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.

  • Stay Sultry Ruched Midi Skirt

    Keep your night out look sleek and sultry with this trendy faux leather midi skirt. It features a high-rise waist, a hidden back zipper closure, front and back ruched detailing, and a mid-length, curve-hugging silhouette. Style this skirt with a cropped blouse and strappy mules.

    Fit & Features

    • High-rise waist
    • Hidden back zipper and hook and eye closure
    • Front and back ruched detailing
    • Mid-length, form-fitting silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0387

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Chic Plaid Mini Skirt

    This on-trend plaid mini skirt will give you a perfectly chic everyday look! It features a high waist, a short, form-hugging fit, and a stylish side slit. Complete the outfit with a basic long sleeve top and thigh-high boots.

    Fit & Features

    • High-rise waist, elastic band
    • Mini-length, form-fitting silhouette
    • Side slit
    • Plaid print
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0581

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Nights Ruched Mini Skirt

    This sultry mini skirt is perfect for summer nights. It features a high-rise waist, side ruched detailing, and a short, curve-hugging fit. Style with the matching crop top and chic pair of stilettos.

    Shop Matching Top: Summer Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise waist, elastic waistband
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0574

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sleek High Waist Ruched Midi Skirt

    Keep it so sleek with a midi skirt that makes a fab impression. The skirt features a high rise waist, ruching at the waist, a high side slit, and a midi length hem. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and mules.

    Fit & Features

    • High rise ruched waist
    • High side slit
    • Midi length hem
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0578

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First Look Ruched Maxi Skirt

    This skirt is a must-have for making that stunning first impression! The skirt features an elastic high rise waist, ruching throughout, a high side slit, and a maxi length hem. The skirt is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.

    Shop Matching Crop Top: First Look Lace-Up Crop Top

    Fit & Features

    • Elastic high-rise waist
    • Ruching 
    • High side slit
    • Maxi length hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0576

    Category Name: Skirts & Skorts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Get Together Tiered Maxi Skirt

    You and this maxi skirt must get together soon! Start prepping for brunch under the sun in this maxi skirt featuring a high-rise waist, tiered design, and a flowy silhouette. Complete the look in the matching top.

    Shop Matching Top: Let's Get Together Twist Crop Top

    Fit & Features

    • High-rise waist
    • Tiered design
    • Flowy silhouette
    • Pull-on/off styling
    • Gauze woven fabric
    • Runs true to size

    Style Number/Barcode: 06501-0572

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Special Moment Floral Glitter Dot Mini Skirt

    Your spotlight will shine in this floral ruffle skirt with sparkly glitter dots that'll glisten under the sun! Pair with the matching top.

    Fit & Features

    • Floral print, glitter dot, mesh-lined fabric
    • Sweetheart neckline, ruffle trim, padded bra cups
    • Adjustable spaghetti straps, lace trim
    • Lace trim fitted bodice
    • Cropped hem
    • Runs true to size

     

    Shop The Matching Top: Special Moment Floral Glitter Dot Corset Top

    Style Number/Barcode: 06401-0741

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: M, L

    Product Badge:
    • Sale
  • Luxe Illusion Ruched Mini Skirt

    You're not dreaming, this satin mini skirt is so luxe and perfect for a night out! It features a high-rise waist, front slit with ruching and tie accent. Composed of a stretch-knit fabric with a moderate stretch. Style with a glitter bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Front slit, ruching, tie accent
    • Mini-length hem
    • Smooth satin fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0570

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Guru Faux Leather Mini Skirt

    Keep it glam with a mini skirt that shows off how on-trend you are! The skirt features an elastic high rise waist, a high-side slit, an off-center ruched drawstring, and a mini-length hem. The skirt is composed of a coated faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a corset and mules. 

    Fit & Features

    • Elastic high rise waist
    • High side slit
    • Off-center ruched drawstring
    • Mini length hem
    • Lined faux leather fabric 
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0571

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cali Palms Tropical Slit Maxi Skirt

    Embrace the sunshine in this palm tropical skirt perfect for your next adventure! It features a high-rise waist, form-fitting silhouette, and a sexy front slit along the maxi-length hem. Complete your vacay look in espadrille wedges.

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Front slit
    • Maxi-length hem
    • Palm tropical print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0569

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Allure PU Envelope Mini Skirt

    This mini skirt brings the edgy allure to your night-out look! It features a high-rise waist, envelope style front, short-length hem, and a back zipper closure. Composed of PU fabric with no stretch. Style with a sultry corset and lucite heels.

    Fit & Features

    • High-rise waist
    • Envelope style front
    • Short-length hem
    • Back zipper closure
    • PU fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0385

    Category Name: Skirts & Skorts

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Ditsy Floral Mini Skirt

    Keep your everyday look darling and sweet with this adorable skirt! It features a high-rise waist, ruched detailing leading to a front slit, a short, curve-hugging fit, and an all-over ditsy floral print. Style with the matching crop top and espadrille wedges.

    Shop Matching Top: Darling Ditsy Floral Tie-Front Top

    Fit & Features

    • High-rise waist
    • Ruching
    • Front slit
    • Mini-length, form-fitting silhouette
    • Ditsy floral print
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0567

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Style Faux Leather Midi Skirt

    Showcase a sleek style with this chic faux leather midi skirt. It features a high-rise waist, a trendy zip-front, front pockets, a center front slit, and a mid-length, curve-hugging silhouette. Pair this skirt with a basic bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Zip-front
    • Front pockets
    • Center front slit
    • Mid-length, form-fitting silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0384

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Main Feed Moment Denim Mini Skort

    Classic with a modern twist, this denim mini skort brings Y2K vibes in a trending silhouette! Style with a graphic top for any casual plans.

    Fit & Features

    • Medium wash non-stretch denim, knit shorts lining
    • Mid-rise waist
    • Seam front detailing, form-hugging fit
    • Mini-length hem
    • Front button tab and hidden zipper closure
    • Three-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000025

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: S, L

  • Night-Out Ready Ruched Mini Skirt

    You'll be ready for a night-out in this sleek and stunning ruched mini skirt. It features a high-rise waist, a faux wrap design, and a short, curve-hugging silhouette. The skirt is composed of a smooth faux leather fabric. Complete the look with a chic corset top and heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Faux wrap design
    • Side ruched detailing
    • Mini-length, form-fitting silhouette
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06401-0382

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stylin' Ruched Midi Skirt

    Slay the day in this sleek and stylish midi skirt featuring a high-rise waist, ruched sides, and a curve-hugging silhouette. Composed of smooth knit fabric with a moderate stretch. Perfect for styling with a crop denim jacket.

    Fit & Features

    • High-rise waist
    • Ruched sides
    • Curve-hugging silhouette
    • Midi hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0566

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Velvet Burnout Mini Skirt

    Showcase your wild style with a skirt that creates a fierce vibe! The skirt features a high-rise waist, a leopard velvet burnout pattern, and a mini-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and mules. 

    Fit & Features

    • High rise waist
    • Leopard velvet burnout pattern
    • Mini length silhouette
    • Lined mesh fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0473

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Season Zebra Slit Maxi Skirt

    Create many wild memories! This sultry zebra maxi skirt features a high-rise waist and an eye-catching front slit to showcase some leg on the floor-length hem. Composed of lined fabric with no stretch. Style with the matching top.

    Shop The Matching Top: Wild Season Zebra Halter Top

    Fit & Features

    • High-rise waist
    • Front slit
    • Zebra pattern
    • Floor-length hem
    • Lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06501-0564

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ally High Rise Denim Mini Skirt by Windsor Denim

    A tried and true staple. The Ally High Rise Denim Mini Skirt by Windsor Denim is perfect for dressing up or down! She features edgy distressed accents and a bodycon silhouette on vintage-inspired rigid denim fabric with minimal stretch. Complete the look in a casual tee and booties for a girl's day out.

    Fit & Features

    • High-rise waist
    • Distressed accents
    • Bodycon silhouette, mini hemline
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage-inspired rigid denim, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06601-0055

    Category Name: Skirts & Skorts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Wraps Envelope Side Tie Mini Skirt

    The perfect chic wrap to add style to your look. This mini skirt features a high-rise waist, envelope side tie, composed of faux leather fabric with a moderate stretch. Complete the look with peep-toe booties.

    Fit & Features

    • High-rise waist
    • Envelope side tie
    • Mini length hem
    • Faux leather fabric, moderate stretch
    • Fits true to size 

    Style Number/Barcode: 06501-0565

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Harley Chain-Detail Denim Mini Skirt by Windsor Denim

    Amp up your denim collection with this edgy-chic mini skirt! The jean skirt by Windsor Denim features a high-rise waist, tiered chain-link details on the sides, a short, frayed hem, and a curve-hugging fit. Style this skirt with a basic bodysuit and trendy shades.

    Fit & Features

    • High-rise waist
    • Side grommets, tiered chain-link design
    • Mini-length frayed hem, form-hugging fit
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Light wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0053

    Category Name: Skirts & Skorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Sensation High Rise Maxi Skirt

    Everyone will adore your look in this floral mesh maxi skirt perfect for vacay or weekend plans! With a high-rise waist, it accentuates your figure while the bodycon fit flatters your curves, and the center back slit offers movement. Complete the look with the matching top.

    Shop The Matching Top: Floral Sensation Strapless Crop Bustier

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • High-rise waist
    • Bodycon fit
    • Center back slit
    • Maxi-length
    • Runs true to size

    Style Number/Barcode: 06501-1035

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy-Chic Faux Leather Mini Skirt

    Elevate your going-out looks with this edgy-chic faux leather mini skirt! Featuring a high waist, a mini-length hem, and a curve-hugging bodycon silhouette, this skirt will flaunt your stunning figure. Style with a mesh bodysuit or rhinestone corset top for a sexy 'fit!

    Fit & Features

    • Smooth faux leather fabric
    • Moderate stretch
    • High waist
    • Mini-length hem
    • Bodycon fit 
    • Runs true to size

    Style Number/Barcode: 06501-2988

    Category Name: Skirts & Skorts

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ally High-Rise Denim Mini Skirt by Windsor Denim

    Style up your everyday casual looks with the Ally denim mini skirt by Windsor Denim! Featuring a high-rise waist, destructed detailing, and a mini-length frayed hem, this jean skirt is a cute wardrobe staple. It is composed of a light wash denim fabric that offers a moderate stretch. Pair with your fave crop tops.

    Fit & Features

    • High-rise waist
    • Distressed accents, fitted silhouette
    • Mini-length, frayed hem
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Light wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0051

    Category Name: Skirts & Skorts

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance