Skirts & Skorts

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

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.

  • So Rare Floral Tapestry Micro Mini Skort

    Step out looking like a rare beauty in this floral micro mini skirt! This stunning skirt features a flattering low-rise waist and form-hugging silhouette and offers stretchy knit shorts lining for coverage. Made from floral tapestry jacquard woven fabric that evokes timeless charm. Complete the look with the matching top.

    Shop Matching Top: So Rare Lace-Up Floral Tapestry Corset Top

    Fit & Features

    • Floral jacquard tapestry woven fabric, stretchy shorts lining
    • Low-rise waist
    • Side zipper and hook-eye closure
    • Form-hugging silhouette
    • Micro mini-length
    • Runs true to size

    Style Number/Barcode: 06403-0446

    Category Name: Skirts & Skorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Beyond Classy High-Rise Bow Satin Maxi Skirt

    Elevate your look beyond classy in this satin maxi skirt for a bubbly-filled evening! With a flattering high-rise waist and dainty bow, this curve-hugging skirt is perfection. Complete the look in a sultry lace bustier and heels.

    Fit & Features

    • Smooth satin woven fabric, no stretch
    • High-rise waist, dainty bow
    • Side zipper and hook-eye closure
    • Curve-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0662

    Category Name: Skirts & Skorts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy And Chic Slit Ponte Mini Skirt

    Form-hugging with a hint of comfy stretch, this classy ponte mini skirt brings a chic vibe to your everyday style! The skirt boasts a sleek high-rise waist, bodycon fit, and a side slit for movement and flair. Complete the look in a chiffon blouse and pumps!

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1028

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Arrival Floral Trim Knit Mini Skirt

    Bring the flirtatious vibes when you arrive at the party in this sweet floral trim mini skirt! The stretchy knit fabric showcases a stunning sheen to catch everyone's eye. The skirt is shaped with a high-rise elasticized waist for added strap, a ruched seam with a dainty floral embroidered applique trim, and a short front slit. The bodycon fit on the mini-length silhouette will create a snatched look. Complete your fab look with the matching crop top!

    Shop Matching Top: Flirty Arrival Floral Trim Knit Crop Top

    Fit & Features

    • Stretchy knit fabric with sheen
    • High-rise elasticized waist
    • Ruched seam, floral embroidered applique trim
    • Short front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1027

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Duo Ribbed Knit Bodycon Mini Skirt

    The mini skirt features a high-rise waist with an elastic band for added stretch. The mini-length bodycon fit will show off your curves, adding a sultry flair to the look. Style with the matching crop top for a chic ensemble.

    Shop Matching Top: Chic Duo Ribbed Knit Crop Top

    Fit & Features

    • Stretchy ribbed knit fabric
    • High-rise elastic banded waist
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1025

    Category Name: Skirts & Skorts

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attitude Pleated Knit Skater Skort

    Amp up the flirtatious vibes of your everyday 'fit with this pleated skater skort! Designed with a knit fabric with moderate stretch, this adorable skort features a flattering high waist, a chic pleated panel design, and a mini-length hem with the cutest fit and flare silhouette over fitted shorts. Style with a crop top and bomber jacket!

    Fit & Features

    • Knit fabric with moderate stretch
    • High waist
    • Pleated panel design
    • Mini-length hem
    • Fit and flare silhouette
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06503-1145

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt Mode On Lace Skort

    Catch flights and crushes in this lacey mini skort. The flirty hanky hem and curve-hugging fit make it a total scene-stealer from brunch to the afterparty.

    Fit & Features

    • Stretch lace fabrication
    • High-rise waist with ruched waistband
    • Hanky-hem silhouette 
    • Mini length with hidden shorts
    • Runs true to size

    Style Number/Barcode: 06503-000083

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: BROWN, IVORY

    Available Size: S, M, L, XS

  • Let It Shine Sequin High Slit Midi Skirt

    Let your sparkling personality shine in this sequin high slit midi skirt boasting a high-rise waist, a high-cut side slit to showcase some skin, and a bodycon silhouette. Perfect for celebrations, complete the look with the matching crop top.

    Shop Matching Top: Let It Shine Sequin Sleeveless Crop Top

    Fit & Features

    • Sequin embellished pattern, sheer mesh fabric, knit lining
    • High waist
    • Back zipper hook-eye closure
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0660

    Category Name: Skirts & Skorts

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fun High-Rise Ruffle Mini Skirt

    This high-rise mini skirt is all sorts of flirty fun for your upcoming plans! Crafted from a soft brushed knit stretchy fabric, this skirt is truly one-of-a-kind. Featuring a front adjustable drawstring so you can customize the style, a flattering bodycon silhouette, and a flirty ruffled hem. Complete the look in an off-shoulder top and platform shoes.

    Fit & Features

    • Brushed knit soft stretchy fabric
    • High rise waist
    • Adjustable drawstring
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1022

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Mentality Ditsy Floral Ruffle Mini Skirt

    You'll be beyond ready for all the things spring will bring in this ditsy floral ruffle mini skirt! Crafted from a soft brushed knit fabric showcasing an adorable floral print, this skirt is truly one-of-a-kind. Featuring a high-rise waist, a front adjustable drawstring so you can customize the style, and a flirty ruffled hem on the bodycon silhouette. Complete the look in a basic top and wedges!

    Fit & Features

    • Brushed knit fabric, ditsy floral print
    • High-rise waist
    • Adjustable drawstring
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1023

    Category Name: Skirts & Skorts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Class Faux Leather Wrap Mini Skirt

    Perfect for a high-class night on the town, this faux leather mini skirt is the one you need! Featuring a high-rise waist and a chic wrap front design, this bodycon skirt is designed to accentuate your curves. Made with faux leather fabric, it adds a touch of sophistication to any outfit. Complete the look in a long sleeve bodysuit and heels!

    Fit & Features

    • Faux leather fabric, minimal stretch
    • High-rise waist
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1024

    Category Name: Skirts & Skorts

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Significant Strut Mid-Rise Bow Slit Skort

    Strut your stuff with flair in this mid-rise skort. The form-hugging fit flatters your figure, while the front skirt overlay adds playful sophistication with a slit and bow. The mini-length hem keeps you on-trend, and the shorts lining provides comfort. Complete the look in a crop top and sneakers!

    Fit & Features

    • Knit fabric, short lining, moderate stretch
    • Mid-rise waist
    • Form-hugging
    • Front skirt overlay with slit and bow
    • Back zipper closure
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1147

    Category Name: Skirts & Skorts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Exceptional Vibes Mid-Rise Ruffle Chiffon Skort

    The exceptional vibes of this chiffon skort will make you feel confident and chic all day long! The mid-rise waist and front tie with a cinched detail create a form-hugging fit that flatters your figure. And the ruffled mini-length hem adds a fun and flirty touch to your look. Style this skort with a cute short sleeve top and sneakers.

    Fit & Features

    • Chiffon fabric, shorts lining, no stretch
    • Mid-rise waist
    • Side zipper and hook-eye closure
    • Front tie with cinched detail
    • Form-hugging fit
    • Ruffled
    • Runs true to size

    Style Number/Barcode: 06403-0439

    Category Name: Skirts & Skorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Duo High-Rise Buckle Pleated Denim Mini Skirt

    The flirtiest duo around town includes you and this denim mini skirt!  Featuring a high-rise waist with buckle detailing, an a-line silhouette, and a side slit, while the pleated mini-length hem adds a touch of playfulness. Complete the look with the matching top.

    Shop Matching Top: Flirty Duo Strapless Sweetheart Denim Crop Top

    Fit & Features

    • Medium wash denim fabric, no stretch
    • High-rise waist with buckle detailing
    • Back zipper closure
    • A-Line silhouette
    • Side slit
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0205

    Category Name: Skirts & Skorts

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch The Curve High Slit Midi Skirt

    She’s giving effortless hot. This high slit curve-hugging midi skirt brings sleek movement and a snatched fit that’s all about the slow turn and stare. Perfect for rooftop nights or a content-worthy dinner 'fit.

    Shop Matching Top: Always Happy Hour Cowl Neck Crop Top

    Fit & Features

    • Double-lined slinky knit fabric, high stretch
    • High-rise elasticized waist
    • Ruching
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000063

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GREEN, BROWN

    Available Size: S, M, XS, L

    Product Badge:
    • Part of a Set
  • Girl Next Door Asymmetrical Waist Denim Midi Skirt

    Step out looking like the girl next door in this denim midi skirt - a must-have for your everyday styling and adventures! Keep trendy in the high-rise asymmetrical waist designed to flatter your waistline while the curve-hugging silhouette accentuates your figure. The midi-length hem and center back slit add a cute modern touch to the medium-wash denim fabric. Complete the look with a smooth basic bodysuit and crop jacket.

    Fit & Features

    • Medium wash non-stretch denim fabric
    • Four-pocket styling
    • Front button and hidden zipper closure
    • High-rise asymmetrical waist
    • Curve-hugging silhouette
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 06601-0204

    Category Name: Skirts & Skorts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Baddie High Waist Belted Woven Maxi Skirt

    Let this belted maxi skirt show off what a major baddie you are! Designed with a structured woven fabric, this maxi skirt features a high waist with a double belted front design and cargo side pockets for a trendy look. The maxi-length hem is accented with a chic back slit detail. The form-hugging silhouette will showcase your stunning curves. Style with the matching crop top and sleek stilettos!

    Shop Matching Top: Major Baddie Strapless Cutout Woven Crop Top

    Fit & Features

    • Woven fabric
    • High waist
    • Maxi-length hem with back slit
    • Form-hugging fit
    • Double belt design
    • Cargo side pockets
    • Runs true to size

    Style Number/Barcode: 06401-0659

    Category Name: Skirts & Skorts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Romantic Lace Trim Faux Leather Mini Skirt

    For all the romantics, this faux leather mini skirt was made for you! This skirt boasts a flattering high-rise waist and bodycon fit, it will hug your curves while the delicate lace trim adds a touch of romance. Complete the look in a bodysuit and strappy stiletto heels for a dressy occasion.

    Fit & Features

    • Faux leather fabric, slight stretch
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Lace trim
    • Runs true to size

    Style Number/Barcode: 06401-0657

    Category Name: Skirts & Skorts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance Me High-Rise Hanky Lace Midi Skirt

    Bring the romance to your style in this lace midi skirt - a chic option for birthday dinners or parties! The high-rise waist and slim-fit silhouette flatters your figure, while the flowy hanky uneven midi-length hem adds a playful touch. Made with delicate floral lace fabric with a knit lining, this skirt exudes elegance and charm. Complete the look in a corset top and block heels.

    Fit & Features

    • Sheer floral lace fabric lined with stretchy knit
    • High waist
    • Mid-length flowy hanky hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1019

    Category Name: Skirts & Skorts

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serves You Tight Wrap Faux Leather Skort

    So tight and so nice! This faux leather skort serves major allure to your evening out. It features a high-rise waist with a flirty pleated side seam that creates the wrap front design, a flattering bodycon silhouette, and a mini-length hem with shorts lining. Complete the look in a sexy bustier and heels!

    Fit & Features

    • Faux leather fabric with stretch, shorts lining
    • High-rise waist
    • Side pleated seam
    • Wrap-front design
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1141

    Category Name: Skirts & Skorts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Darling High-Rise Belted Pleated Denim Skort

    Easy days just got cuter thanks to this mini denim skort! The adjustable belted waist provides a perfect fit while the pleated A-line silhouette flatters your figure. The mini-length hem adds a touch of flirty fun. Complete the look in a cute graphic tee and sneakers.

    Fit & Features

    • Medium wash denim fabric, minimal stretch
    • High-rise adjustable belted waist
    • Back zipper and hook-eye closure
    • Pleated A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 06603-0393

    Category Name: Skirts & Skorts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutest View Bow Pocket Denim Mini Skirt

    This denim mini skirt adds the cutest surprise with embroidered bow pockets that give soft girl allure. Pair it with a cute top and let the compliments roll in.

    Fit & Features

    • Light wash cotton denim fabric, no stretch
    • Mid-rise waist
    • Embroidered back bows
    • Form-hugging fit
    • Mini-length hem
    • Front button and hidden zipper closure
    • Three-pocket front design, belt loops
    • Runs true to size

    Style Number/Barcode: 06601-000012

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L

  • Playful Charm Ruffled Mini Skort

    Play up your charm in this flirty ruffled mini skort for effortless spring-to-summer styling! This high-rise woven skort features an adjustable drawstring waist and tiered skirt overlay, adding a feminine touch to your look. Plus, you'll feel stylish and comfortable with built-in shorts lining and a mini hem. Complete the look in a basic crop tee and your favorite sneakers!

    Fit & Features

    • Airy woven fabric
    • High-rise adjustable drawstring waist with tie
    • Ruffled tiered skirt overlay
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-0260

    Category Name: Skirts & Skorts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Fun High Rise Striped Knit Midi Skirt

    Give your vacay style a dynamic upgrade in this flirty knit midi skirt perfect for a getaway or weekend fun! The skirt boasts a high-rise waist, a bodycon fit, a center back slit for movement, and a midi-length hem on pointelle knit fabric showcasing a trendy striped pattern. Complete the look with the matching top.

    Shop Matching Top: Flirty Fun V-Neck Tie Striped Knit Crop Top

    Fit & Features

    • Pointelle knit fabric, striped pattern
    • High-rise waist
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1013

    Category Name: Skirts & Skorts

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale