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.

  • Serving Moves Ruched Hanky Hem Mini Skort

    Giving flirty skirt vibes with secret short energy—obsessed. This ruched hanky hem mini skort brings the drama whether you’re brunching or beach bound.

    Fit & Features

    • Soft stretch knit fabric
    • High-rise waist with ruched detailing and adjustable ties
    • Flowy hanky hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000086

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: BROWN, BLACK

    Available Size: M, L, XS, S

  • Playfully Perfect High Rise Slit Mini Denim Skirt

    This mini denim skirt is playfully perfect for every casual social plan on your radar! With a high-rise waist and curve-enhancing seams along the bodycon silhouette, this skirt flatters your figure. Plus, the dual front slits add a flirty touch while the mini-length hem keeps things playful. Complete the look in a cute tee and sneakers.

    Fit & Features

    • Medium-wash denim fabric, no stretch
    • High-rise waist
    • Bodycon silhouette
    • Five-pocket styling, front button closure
    • Hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06601-0197

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Style Icon High Slit Denim Midi Skirt

    You're a fab style icon, so this on-trend denim midi skirt is a major need! It features a flattering high waist, a partial button-down closure at the side, a high-cut side slit to reveal some leg, and a form-fitting silhouette on the midi-length hem. Style with a crop top and sneakers.

    Fit & Features

    • Cotton-blend denim fabric, minimal stretch
    • High waist
    • Partial button-down closure
    • High side slit
    • Form-fitting
    • Runs true to size

    Style Number/Barcode: 06601-0196

    Category Name: Skirts & Skorts

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Up Buttercup Plaid Wrap Mini Skort

    This plaid mini skort gives off effortless cool-girl energy providing endless styling options! It features a flattering high-rise waist, dual-side faux leather belt buckle straps, a faux wrap overlay, a form-hugging fit, and a mini-length hem. Complete the look in a tee and knee-high boots!

    Fit & Features

    • High-rise waist
    • Side dual faux leather belt buckle straps
    • Faux wrap overlay
    • Form-hugging fit, mini-length hem
    • Shorts lining, minimal stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06403-0376

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Behavior Faux Leather Cargo Skort

    Showcase your edgy behavior in this sleek faux leather cargo skort! It features a flattering high-rise waist, trendy cargo flap pockets, and a form-hugging fit. Complete the look in a strapless corset top for a concert or bar crawl!

    Fit & Features

    • High-rise waist
    • Front snap-button and hidden zipper closure, belt loops
    • Cargo flap pockets
    • Form-hugging fit, shorts lining
    • Lined faux leather fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06403-0374

    Category Name: Skirts & Skorts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Beauty Tweed Faux Pearl Button Plaid Skort

    Envoke posh confidence in this preppy tweed plaid skort perfect for looking stylish around the office or out with the girls! Crafted with a chic plaid tweed woven fabric, this mini skort is designed with a high waist and an asymmetric front skirt overlay. Complete the look with the matching blazer.

    Shop Matching Blazer: Preppy Beauty Tweed Faux Pearl Button Plaid Blazer

    Fit & Features

    • Tweed plaid fabric lined with woven fabric
    • High waisted
    • Front skirt overlay
    • Bodycon fit, mini-length
    • Runs true to size

    Style Number/Barcode: 06403-0370

    Category Name: Skirts & Skorts

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Posh Zip Up Tweed Plaid Skort

    A tweed plaid skort is perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! The high-rise waist has side pockets for keeping your hands warm and a-line silhouette create a flattering fit, while the pleated skirt overlay adds a touch of playfulness. Crafted from tweed plaid woven fabric, this skort exudes posh style and with shorts lining, you'll stay comfortable all day long.

    Shop Matching Shacket: Sophisticated Posh Zip Up Tweed Plaid Shacket

    Fit & Features

    • Tweed plaid woven fabric lined with shorts
    • Back zipper and hook-eye closure
    • High-rise waist
    • Side pockets
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0369

    Category Name: Skirts & Skorts

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Midnight Glitz Rhinestone High Slit Maxi Skirt

    Bring the glitz and glamour as you party past midnight in this rhinestone maxi skirt! It features a high-rise waist, a maxi-length hem with an iconic thigh-high side slit, a form-hugging silhouette, and a front embellished design of gleaming mini rhinestones. The metallic lurex threading in the sweater knit fabric will give off a stunning shine. Complete your party look with the matching crop and stiletto heels.

    Shop Matching Top: Midnight Glitz Rhinestone Long Sleeve Crop Top

    Fit & Features

    • High-rise waist
    • Maxi-length hem
    • Thigh-high side slit
    • Form-hugging fit
    • Front rhinestone embellished design
    • Lurex sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0958

    Category Name: Skirts & Skorts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cadet Girlie Mid-Rise Belt Camouflage Cargo Mini Skirt

    Command attention looking like a stylish cadet in this camouflage mini skirt! The adjustable belt cinches at the waist for a flattering fit, while the bodycon style flaunts your curves. Cargo pockets add functionality to the trendy camouflage print on cotton fabric. Complete the look in lug boots.

    Fit & Features

    • Camouflage print, woven fabric, no stretch
    • Mid-rise waist, adjustable belt
    • Front button and hidden zipper closure
    • Cargo pockets
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06601-0194

    Category Name: Skirts & Skorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serenade Me Bodycon Midi Skirt

    A dreamy look awaits in this sleek bodycon midi skirt with a flattering high-rise waist and center back slit for effortless movement. Pair with the matching top to complete the look!

    Fit & Features

    • Double-lined smooth knit stretchy fabric
    • High-rise waist
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

     

    Shop The Matching Top: Serenade Me V-Neck Crop Top

    Style Number/Barcode: 06501-000008

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Trendsetting Look Belted Denim Mini Skirt

    Complement your trendsetting look in this belted denim mini skirt to turn heads! The high-rise waist with adjustable belt creates a flattering silhouette, while the front and back pockets add functionality. Made from denim fabric, this bodycon fit skirt is perfect for a stylish and on-trend look. Style with a cute tee and combat boots!

    Fit & Features

    • Denim fabric with minimal stretch
    • High-rise waist, adjustable belt
    • Front button and hidden zipper closure
    • Front and back pockets
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06601-0189

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stroll The Garden Mesh Floral Maxi Skirt

    Stroll the garden in this mesh floral maxi skirt for an ethereal allure this season! It features a flattering high-rise waist, a form-hugging silhouette, and a center back slit for movement along the maxi-length hem. Complete the look with the matching bustier for a day date or party!

    Shop Matching Top: Stroll The Garden Mesh Floral Bustier

    Fit & Features

    • High-rise waist
    • Form-hugging silhouette
    • Center back slit
    • Maxi-length hem
    • Floral garden print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06501-0953

    Category Name: Skirts & Skorts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Top Notch Cargo Twill Mini Skort

    Top-notch function and fashion! This twill mini skort lets you embody a cool and convenient style. This skort offers a flattering high-rise waist, a front skirt overlay with a cargo pocket perfect for cash or cards, and a fitted short hem so you can rock a pair of knee-high boots! Complete the look with the cargo bomber jacket for casual plans!

    Shop Matching Jacket: Top Notch Cargo Twill Crop Bomber Jacket

    Fit & Features

    • Twill woven cotton fabric
    • Cargo pocket
    • High rise waist
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06303-0248

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy And Divine Lace Mini Skirt

    Envoke a dreamy and divine allure in this lace mini skirt made to be seen on you! It features a flattering high-rise waist and bodycon silhouette with a lace trim mini-length hem for added charm. Complete the look with the matching top for a dressy night out!

    Shop Matching Top: Dreamy And Divine Lace Long Sleeve Bustier

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Lace trim mini-length hem
    • Lace fabric, sewn-in nude knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0954

    Category Name: Skirts & Skorts

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taking Flight Cargo Mini Skort

    Jet set to your next destination in this edgy-cute cargo mini skort perfect for road trips or travel! The skort is designed with a functional elasticized high-rise waist with a drawcord,  a form-hugging fit, and trendy side cargo pockets to keep your phone or lipgloss handy. Complete the look in a crop zip-up hoodie and sneakers!

    Fit & Features

    • Windbreaker nylon woven fabric
    • High-rise elasticized drawcord waist
    • Cargo side pockets
    • Form-hugging fit
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-0247

    Category Name: Skirts & Skorts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendsetting Aesthetic Belted Denim Mini Skirt

    Embark as a trendsetter in this denim mini skirt for casual plans or coffee shop hangs! The mid-rise waist with an adjustable belt provides the perfect fit, while the cargo flap pockets add a touch of utility and style. The bodycon silhouette and mini-length hem in acid-wash denim fabric give major 90s vibes. Complete the look in a tee, a cropped jacket, and lug boots for an edgy vibe!

    Fit & Features

    • Acid wash non-stretch denim fabric
    • Cargo pockets
    • Front button closures and hidden zipper closure
    • Adjustable waist belt
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06601-0186

    Category Name: Skirts & Skorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lookin' Cutesy Floral Ruffled Mini Skort

    You'll be lookin' oh-so-cutesy in this flowy mini skort with a dainty floral print pattern. The mini-length overlay features a tiered ruffled design and hidden shorts for coverage.

    Fit & Features

    • Woven fabric
    • Small floral print
    • High-rise waist, tie-front detail
    • Mini-length overlay, tiered ruffled design, A-line silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06303-000006

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Era Rhinestone Denim Mini Skirt

    Enter your edgy era with this rocker-glam rhinestone denim mini skirt! The structured denim fabric is embellished with mini rhinestones down the front for a trendy shine. The skirt features a high waist, a mini-length hem with a form-hugging fit, front pockets, and back flap pockets. Complete your look with the matching denim jacket and combat boots for a concert!

    Shop Matching Jacket: Edgy Era Rhinestone Cropped Denim Jacket

    Fit & Features

    • Non-stretch denim fabric
    • Mini rhinestone embellishments
    • High waist
    • Mini-length hem, form-hugging fit
    • Belt loops, hidden front zipper, front button closure
    • Dual front pockets, dual back flap pockets
    • Runs true to size

    Style Number/Barcode: 06601-0187

    Category Name: Skirts & Skorts

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Fab High Slit Patchwork Denim Maxi Skirt

    Amp up your fab concert outfit with this trendy high slit patchwork denim maxi skirt! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The skirt is shaped with a high waist leading to a maxi-length hem with a high-cut arched side slit on the slim-fit silhouette for an alluring vibe. Complete your 'fit with the matching bustier top!

    Shop Matching Top: Retro Fab Patchwork Denim Bustier Top

    Fit & Features

    • Denim fabric with faded patchwork design
    • High waist, front button and hidden zipper closure
    • Maxi-length hem with high arched side slit
    • Slim-fit silhouette
    • Belt loops, front button closure
    • Dual front and back pockets
    • Runs true to size

    Style Number/Barcode: 06601-0185

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous By The Second Tweed Plaid Mini Skirt

    Step out looking fabulous in this tweed plaid mini skirt perfect for a posh day out in Beverly Hills! Crafted with a high-rise waist and form-hugging silhouette, this skirt exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and flirty front slit create a flawless finish. Complete the look with the matching blazer and loafers!

    Shop Matching Long Sleeve Blazer: Fabulous By The Second Tweed Plaid Crop Blazer

    Shop Matching Short Sleeve Blazer:
    Fabulous By The Second Short Sleeve Tweed Jacket

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Front slit, mini-length hem
    • Tweed plaid fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06401-0639

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Dates Velvet Mini Skirt

    Reserve a seat at a chic restaurant wearing this floral velvet mini skirt! Made of luxurious flocked floral velvet-lined fabric, it features a high-rise waist a back zipper, and hook and eye closures for a secure fit. With a flattering bodycon silhouette and sassy short-length hem, you'll feel like a vision in this dreamy piece! Style with the matching top.

    Shop Matching Top: Floral Dates Velvet Strapless Bustier

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Flocked floral velvet fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06501-0947

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Trend Plaid Mini Skort

    Chilly temps pair perfectly with this trendy plaid mini skort! Featuring a high-rise waist, faux wrap front, a form-hugging fit, and a mini-length hem on soft woven fabric showcasing a plaid print. Style with the matching shacket to complete the look!

    Shop The Matching Shacket: Cozy Trend Plaid Crop Shacket

    Fit & Features

    • High-rise waist
    • Faux wrap front
    • Form-hugging fit, mini-length hem
    • Soft woven fabric, plaid print, shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0363

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Impression Acid-Wash Denim Wrap Skort

    Make a trendy impression and capture attention at happy hour in this denim wrap skort! Designed with an acid-wash denim fabric, this skort features a high waist with an asymmetric wrap-front overlay and fitted shorts. The button-front closures offer effortless styling, and the large cargo pockets add a cool detail. Complete the look with a short-sleeved bodysuit and clear heels.

    Fit & Features

    • Acid-wash denim fabric with minimal stretch
    • High waist
    • Asymmetric wrap-front overlay
    • Fitted shorts
    • Belt loops, dual button-front closures, hidden zipper closure
    • Dual side cargo pockets
    • Runs true to size

    Style Number/Barcode: 06603-0359

    Category Name: Skirts & Skorts

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • It-Girl Energy Studded Denim Mini Skirt

    Giving major it-girl energy with a little shine on the side. This studded mini skirt brings the edge with a structured fit and sparkle that slays at concerts or parties!

    Fit & Features

    • Studded embellishments, denim fabric, woven shorts lining
    • Mid-rise waist
    • Hidden side zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-000008

    Category Name: Skirts & Skorts

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: L