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.

  • Total Slay Ruched Slit Knit Midi Skirt

    This trendy ruched slit midi skirt will make your sultry going-out look a total slay! Designed with a stretchy slinky knit fabric for comfortable wear, this mid-length skirt features a high elasticized waist and a bodycon silhouette to flaunt your curves. The ruched side seam leads to a chic thigh-high slit to showcase some leg. Style with a corset top and clear heels for drinks with the girls!

    Fit & Features

    • Stretchy slinky knit fabric
    • High elasticized waist
    • Mid-length hem
    • Bodycon fit
    • Ruched side seam
    • Thigh-high side slit
    • Runs true to size

    Style Number/Barcode: 06501-0977

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Flirt Wrap-Front Faux Leather Skater Skort

    You'll look so chic and flirty in this sleek faux leather skater skort! Designed with smooth faux leather fabric for an edgy vibe, the skort features a fitted high waist with a mini-length overlay with the cutest skater silhouette over fitted shorts. The faux wrap-front design adds a stylish flair. Complete your outfit with a lace top for a sweet and sultry look!

    Fit & Features

    • Faux leather fabric, moderate stretch
    • High waist
    • Mini-length overlay with fitted shorts
    • Faux wrap-front design
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1116

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rattle Me Up Snake Print Slit Midi Skirt

    This snake print midi skirt will rattle you up with its fierce style! Boasting a high-rise waist and bodycon silhouette, this mid-length skirt flatters your figure while the front ruched seam and slit add a touch of edgy sophistication. Complete the look with a cool moto jacket for dinner and drinks in the city!

    Fit & Features

    • Snake print, stretchy knit fabric
    • High-rise waist
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0976

    Category Name: Skirts & Skorts

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Soft With Spice Mid-Rise Denim Mini Skirt

    Cute from every angle, this mid-rise mini hugs tight in all the right places. Pair with a tube top or baby tee for any plans.

    Fit & Features

    • Light wash denim fabric
    • Mid-rise waist
    • Bodycon silhouette, mini-length hem
    • Front button closure, belt loop accents
    • Four-pocket styling, side strap accent
    • Runs true to size

    Style Number/Barcode: 06601-000013

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: M, L

  • Tropical Day Dream High-Rise Wrap Mini Skirt

    Look like a tropical day dream in this mini skirt while on vacation! The high-rise elasticized waistband ensures a comfortable fit, while the bodycon silhouette, wrap front design and vibrant tropical print add a touch of paradise to your outfit. Complete the look with the matching top and pants.

    Shop Matching Top: Tropical Day Dream Tie-Front Crop Top
    Shop Matching Pants: Tropical Day Dream High-Rise Wide Leg Pants

    Fit & Features

    • Tropical print, stretchy knit fabric lined with knit
    • High-rise elasticized waistband
    • Bodycon silhouette
    • Wrap front design
    • Mini-length
    • Runs true to size

    Style Number/Barcode: 06501-0978

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set And Match Pleated Tennis Skort

    Win the sporty style game in this pleated tennis skort, whether on or off the court! The elasticized high-rise waistband offers a comfortable fit while the pleated A-line silhouette adds a touch of style. With workout shorts lining and pockets, you'll be ready to conquer anything! Complete the look in a basic crop top and tennis shoes.

    Fit & Features

    • Woven fabric
    • Workout shorts lining with pockets
    • High-rise elasticized waistband
    • Pleated A-line silhouette
    • Mini-length 
    • Runs true to size

    Style Number/Barcode: 06403-0414

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shake It Out Rhinestone Fringe Faux Suede Skort

    Shake out your dance moves in this faux suede skort at the country bar or concert! Designed with sparkling rhinestone embellished fringe, this skort is dazzling everywhere you go. It features a flattering high-rise waist, wrap front skirt overlay, a form-hugging fit, and shorts lining for coverage. Complete the look in a crop top and cowboy boots!

    Fit & Features

    • Faux suede fabric, minimal stretch
    • High-rise waist
    • Rhinestone embellished fringe
    • Form-hugging fit
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0416

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Day Darling High Rise Lace Mini Skirt

    You'll be darling all day in this lace mini skirt at parties and brunch! Made of soft knit floral lace fabric, it's both stylish and comfortable.  It features a high-rise waist, adjustable drawstring, and a bodycon silhouette for a flattering fit. Complete the look with the matching crop top.

    Shop Matching Top: All Day Darling Sleeveless Lace Crop Top

    Fit & Features

    • Floral lace knit fabric, sewn-in lining, moderate stretch
    • High-rise waist
    • Bodycon fit
    • Adjustable drawstring
    • Runs true to size

    Style Number/Barcode: 06501-0973

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drawn To You Marble Print Woven Midi Skirt

    Draw them in with your trendy allure in this marble print woven midi skirt! Designed with an eye-catching marble swirl print on lightweight woven fabric, this skirt is perfect for a weekend getaway. It features a high waist with a knotted side design, a wrap-front design creating a stylish front slit, and a relaxed fit on the mid-length silhouette. Complete your look with a tank top and ankle booties.

    Fit & Features

    • Woven fabric
    • Marble swirl print
    • High waist, knotted side design
    • Back zipper closure
    • Wrap-front silhouette, slit
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06301-0185

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be The Moment Faux Leather High-Rise Maxi Skirt

    Be the moment in this faux leather maxi skirt essential for every fashionista! The skirt features a flattering high-rise waist, a form-hugging silhouette, and a flirty center back slit for movement. Complete the look with pointed-toe boots for a chic style!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Center back slit
    • Maxi-length hem
    • Faux leather fabric, sewn-in knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0644

    Category Name: Skirts & Skorts

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Look Faux Suede Pleated Mini Skort

    You'll always win adorable style in this faux suede mini skort! The high-rise adjustable belted waist provides a flattering fit, while the A-line pleated skirt overlay adds a touch of cuteness. With a mini-length hem and shorts lining, this faux suede skort offers the perfect style for any plans! Complete the look in a basic tee and boots.

    Fit & Features

    • High-rise, adjustable belted waist
    • Hidden side zipper and hook-eye closure
    • A-line pleated skirt overlay
    • Mini-length hem
    • Faux suede fabric, woven shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1112

    Category Name: Skirts & Skorts

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Go Girl Faux Leather A-Line Midi Skirt

    For the girl on the go, look sleek and classy in this faux leather midi skirt everywhere! The midi-length skirt features a high-rise belted waist, belt loop accents, a front button-down design, and a flattering A-line silhouette. Complete the look in a faux leather jacket and booties for a chic style!

    Fit & Features

    • High-rise belted waist
    • Belt loop accents
    • Front button-down design
    • A-line silhouette
    • Midi-length hem
    • Faux leather fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0643

    Category Name: Skirts & Skorts

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off Duty Cool Denim Mini Skort

    Low-key chill meets high-key cute. This denim mini skort brings the perfect mix of playful pleats and practical hidden shorts—made for weekend brunches and wherever the day takes you.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Drop waist design, buckle strap accent
    • Mini-length pleated overlay, side slit
    • A-line fit
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000045

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Bae High-Rise Faux Leather Midi Skirt

    With this faux leather midi skirt, you'll be looking like bae! Designed from a sleek lightweight faux leather fabric, this midi-length skirt offers a flattering high-rise waist, a front slit for movement, and a form-hugging silhouette that accentuates your curves. Complete the look in a strapless corset top and sandals for evening plans!

    Fit & Features

    • Faux leather fabric with sewn-in knit lining
    • Moderate stretch
    • High-rise waist
    • Front slit
    • Form-hugging
    • Runs true to size

    Style Number/Barcode: 06501-0971

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play Time Double Belt Woven Mini Skirt

    The perfect woven mini skirt to add a playful touch to your style! This high-rise skirt features faux leather double belt accents, creating a chic and sophisticated look, a pleated A-line skater silhouette, and a flirty mini-length hem on woven fabric. Complete the look in a basic top and chic knee-high boots for visiting downtown!

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Front faux leather double belt accents
    • Pleated A-line skater silhouette
    • Mini-length hem
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0642

    Category Name: Skirts & Skorts

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bringing The Vibe Zipper Ponte Mini Skort

    Bring the edgy vibe in this ponte mini skort to casual hangouts! The high-rise waist and bodycon fit flatter your curves, while the dual front zip-up closures add a touch of edginess. Crafted with comfortable ponte fabric, this mini-length skirt comes with shorts lining. Complete the look with a bomber jacket and your fave sneakers!

    Fit & Features

    • Ponte fabric, no stretch
    • High rise waist
    • Dual front and side zipper closures
    • Bodycon fit
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0404

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Design Faux Leather Mini Skort

    The sleek design of this faux leather mini skort will amp up your fave going-out looks! Made with a coated faux leather fabric, this trendy skort features a high waist, a front mini-length overlay with a chic double slit design to add some allure, and fitted shorts. Style with a corset top and mules for a rooftop bar!

    Fit & Features

    • Coated faux leather fabric
    • High waist
    • Front mini-length overlay
    • Double slit design
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-0396

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Look Plaid Pleated Woven Skort

    This plaid pleated woven skort will create the perfect classic look for an elevated everyday outfit! Designed with a chic plaid print on the woven fabric, the high-waist skort features a mini-length overlay with a skater silhouette for a flirty vibe over the fitted shorts. The belted front design offers a sleek trendy detail, while the hidden side zipper provides effortless styling. Pair this short skort with a basic bodysuit and knee-high boots.

    Fit & Features

    • Plaid print
    • Non-stretch woven fabric
    • High waist
    • Mini-length overlay with skater silhouette, fitted shorts
    • Belted front design with rectangular buckle and belt loops, side zipper
    • Pleating
    • Runs true to size

    Style Number/Barcode: 06403-0394

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check It Plaid Mini Skirt With Suspenders

    Check this plaid mini skirt into your weekly lineup! Featuring a mid-rise waist with suspender straps with tie closure, a bodycon silhouette, and a flirty slit along the hem. Style with a basic tee and boots for a cute complete look!

    Fit & Features

    • Mid-rise waist
    • Suspender straps with tie closure
    • Bodycon silhouette
    • Front slit, mini-length hem
    • Plaid pattern, texture knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0970

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Composure High-Rise Frayed Slit Denim Midi Skirt

    Always give off confident vibes in this high-rise denim midi skirt perfect for casual plans! The high-rise waist and hip-hugging fit accentuate your curves while the front and back frayed slits add a touch of edge. The light-wash denim and midi-length hem make this skirt perfect for any occasion. Complete the look in a graphic tee, sunnies, and cute booties.

    Fit & Features

    • Light wash denim, slight stretch
    • High-rise waist
    • Hip-hugging fit
    • High front frayed slit and back slit
    • Midi-length
    • Front button and hidden zipper closure, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06601-0199

    Category Name: Skirts & Skorts

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Plaid Babe High Rise Slit Skort

    Preppy with babe status! This plaid skort features a high-rise waist, a front skirt overlay with a slit design, and a flattering form-hugging fit and mini-length hem. Complete the look in a basic tee and denim jacket.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front skirt overlay, slit design
    • Form-hugging fit, mini-length hem
    • Shorts lining
    • Plaid pattern, texture knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06503-1108

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Snow Bunny Faux Fur Mini Skirt

    Serving cozy but make it flirty—this snow bunny mini skirt is all about playful vibes. The faux fur texture and alluring lace-up sides make it a standout pick for Halloween costume nights or party looks.

    Shop Matching Top: Cozy Cutie Snow Bunny Faux Fur Bra Top

    Fit & Features

    • Faux fur fabric with knit lining, faux leather trim, minimal stretch
    • Low-rise waist
    • Faux leather lace-up side accents
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

     

    How To Style For Spooky Season:

    Complete the vibe with the fuzzy ears headband and heels for the ultimate snow bunny moment.

    Style Number/Barcode: 06401-000014

    Category Name: Skirts & Skorts

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Aesthetic Plaid Wrap Skort

    Create the perf chic aesthetic for everyday with this plaid wrap skort! Designed with an iconic plaid print on woven fabric, it features a high-rise waist, an asymmetric faux wrap-front design with a mini-length hem, and fitted shorts. Style with a basic crop top, a faux leather moto jacket, and ankle booties!

    Fit & Features

    • High-rise elasticized waist
    • Asymmetric faux wrap-front design, mini-length hem
    • Fitted shorts
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0393

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Downtown Meetings Pinstripe Linen Skort

    The perfect pinstripe linen skort for your meetings downtown - whether it's for business or pleasure! Featuring a high-rise waist and faux button front closures, this skort exudes chic while the faux wrap front skirt overlay and mini-length hem add a touch of modern flair. Complete the look with the matching vest.

    Shop The Matching Vest: Downtown Meetings Pinstripe Linen Vest

    Fit & Features

    • Pinstripe print, linen blend fabric lined with knit
    • High-rise waist
    • Back zipper and hook-eye closure
    • Faux wrap front skirt overlay, faux buttons
    • Mini-length
    • Runs true to size

    Style Number/Barcode: 06303-0254

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale