Skort

    Add this delightfully cute linen skort to your sunny weather wardrobe! The high-rise waist and form-hugging fit accentuate your curves while the faux wrap front skirt overlay adds a touch of trendiness to the short-length hem. Complete the look in an off-the-shoulder top and wedges!

    Fit & Features

    • Linen fabric, sewn-in knit lining, slight stretch
    • High rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-0253

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sultry Bodycon Ruffle Mini Skirt

    Sleek and sultry, this bodycon ruffled mini skirt makes the perfect instant outfit with the matching top! 

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • High-rise waist
    • Side ruched seams
    • Bodycon silhouette
    • Ruffled mini-length hem
    • Runs true to size

     

    Shop The Matching Top: Sleek And Sultry Tie Front Crop Top

    Style Number/Barcode: 06501-000045

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Pursuit High Rise Tweed Mini Skirt

    You'll impress in this posh tweed skirt everywhere you go! Featuring a high-rise waist and hidden back zipper and hook-eye closure for a sleek silhouette, this skirt also boasts a bodycon fit and a front slit accent for a polished look. The mini-length hem adds a touch of modern edge to this timeless piece. Complete the look with the matching blazer!

    Shop Matching Blazer: Posh Pursuit Long Sleeve Tweed Crop Blazer

    Fit & Features

    • Tweed fabric lined with woven fabric
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0640

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Thing High Rise Zebra Print Skort

    Get wild for this zebra print skort and flaunt your fierceness! Featuring a high-rise waist and form-hugging fit, a front skirt overlay adds a touch of flirty fun, while the short lining offers comfort and coverage. Complete the look with the matching top.

    Shop Matching Top: Wild Thing Corset Zebra Print Top

    Fit & Features

    • Zebra print, woven fabric, no stretch
    • High rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-0252

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Charm High Rise Eyelet Lace Mini Skirt

    Charm comes effortlessly in this eyelet lace mini skirt for a patio date, brunch, or bridal shower! The high-rise waist and bodycon fit flatter your figure, while the front slit adds a hint of allure. Made with eyelet lace fabric, this mini skirt is perfect for your upcoming occasions! Complete the look with the matching top.

    Shop Matching Top: Effortless Charm Lace Up Eyelet Lace Corset Top

    Fit & Features

    • Eyelet lace fabric, woven lining, no stretch
    • High rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06301-0184

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With A View High Rise Floral Mini Skirt

    Take in your beauty in this floral mini skirt on vacation! Designed with a stretchy sheer mesh fabric with a lining, the delicate floral bloom print will bring out a touch of chic to any outfit. Featuring a high-rise elasticized waist, flattering side ruching to accentuate your curves on the bodycon fit, and a mini-length hem, this skirt is perfect for any getaway. Complete the look with the matching crop top!

    Shop Matching Top: Bloom With A View V-Neck Floral Crop Top

    Fit & Features

    • Stretchy sheer mesh fabric, sewn-in knit lining
    • Floral bloom print
    • High-rise elasticized waist
    • Bodycon fit
    • Ruched side seams
    • Runs true to size

    Style Number/Barcode: 06501-0965

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Bodycon Rhinestone Mini Skirt

    Sparkle like a gem in this rhinestone mini skirt for a diva-dazzle on your next night out! This sexy skirt boasts a flattering high-rise waist, a bodycon fit to flaunt your curves, and a mini-length hem. Complete the look with the matching top and knee-high boots. 

    Shop Matching Top: She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Fit & Features

    • Rhinestone embellished mesh fabric
    • Bikini panty lining with snap-button closures
    • Bodycon fit
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06501-0964

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl High-Rise Slit Denim Skort

    The perfect denim skort for a trendy girl like you to dress up! This high-rise waist skort features a flattering bodycon fit and dual front slits for added style. The skirt overlay with shorts lining provides comfort and coverage while the mini-length adds a touch of playful charm. Complete the look in a corset top to make a statement!

    Fit & Features

    • Denim fabric, minimal stretch
    • High-rise waist, back zipper closure
    • Bodycon fit
    • Dual front slits
    • Skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-0398

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Attention Please High-Rise Cargo Mini Skirt

    Functional fashion meets a flattering silhouette with this cargo mini skirt perfect for hangs! Featuring a high-rise waist and bodycon fit, this skirt accentuates your curves. The side flap pockets and faux back pockets add a touch of utility-chic style to the twill woven fabric. Complete the look in a short sleeve tee and sneakers.

    Fit & Features

    • Twill woven fabric, no stretch
    • High rise waist
    • Front button and hidden zipper closure
    • Side flap pockets, faux back pockets
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06301-0183

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Era High-Rise Faux Wrap Cargo Denim Skort

    Top every "best-dressed" list in this cargo denim skort as you enter your trendsetting era! Featuring a high-rise waist with an adjustable D-ring belt, a faux wrap front with a cargo pocket, and a form-hugging fit, this mini skort combines style and function effortlessly! Complete the look with a graphic tee and shoulder purse!

    Fit & Features

    • Non-stretch denim fabric
    • High-rise waist with adjustable D-ring belt
    • Front hidden zipper and button closure
    • Cargo pocket
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06603-0373

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Up Faux Leather Mini Skort

    This isn’t just a skort—it’s a mood. The faux leather finish and statement belt bring instant edge, making it your go-to for concerts or parties!

    Fit & Features

    • Faux leather fabric
    • Low-rise belted waist
    • Form-hugging fit
    • Mini-length front skirt overlay, shorts bottoms
    • Runs true to size

    Style Number/Barcode: 06403-000044

    Category Name: Skirts & Skorts

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L

    Product Badge:
    • Sale
  • Always A Classic Mid-Rise Denim Mini Skirt

    You'll always be a classic babe in this mid-rise denim mini skirt perfect for any plans!  Its form-hugging fit will show off your curves, while the mini-length hem gives a flirty touch. Complete the look in a crop tee and sneakers!

    Fit & Features

    • Medium wash denim fabric, no stretch
    • Mid-rise waist
    • Extended button closures tab, hidden zipper closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0198

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Darling High Waist Mesh Mini Skirt

    Your allure will be effortless in this darling mini skirt! Featuring a flattering high waist and bodycon silhouette, this mini-length skirt is perfect for making a statement. The stylish marble print and lightweight mesh fabric add an extra touch of elegance. Pair with the matching top for a fabulous look!

    Shop Matching Top: Effortless Darling Off-The-Shoulder Mesh Crop Top

    Fit & Features

    • Marble print, mesh fabric lined with knit
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0963

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style Icon Plaid Mini Skort

    This adorable plaid mini skort is a perf pick for a classic style icon like you. Designed with a chic all-over plaid print pattern, this skort features a high-rise waist, a mini-length asymmetric overlay with a side slit, and fitted shorts. The woven fabric has minimal stretch. Complete your look with a cropped sweater and knee-high boots!

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Mini-length asymmetric overlay, side slit
    • Fitted shorts
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0377

    Category Name: Skirts & Skorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Major Wrap-Front Faux Leather Skort

    Create a sleek going-out look that is so major with this wrap-front faux leather skort! Designed with a smooth faux leather fabric, this edgy-chic skort features a fitted high waist for a snatched silhouette. The faux wrap-front overlay has a trendy cargo-style pocket and an asymmetric hem over fitted shorts. Complete the 'fit with a crop top and strappy mules.

    Fit & Features

    • Faux leather fabric, no stretch
    • High waist
    • Back zipper closure
    • Faux wrap-front overlay with asymmetric hem
    • Side cargo flap pocket
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-0378

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Out For The Night High Rise Mesh Mini Skirt

    Get ready to turn heads in this high-rise mesh mini skirt! With its high-rise waist and bodycon fit, this skirt will accentuate your curves and give you a confident, daring look. The mini-length hem and texture mesh-lined fabric add a touch of edginess to your outfit. Complete the look with the matching top. 

    Shop Matching Top: Out For The Night Strapless Strappy Crop Top

    Fit & Features

    • Texture mesh lined fabric, moderate stretch
    • High rise waist
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-0961

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Bold High Waist Abstract Mesh Mini Skirt

    Create an iconic festival 'fit with this bold abstract mesh mini skirt! Designed with a stretchy sheer mesh fabric, this skirt is accented with an eye-catching abstract print that will spark up all the compliments. It features a high waist paired with a mini-length hem, flaunting your curves with the bodycon silhouette. Style with the matching crop top and a pair of combat boots!

    Shop Matching Top: So Bold Long Sleeve Abstract Mesh Crop Top

    Fit & Features

    • Stretchy sheer mesh fabric, sewn-in knit lining
    • Abstract print
    • High-rise elasticized waist
    • Mini-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-0959

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Painted In Beauty High Rise Abstract Mini Skirt

    Paint yourself in this beautiful one-of-a-kind mini skirt! Featuring a flattering high-rise waist, adjustable side ruched drawstrings so you customize the style, and a bodycon fit. The mini-length hem and abstract print add a touch of unique style, while the mesh fabric adds a trendy touch. Complete the look with the matching top. 

    Shop Matching Top: Painted In Beauty Strapless Abstract Bustier

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Abstract print
    • High-rise waist
    • Adjustable side ruched drawstrings
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0960

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Snake Print Faux Leather Midi Skirt

    Showcase your sultry side in this figure-flaunting faux leather midi skirt! Designed with a sleek embossed snake print on the faux leather fabric, this skirt brings the chic allure. The mid-length skirt features a high waist with a back zipper closure, a high-cut back slit accent for a sexy detail, and a form-hugging fit to create that snatched silhouette. Complete your going-out look with the matching bustier and a pair of strappy stilettos!

    Shop Matching Top: Sultry Snake Print Faux Leather Bustier Top

    Fit & Features

    • Embossed snake print faux leather fabric, minimal stretch
    • High waist
    • Form-hugging fit
    • Back zipper with hook and eye closure
    • High-cut back slit
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0962

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale