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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!

  • Flirty Ways Ruched High Slit Midi Skirt

    With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look.

    Shop Matching Top: Flirty Ways Halter Lace Trim Crop Top

    Fit & Features

    • Stretchy smooth knit fabric with lining
    • High-rise waist
    • Ruching
    • Asymmetric high-side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000023

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Iconic Getaway Tie-Waist Wrap Fringe Skirt

    Get ready for an iconic getaway with this tie-waist wrap fringe skirt perfect for days spent under the sun or sipping on drinks poolside!

    Fit & Features

    • Crochet knit design, sewn-in knit lining
    • Wrap-tie waist
    • Back zipper and hook-eye closure
    • Cascading fringe hem
    • Runs true to size

    Style Number/Barcode: 06501-000032

    Category Name: Skirts & Skorts

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY, BLACK

    Available Size: S, M, L

  • Vacay Queen Tropical Floral Mesh Maxi Skirt

    Slay your next vacay in this gorg tropical floral mesh maxi skirt with a mini-length lining and a high-cut side slit. Style with the matching crop top for a sultry vibe!

    Shop Matching Top: Vacay Queen Tropical Floral Mesh Tie-Front Top

    Fit & Features

    • Sheer mesh fabric with mini-length knit lining, high stretch
    • Large tropical floral print
    • Mid-rise waist
    • Hip-hugging fit
    • High side slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000030

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Made To Standout Faux Leather A-Line Skort

    Dress to stand out in this cute faux leather skort in a flowy A-line silhouette perfect for a night out dinner and drinks!

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • A-line silhouette
    • Short-length skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000034

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Total Doll Ruffle Mini Skirt

    Step out looking like a fashion icon in this ruffle mini skirt, perfect for a haute night out! Pair with the matching top to complete the look.

    Fit & Features

    • Stretchy knit fabric
    • Mid-rise waist
    • Bodycon silhouette
    • Ruffled mini-length hem
    • Runs true to size

     

    Shop The Matching Top: Total Doll Halter Crop Top

    Style Number/Barcode: 06501-000026

    Category Name: Skirts & Skorts

    Price: $22.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Always Happy Hour High-Rise Slit Midi Skirt

    Embrace the sultry vibes of this high-rise slit midi skirt for your next happy hour spree! Pair with the matching top to complete the vibe.

    Fit & Features

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

     

    Shop The Matching Top: Always Happy Hour Cowl Neck Crop Top

    Style Number/Barcode: 06501-000024

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: GREEN

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Sensational Match Bodycon Midi Skirt

    Make a sensational impression in this bodycon midi skirt on vacay or brunch! Pair with the matching top to complete the cute look.

    Fit & Features

    • Smooth stretchy double-lined knit fabric
    • High-rise waist
    • Side ruched seams
    • Center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Shop The Matching Top: Sensational Match Tie-Front Ruffle Crop Top

    Style Number/Barcode: 06501-000021

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLUSH

    Available Size: XS, S, M, L

  • Good Days Ruffle Mini Skirt

    A good day starts with the perfect look, and that includes this ruffle mini skirt! It boasts a sleek mid-rise waist and a form-hugging fit that flatters your figure.

    Fit & Features

    • Stretchy knit fabric
    • Mid-rise waist
    • Form-hugging fit
    • Ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000017

    Category Name: Skirts & Skorts

    Price: $22.90

    Availability: In Stock

    Available Color: BLACK, PINK

    Available Size: XS, S, M, L

  • First Take Micro Slit Mini Skirt

    Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed!

    Fit & Features

    • Stretchy knit fabric
    • High-rise waist
    • Side slit
    • Bodycon silhouette
    • Micro mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000038

    Category Name: Skirts & Skorts

    Price: $14.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Feeling Fun Cuffed Denim Mini Skirt

    Forever classic with a fun touch, this denim mini skirt boasts a flattering bodycon fit and a unique cuffed hem. Pair with a cute top for a farmer's market!

    Fit & Features

    • Denim fabric
    • High-rise waist, belt loops
    • Front button and hidden zipper closure
    • Dual front and back pockets
    • Mini-length cuffed hem
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06601-000002

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Trending Topic Lace Trim Micro Mini Skirt

    You'll be the one everyone's talking about in this faux leather micro skirt with a pretty lace trim, form-hugging fit, and a flirty slit. Pair with a cute top for a date night!

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • Front lace trim and slit
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-000003

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Chasing The Night Buckle Faux Leather Skort

    Chase the night looking sleek in this faux leather skort with edgy buckle accents and a bodycon silhouette fit to thrill! 

    Fit & Features

    • Faux leather fabric, stretchy knit shorts lining
    • Mid-rise waist, back zipper and hook-eye closure
    • Dual buckle accents
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000002

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Cutie At Heart Cutout Mini Skirt

    Sweeten your every vibe in this bodycon mini skirt with a heart insert and a cutout that adds a cute look!

    Fit & Features

    • Smooth knit stretchy fabric
    • High-rise waist
    • Heart insert and cutout
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000006

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Trendy Icon Low-Rise O-Ring Mini Skirt

    Serve trendy icon energy in this low-rise mini skirt featuring a sleek O-ring accent. Pair with a tube top and mules for happy hour!

    Fit & Features

    • Smooth knit fabric, high stretch
    • Low-rise waist
    • Front O-ring accent
    • Mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000007

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • School's Out High-Rise Pleated Ponte Skort

    Achieve a preppy look with this pleated ponte skort in a flattering high-rise waist and mini-length perfect for showing off boots or flats!

    Fit & Features

    • Ponte knit fabric, shorts lining
    • High-rise waist
    • Pleated skirt overlay
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000013

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Breezy Vibes Lace Mini Skirt

    Show off a breezy chic vibe in this airy lace mini skirt featuring a high-rise waist and a short form-hugging fit. Style with the matching tie-front top for a weekend getaway.

    Shop Matching Top: Breezy Vibes Lace Tie-Front Top

    Fit & Features

    • Sheer lace fabric with lining
    • High-rise waist, eyelet lace trim
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-000004

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Feeling Myself Slit Ruffle Mini Skirt

    You'll be feeling yourself all night in this slit ruffle mini skirt perfect for grabbing drinks with your crush or the girls!

    Fit & Features

    • Smooth knit stretchy fabric
    • High-rise waist, hoop insert
    • Front slit, ruffle
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000003

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Infinite Shine Sequin Mini Skirt

    Bring the shine all night in this sequin mini skirt, perfect for parties, concerts, or festivals!

    Fit & Features

    • Sequin embellished
    • High-rise waist
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-000001

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • 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: $34.90

    Availability: In Stock

    Available Color: OFF, WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Bold Flirt Floral Mesh Mini Skirt

    Bold and flirty will be your vibe in this mini skirt featuring a large floral print to turn heads. The mid-rise waist paired with the short form-hugging fit create a sultry silhouette.

    Shop Matching Top: Bold Flirt Floral Mesh Tube Top

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Mid-rise waist
    • Mini-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-000002

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Flirt Alert Flocked Floral Mesh Maxi Skirt

    Flirty and chic will be your vibe in this flocked floral mesh maxi skirt, perf for date night. Style with the matching tie-front top and stiletto heels.

    Shop Matching Top: Flirt Alert Flocked Floral Mesh Tie-Front Top

    Fit & Features

    • Mesh fabric with flocked velvet floral pattern
    • High-rise waist with lace trim
    • Fitted silhouette
    • Maxi-length flared hem with lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 06501-000001

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Chasing The Night Bodycon Mini Skort

    For girlies who love to look stylish after hours, this bodycon mini skort is a sleek vibe for any plans!

    Fit & Features

    • Faux leather fabric
    • High-rise waist
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy short knit lining
    • Runs true to size

    Style Number/Barcode: 06503-000004

    Category Name: Skirts & Skorts

    Price: $22.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Day To Night High-Rise Ponte Slit Skort

    The perfect ponte skort to take you from day to night dressing! With a high-rise waist and flirty slit, this mini skort accentuates your figure and look.

    Fit & Features

    • Ponte knit stretchy fabric, shorts lining
    • High-rise waist
    • Front slit
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000002

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Hint Of Romance Lace Trim Mini Skort

    They know you've got it. Add a romantic vibe in this lace trim mini skort perfect for any plans.

    Fit & Features

    • Ponte knit fabric
    • High-rise waist
    • Bodycon fit
    • Lace trim mini-length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000003

    Category Name: Skirts & Skorts

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L