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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

    Product Badge:
    • Part of a Set
  • Sandy Shores Tropical Floral Maxi Skirt

    This vibrant tropical floral maxi skirt will transport you to the sandy shores of a tropical paradise. With its stunning print and flattering high-rise waist, this skirt is perfect for any summer occasion. Pair with the matching top.

    Fit & Features

    • Tropical floral print, stretchy knit fabric
    • Strapless neckline
    • Fitted crop hem
    • Runs true to size

     

    Shop the Matching Top: Sandy Shores Tropical Floral Crop Top

    Style Number/Barcode: 06501-000049

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sleek And Sultry Bodycon Ruffle Mini Skirt

    Sleek and sultry, this bodycon ruffled mini skirt makes the perfect instant outfit with the matching top! 

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • High-rise waist
    • Side ruched seams
    • Bodycon silhouette
    • Ruffled mini-length hem
    • Runs true to size

     

    Shop The Matching Top: Sleek And Sultry Tie Front Crop Top

    Style Number/Barcode: 06501-000045

    Category Name: Skirts & Skorts

    Price: $24.90

    Availability: In Stock

    Available Color: OFF, WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Elevated Moments Ruffle Mini Skirt

    Elevate every moment in this stylish statement mini skirt designed with flirty ruffles and a flattering high-rise waist! Pair with a crop top and boots for a concert.

    Fit & Features

    • Knit fabric, stretchy fitted shorts lining
    • High-rise waist
    • Ruffled design
    • Form-hugging fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000042

    Category Name: Skirts & Skorts

    Price: $22.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • 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

    Product Badge:
    • Sale
  • 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:
    • Part of a Set
  • 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
    • 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

    Product Badge:
    • New Arrival
  • Extra Cute Bow Trim Ponte Mini Skort

    Turn any day into an extra cute one with this ponte mini skort featuring a chic bow trim along the high-rise waist and a flattering bodycon fit. Style with a sassy graphic tee for any casual plans.

    Fit & Features

    • Ponte knit fabric
    • High-rise waist, bow trim
    • Bodycon fit
    • Mini-length skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000035

    Category Name: Skirts & Skorts

    Price: $27.90

    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

  • Sun-Kissed Aesthetic Starfish High Slit Maxi Skirt

    Achieve a sun-kissed aesthetic in this sultry maxi skirt boasting a high front slit with a beachy starfish accent. This skirt is perfect for vacations or pool parties! 

    Fit & Features

    • Smooth stretchy knit fabric, panty lining
    • Mid-rise waist
    • Starfish accent
    • High front slit
    • Flowy maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000029

    Category Name: Skirts & Skorts

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • 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

    Product Badge:
    • Part of a Set
  • 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:
    • Part of a Set
  • 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

    Product Badge:
    • Part of a Set
  • Cutesy Perfection Ruffled Lace Mini Skort

    This ruffled lace mini skort is cutesy perfection for your summer outfits! Designed with a drop waist and tiered ruffled overlay, style with a crop top and cowboy boots.

    Fit & Features

    • Sheer lace fabric
    • Drop waist design
    • Tiered ruffled mini-length overlay
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-000006

    Category Name: Skirts & Skorts

    Price: $34.90

    Availability: In Stock

    Available Color: OFF, WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • 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

  • 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

  • Sunny Day Ready Gingham Mini Skirt

    With this gingham skirt and your basket in hand, you'll be ready for a sunny day at the farmer's market! The high-rise waist, bodycon fit, and mini-length hem adds a touch of playfulness to any plans. Pair with the matching vest.

    Fit & Features

    • Gingham print, woven fabric, knit lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

     

    Shop The Matching Vest: Sunny Day Ready Gingham Tie Front Vest

    Style Number/Barcode: 06401-000004

    Category Name: Skirts & Skorts

    Price: $36.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • 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

  • Under The Sun Tropical Slit Maxi Skirt

    Perfect for any vacation or resort escape, this tropical maxi skirt boasts a sultry high front slit and a flowy silhouette for a breezy allure. Pair with the matching top.

    Fit & Features

    • Tropical print, stretchy knit fabric, knit panty lining
    • Low-rise waist
    • High front slit
    • Flowy silhouette
    • Maxi-length hem
    • Runs true to size

     

    Shop The Matching Top: Under The Sun Tropical Tie-Front Crop Top

    Style Number/Barcode: 06501-000014

    Category Name: Skirts & Skorts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • 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: S, M, L

  • Tropical Energy High-Rise Midi Skirt

    Bring the energy to your destination getaway in this tropical midi skirt, designed with a sleek high-rise waist and form-hugging silhouette. Pair it with the matching top.

    Fit & Features

    • Tropical print, mesh fabric, soft knit stretchy lining
    • High-rise waist
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Shop The Matching Top: Tropical Energy Strapless Crop Top

    Style Number/Barcode: 06501-000010

    Category Name: Skirts & Skorts

    Price: $29.90

    Availability: In Stock

    Available Color: TAN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • 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