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Skirts That Keep It Chic All Season Long

From effortless everyday looks to statement-making night-out styles, Windsor’s collection of skirts for women brings all the latest trends in one place. Whether you love flirty mini skirts, sleek midi skirts, or flowing maxi silhouettes, these must-have styles make it easy to dress up or down for any occasion.

Mini, Midi & Maxi Skirts—Find Your Perfect Fit

Mini skirts are having a major moment, and Windsor has the trendiest styles to refresh your wardrobe. Pair a pleated mini skirt with a crop top and sneakers for a casual day out, or elevate the look with strappy heels and a sleek bodysuit for date night. Want a little edge? A faux leather skirt is a bold must-have, perfect for styling with a corset top and statement accessories.

Midi skirts bring instant polish to any outfit. Try a high-waisted satin midi with a fitted tank for brunch, or go for a breezy floral midi skirt with sandals for a fresh spring vibe. For evening events, a ruched or slit-detail midi skirt styled with a cropped sweater keeps things effortlessly chic.

Maxi skirts are all about flowy elegance. A tiered maxi skirt makes for the perfect beach-ready outfit, while a high-slit satin maxi adds drama to any night-out look. No matter your style, these skirts are designed to move with you.

Jean Skirts, Trendy Skorts, & Elevated Rompers—Trending Now

  • Jean skirts – A must-have staple, from classic blue denim to trendy distressed and pleated designs.
  • Skorts – The perfect mix of style and function—get the look of a skirt with the comfort of shorts.
  • Skirt rompers – All-in-one styling made easy, perfect for vacations, festivals, and casual days.

Not sure how to style your skort? Check out our style guide for fresh outfit ideas.

Skirt Outfit Inspiration for Summer

Looking for the perfect warm-weather outfit? Mini skirts with crop tops and sandals make for a classic summer look, while midi skirts with graphic tees and cowgirl boots are ideal for an elevated brunch fit. Need more inspo? Explore our skirt outfit ideas for summer to find your next go-to look.

Shop Windsor’s full assortment of bottoms for women and latest collection of trendy skirts online, in-app, or in over 350 stores across the U.S. and Canada. Find your perfect style and refresh your wardrobe today!

  • 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: $39.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Elevated Era Ribbed Knit High Slit Midi Skirt

    Enter your elevated era with this chic staple ribbed knit midi skirt perf for everyday styling. Designed with a high-cut side slit and bodycon fit, pair with the matching cropped tank for a seamless look.

    Shop Matching Top: Elevated Era Ribbed Knit Cropped Tank Top

    Fit & Features

    • Ribbed knit fabric, high stretch
    • High-rise waist
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1135

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: HUNTER, BLACK

    Available Size: XS, S, M, L

  • Whimsical Essence Ruffled Floral Maxi Skirt

    Adorn your look with the whimsical beauty of this ruffled floral maxi skirt in a sleek high-rise waist and a flowy silhouette made for sashaying through flower fields!

    Fit & Features

    • Woven fabric, floral print
    • High-rise waist
    • High front ruffled slit
    • Flowy maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06301-0210

    Category Name: Skirts & Skorts

    Price: $42.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • Wild But Cute Mid-Rise Zebra Mini Skirt

    Embrace your wild and cute side in this zebra mini skirt! The mid-rise waist and form-hugging fit will accentuate your curves while the mini-length hem adds a playful touch. Pair with a sexy top for a night out.

    Fit & Features

    • Zebra print, denim fabric, slight stretch
    • Mid-rise waist
    • Form-hugging fit
    • Mini-length hem
    • Front button and zipper closure, belt loops, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06301-0212

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: ZEBRA

    Available Size: S, M, L, XL

    Product Badge:
    • New Arrival
  • A Vibe Mid-Rise Cargo Denim Mini Skirt

    This cargo denim skirt is the perfect addition to your weekly lineup. The mid-rise waist and bodycon fit accentuate your curves, while the cargo side string pockets add a touch of functionality.

    Fit & Features

    • Medium wash denim fabric
    • Mid-rise waist, dual button and hidden zipper closures
    • Belt loop accents, three hip pockets
    • Side cargo pockets with strings
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0241

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: MED, DENIM

    Available Size: XS, S, M, L, XL

  • Chasing You Mid-Rise Leopard Denim Mini Skirt

    Chase this leopard denim mini skirt all the way to check out! Create fierce looks with this trending bodycon skirt perfect for styling with cute crop tops and blouses for any plans.

    Fit & Features

    • Leopard print, denim stretch fabric
    • Mid-rise waist, front button and hidden zipper closure
    • Belt loop accents, five-pocket styling
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06301-0211

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: S, M, L, XL

  • Boho Babe Lace Hanky Hem Maxi Skirt

    Live out your boho era in this airy sheer lace maxi skirt with a mini-length lining for a chic look. The long flowy silhouette will create that effortlessly cool vibe.

    Fit & Features

    • Sheer lace fabric with mini-length knit lining
    • High-rise waist
    • Hip-hugging fit
    • Maxi-length hanky hem
    • Flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1131

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • On The Prowl High-Rise Slit Leopard Maxi Skirt

    Your hunt for a fierce skirt ends with this leopard maxi skirt to add a pop of sassy to your every style!

    Fit & Features

    • Leopard print
    • Woven fabric
    • High-rise waist, side zipper closure
    • High front slit
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0740

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: S, L

  • In The Wild Leopard Ruffled Skort

    Look fierce in the wild styling this leopard mesh skort! It showcases a flattering high-rise waist that leads to the tiered ruffled mini-length hem perfect for styling with heels or boots.

    Fit & Features

    • Leopard print, mesh-lined fabric
    • High-rise waist
    • Tiered ruffled mini-length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1269

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: S, M, L

  • Tell Me About It Stud Mid Rise Denim Mini Skirt

    Walk the walk in this fresh studded denim mini skirt for weekend plans or concerts!

    Fit & Features

    • Dark wash denim fabrication
    • Mid-rise waist
    • Studded detailing
    • Bodycon fit
    • Mini-length hem
    • Front button and zipper closure, belt loops
    • Four-pocket styling
    • Runs true to size

    Style Number/Barcode: 06601-0240

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: DARK, DENIM

    Available Size: XS, S, M, L

  • Breezy Babe High-Rise Slit Maxi Skirt

    From farmer's market to the beach, this flowy maxi skirt is ready to create stylish looks for any adventure! With a flattering high-rise waist, a flirty front slit, and a tiered silhouette, this skirt is essential for spring to summer.

    Fit & Features

    • Chambray woven fabric
    • High-rise waist
    • Front slit
    • Tiered flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06301-0208

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Adorable Trendsetter Pleated Mini Skort

    Fit & Features

    • Woven fabric, minimal stretch
    • High-rise waist, hidden side zipper closure
    • Skinny belted design
    • Mini-length pleated overlay, A-line silhouette
    • Fitted shorts
    • Skort in size small has a 7" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06401-0739

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

  • Chic Mood Pleated Belted Skort

    Fit & Features

    • Knit fabrication
    • Mid-rise waist, side zipper closure
    • Double-belted buckle design at the waist
    • Pleating
    • Mini skirt overlay, hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-1108

    Category Name: Skirts & Skorts

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: M, L

    Product Badge:
    • Sale
  • Perfect Match High-Rise Lace Mini Skirt

    You in this lace mini skirt plus your weekend plans equals the perfect match! Pair the skirt with the matching top.

    Fit & Features

    • Lace fabric lined with sewn-in knit
    • High-rise waist
    • Adjustable side ties
    • Bodycon fit
    • Ruffled mini-length hem
    • Runs true to size 

    Shop The Matching Top: Perfect Match Long Sleeve Lace Crop Top

    Style Number/Barcode: 06501-1128

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK, PINK

    Available Size: XS, S, M, L

  • Coastal Escape High Rise Ruched Midi Skirt

    Shop Matching Top: Coastal Escape Cropped Halter Top

    Fit & Features

    • Smooth knit fabrication with lining
    • High-rise waist
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1130

    Category Name: Skirts & Skorts

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Impression Faux Suede Mini Skirt

    Make a stylish impression with this of-the-moment mini skirt. Designed with smooth faux suede fabric, it is shaped with a high-rise waist and a short fitted silhouette, accented with a sleek button-down design. Pair with the matching moto jacket for an elevated everyday look.

    Shop Matching Jacket: Stylish Impression Faux Suede Moto Jacket

    Fit & Features

    • Faux suede fabric, minimal stretch
    • High-rise waist
    • Button-down design
    • Back zipper hook-eye closure
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-0737

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • Sheer Romantic High-Rise Slit Lace Maxi Skirt

    A sheer lace maxi skirt to give your style some romance! 

    Fit & Features

    • Sheer lace fabric
    • High-rise waist
    • High slit
    • Maxi-length hem
    • Please note bikini bottoms are not included
    • Runs true to size

    Style Number/Barcode: 06501-1126

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: IVORY, BROWN

    Available Size: S, L, XS, M

  • Turn On The Romance Lace Slit Satin Skirt

    Turn on the romance in this silky satin mini skirt boasting a sultry lace trim slit and a form-hugging fit perfect for dressing up or down. Pair with a crop top.

    Fit & Features

    • Stretch satin fabric
    • High-rise waist
    • Side zipper and hook-eye closure
    • Lace trim slit
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0735

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Keeping It Cute Pleated Ponte Skort

    Keeping it cute has never looked so flirty in this ponte skort boasting a flattering high-rise waist and pleated skirt overlay with shorts lining to give coverage. Style the skort with a long sleeve top.

    Fit & Features

    • Smooth ponte knit fabric
    • High-rise waist
    • Pleated skirt overlay
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1263

    Category Name: Skirts & Skorts

    Price: $28.90

    Availability: In Stock

    Available Color: IVORY, NAVY

    Available Size: XS, S, M, L

  • She's Irresistible Faux Leather A-Line Mini Skirt

    A faux leather mini skirt like this will make you simply irresistible! This high-rise skirt flaunts side button details for an edgy vibe and a flirty a-line silhouette perfect for pairing with heels or boots.

    Fit & Features

    • Sleek faux leather fabric
    • High-rise waist
    • Side snap-button and zipper closures
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0736

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Keeping It Simple Faux Suede Slit Mini Skirt

    Keeping it simple never looked so cute in this faux suede mini skirt boasting a high-rise waist and a front slit for effortless movement. Pair with a blazer and boots.

    Fit & Features

    • Faux suede fabric, minimal stretch
    • High-rise waist, back zipper and hook-eye closure
    • Front slit
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0738

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: TAN

    Available Size: XS, S, M, L

  • Trendy Cutie Pleated A-Line Mini Skort

    You'll be a trendy cutie in this A-line mini skort with a tiered pleated design. Style with a cropped cardigan and flats for an adorable look.

    Fit & Features

    • Woven fabric
    • High-rise waist, belt loops
    • Tiered pleated design
    • Mini-length overlay, A-line silhouette
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-1107

    Category Name: Skirts & Skorts

    Price: $44.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: M, L

  • Boho Beauty High Slit Lace Maxi Skirt

    Stroll with exceptional boho beauty in this high slit lace maxi skirt perfect for dressing up a basic top for festivals or weekend adventures!

    Fit & Features

    • Sheer lace fabric, short lining
    • High-rise waist
    • High front ruffled slit
    • Flowy sheer maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1125

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Western Cutie Tiered Chambray Maxi Skirt

    Channel that cute western vibe with this tiered chambray maxi skirt offering a flowy fit for an effortless look. The long-length hem is detailed with a high side slit to show off your fave cowboy boots.

    Fit & Features

    • Chambray cotton fabric, no stretch
    • High-rise waist, back elastic band
    • Tiered seam design
    • High side slit
    • Long-length hem
    • Flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06301-0206

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: S, M, L

    Product Badge:
    • Best Seller