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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.

  • Silky Chic High-Rise Satin Mini Skort

    Hit the scene in this high-rise satin mini skort. With a form-hugging fit and adjustable waist belt, it's your go-to for effortless style and confidence.

    Fit & Features

    • Silky satin woven fabric, shorts lining
    • High-rise waist
    • Adjustable waist belt
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-1087

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Occasion Satin Cargo Mini Skirt

    The perfect stylish satin mini skirt for any occasion! Crafted on silky stretch satin, this skirt features a flattering high-rise waist, a form-hugging fit, dual side flap pockets, and a mini-length hem. Complete the look with a sleek moto jacket and boots! 

    Fit & Features

    • High-rise waist
    • Front hidden zipper and hook closure
    • Form-hugging fit
    • Dual side flap pockets. mini-length hem
    • Silky stretch satin-lined fabric
    • Stretchy knit shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0438

    Category Name: Skirts & Skorts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Simplicity Bodycon Maxi Skirt

    No frills, no fuss—just pure silhouette. The smooth look, bodycon fit, and maxi hem give you an effortlessly pulled-together look that’s timeless yet modern. Pair with the matching top.

    Shop The Matching Top: Bold Simplicity Crop Tank Top

    Fit & Features

    • Double-lined slinky knit stretchy fabric
    • Mid-rise waist
    • Side ruched seams
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000076

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • All The Glitz Beaded Fringe Mini Skirt

    Bring all the glitzy vibes to your night-out look with this fab fringe mini skirt! It features a high-rise waist, a short, asymmetric-cut hem with a cascading beaded fringe design, and a curve-hugging silhouette. The ponte knit fabric offers a moderate stretch. Style with a corset top and heels.

    Fit & Features

    • High-rise waist, elastic band
    • Mini-length, asymmetric-cut hem
    • Beaded fringe design
    • Fitted bodycon silhouette
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0707

    Category Name: Skirts & Skorts

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Moves Sequin Snake Print Mini Skirt

    Turn heads in this sequin snake print mini skirt. With its high-rise waist and form-hugging fit, this skirt is your go-to for fierce vibes and unforgettable nights.

    Fit & Features

    • Snake print woven fabric
    • All-over clear sequin embroidery
    • High-rise waist
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0715

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Edge Lace-Up Faux Leather Skort

    Sleek with a sultry edge, this faux leather skort features a mini-length overlay accented with a side lace-up design and a chic slit. Style with a crop top and booties for a cool concert vibe.

    Fit & Features

    • Faux leather fabric, moderate stretch
    • High-rise waist
    • Mini-length overlay, side lattice design with slit
    • Back zipper with hook-eye closure
    • Fitted shorts
    • Skort in size small has an 11" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0514

    Category Name: Skirts & Skorts

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Match Point Mid-Rise Denim Skort

    This denim skort keeps it casual-cool with contrast stitching and a form-hugging fit—perfect for everyday styling or weekend plans.

    Shop The Matching Jacket: Match Point Oversized Denim Jacket

    Fit & Features

    • Denim fabric, no stretch, shorts lining
    • Mid-rise waist
    • Form-hugging fit
    • Four-pocket styling, belt loop accents
    • Front button closure
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06603-000097

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Bold Aesthetic Coated Faux Leather Mini Skirt

    Bring out your bold style in this high-waisted coated faux leather mini skirt accented with a traditional five-pocket design and a single button with front zipper closure. Pair the form-hugging skirt with a fitted halter top. 

    Fit & Features

    • Coated faux leather fabric, moderate stretch
    • High-rise waist
    • Five-pocket design, faux front pockets
    • Single button with front zipper closure
    • Mini-length curve-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0690

    Category Name: Skirts & Skorts

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Allure Drop Waist Bubble Hem Woven Skort

    The woven skort features a trendy drop waist silhouette with an elastic bubble hem for that adorable flared-out look layered over knit shorts. Style with a corset top and strappy mules to give off a darling allure.

    Fit & Features

    • Structured woven fabric with stretchy knit lining
    • Drop waist silhouette
    • Side zipper with hook-eye closure
    • Elastic bubble hem
    • Knit shorts lining
    • Skort in size small has an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0579

    Category Name: Skirts & Skorts

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Totally Fab Belted Plaid Pleated Micro Skort

    A fab plaid pleated micro mini skort that'll give your outfit a preppy look. Pair with a cardigan and boots.

    Fit & Features

    • Woven knit fabrication
    • Belted waist accent
    • Pleated mini skirt overlay
    • Hidden shorts
    • Plaid 
    • Skort in size small has a 6" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0560

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Moves Faux Leather Skort

    This faux leather skort brings a sleek edge with its clean silhouette and subtle side slits. Pair it with a sweater or oversized blazer for a look that’s equal parts flirty and polished.

    Fit & Features

    • Coated faux leather fabric
    • High-rise waist
    • Form-hugging fit
    • Front slit
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000059

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Contemporary Chic Flocked Denim Mini Skirt

    Shop Matching Jacket: Contemporary Chic Cropped Flocked Denim Jacket

    Fit & Features

    • Flocked velvet denim fabrication
    • High-rise waist
    • Single-button with hidden zipper closure
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-0228

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Leopard Print Satin Mini Skirt

    Flirt up the night in this leopard print satin mini skirt featuring a high-rise waist paired with a short A-line silhouette for an adorable look. Style with a crop top and knee-high boots!

    Fit & Features

    • Leopard-printed satin woven fabric, woven lining, no stretch
    • High-rise waist, mini bow detail
    • Side zipper with hook-eye closure
    • Mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0698

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Does It High Rise Midi Skirt

    Fit & Features

    • Metallic knit fabric
    • High-rise waist
    • Side slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Shop The Matching Top: Sultry Does It Halter Neck Crop Top

    Style Number/Barcode: 06501-1108

    Category Name: Skirts & Skorts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Affair High-Slit Glitter Midi Skirt

    Elevate your look with this high-slit glitter midi skirt. This high-rise stunner features a dazzling knit and a daring asymmetrical slit for a night to remember.

    Shop Matching Top: Glitzy Affair Cowl Neck Glitter Crop Top

    Fit & Features

    • Lined glitter knit fabrication
    • High-rise waist
    • High asymmetrical side-slit 
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 06501-1106

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimmer Rush Sequin Mini Skort

    Turn the lights up—this sequin mini skort brings all the sparkle with a bold, curve-hugging fit. Perfect for parties, dance floors, or any night that calls for a little extra shine.

    Fit & Features

    • Sequin-embellished
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-000072

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Feeling Daring Texture Knit Mini Skirt

    Feel daringly stylish with this mini skirt! This ultra-trendy skirt features a high-rise waist, a bodycon silhouette, and a flirty mini-length hem on texture knit fabric. Dare to stand out and shop the matching top to complete the look!

    Shop Matching Top: Feeling Daring Texture Knit Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Texture knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06501-0949

    Category Name: Skirts & Skorts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Aura Flocked Floral Mesh Maxi Skirt

    Shop Matching Top: Romantic Aura Flocked Floral Mesh Bustier Top

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Flocked velvet floral pattern
    • High-rise waist, dainty lace trim
    • Maxi-length mermaid silhouette, lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 06501-1103

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Twirl Pleated Ponte Skater Skirt

    Fit & Features

    • Ponte knit fabric with moderate stretch
    • High-rise elasticized waist
    • Pleating
    • Mini-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1104

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shake It Up Fringe Maxi Skirt

    Shake and shimmy at concerts and festivals in this showstopping fringe maxi skirt with your fave cowboy boots!

    Fit & Features

    • Faux suede fabric
    • High-rise waist, back zipper and hook-eye closure
    • Fringe silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06401-000005

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK, TAN

    Available Size: XS, S, M, L

  • In For A Ride Denim Mini Skort

    A denim mini skort that'll be a fast fave for adventures and any weekend plans!

    Fit & Features

    • Denim fabric
    • High-rise waist, front three-button and zipper closures
    • Bodycon fit
    • Mini-length hem
    • Stretchy knit shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-0591

    Category Name: Skirts & Skorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Allure Them All Satin Mini Skirt

    Allure them all with your chic style in this satin mini skirt. It features a high-rise waist, a stylish side slit, an all-over leopard print embossed design, and a short, curve-hugging fit. Pair this skirt with strappy heels.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Side slit
    • Leopard print embossed design
    • Mini-length, form-fitting silhouette
    • Woven satin fabric
    • Runs true to size

    Style Number/Barcode: 06401-0415

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Charm Faux Leather Bubble Mini Skirt

    Charm your way through any room in this faux leather bubble mini skirt and embrace that femme energy! Pair the skirt with a printed crop top.

    Fit & Features

    • Faux leather fabrication, sewn-in knit lining
    • Drop-waist silhouette
    • Elastic bubble hem
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06501-1102

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Pleated Goals Mini Skirt

    Fit & Features

    • Knit fabrication
    • Ribbed high-rise waist with drawstring accent
    • Pleated
    • Mini skirt hem
    • Runs true to size

    Style Number/Barcode: 06501-1101

    Category Name: Skirts & Skorts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free