Maxi Skirts

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Maxi Skirts to Elevate Your Spring & Summer Style

Embrace effortless elegance with Windsor’s collection of maxi skirts, designed for everything from casual weekend plans to glamorous nights out. Whether you love flowy long skirts, sleek bodycon fits, or trendy wrap designs, these versatile styles make it easy to create stunning outfits for any occasion.

Flowy & Fitted Maxi Skirts for Every Occasion

For a breezy and comfortable look, tiered maxi skirts, lace designs, and cotton-blend fabrics bring movement and style to your wardrobe. Keep it casual by pairing a floral maxi with a cropped top and sandals, or dress it up with a sleek wrap maxi skirt and strappy heels. Need more inspiration? Check out these long skirt outfit ideas for fresh styling tips.

For an evening-ready fit, go for a fitted maxi skirt with a high slit—perfect for showing off statement heels. A matching top and skirt set creates a polished, coordinated look with minimal effort. Explore Windsor’s latest matching top and skirt sets for trend-forward outfit ideas.

How to Style Maxi Skirts: 5 Quick Ideas

  1. For a boho-chic vibe, pair a flowy maxi skirt with a tie-front top, a wide-brim hat, and strappy sandals.
  2. Create a sleek and sophisticated look with a fitted maxi skirt, tailored blazer, and heels.
  3. Keep it casual yet stylish by wearing a maxi skirt with a cropped denim jacket and sneakers.
  4. For date night elegance, choose a high-slit maxi skirt with a form-fitting bodysuit and strappy heels.
  5. Style a wrap maxi skirt with a tucked-in blouse for a flattering, versatile outfit.

What Are Maxi Skirts?

Maxi skirts are long skirts that typically reach the ankles or floor, offering a refined, sophisticated touch to any outfit. With styles ranging from pleated designs and faux wrap fronts to sleek bodycon fits, these skirts provide endless versatility for both casual and dressy looks. Find the latest women’s skirt trends at Windsor to refresh your wardrobe this season.

Ready to elevate your style? Shop all women's bottoms online, in-app, or visit one of our 350 plus stores across the U.S. and Canada to find your perfect maxi skirt.

  • Vacay State Of Mind Tropical Slit Maxi Skirt

    Enter into a vacay state of mind with this tropical maxi skirt on your next trip! It features a flattering high-rise elasticized waist, a sensational high-front slit, and a flowy silhouette. Style with an adorable crop top and strappy sandals.

    Fit & Features

    • High-rise elasticized waist
    • High front slit
    • Flowy silhouette
    • Maxi-length hem
    • Tropical palm leaf print, stretchy knit fabric
    • Panties-style lining
    • Runs true to size

    Style Number/Barcode: 06501-0850

    Category Name: Maxi Skirts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Get Together Tiered Maxi Skirt

    You and this maxi skirt must get together soon! Start prepping for brunch under the sun in this maxi skirt featuring a high-rise elasticized waist, a tiered design, and a flowy silhouette. Complete the look with the matching top.

    Shop Matching Tops: Let's Get Together Twist Crop TopLet's Get Together Tie-Front Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Tiered design
    • Flowy silhouette
    • Pull-on and off styling
    • Gauze woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0123

    Category Name: Maxi Skirts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On My Mind Side Slit Maxi Skirt

    Perfect for the girl on the go, this knit maxi skirt can be styled in multiple ways for your everyday occasions and weekend plans! It features a high-rise waist, a hip-hugging fit, and a sultry high-side slit along a relaxed hem. The lined brushed knit fabric offers plenty of stretch. Complete the look with a statement handbag and jacket.

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • High side slit
    • Maxi-length silhouette
    • Relaxed hem
    • Lined brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0842

    Category Name: Maxi Skirts

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starry-Eyed Sheer Mesh Maxi Skirt

    This trendy sheer mesh maxi skirt with have you in a starry-eyed daze! It features a high-rise elastic banded waist, a maxi-length hem with a flowy, A-line silhouette, and all-over sparkly glitter star accents. Includes a built-in knit panty lining. Style with metallic cowboy boots for festival season.

    Fit & Features

    • High-rise elastic banded waist
    • Maxi-length hem
    • A-line silhouette
    • Glitter star accents
    • Sheer mesh fabric, minimal stretch
    • Knit panty lining
    • Runs true to size

    Style Number/Barcode: 06501-0822

    Category Name: Maxi Skirts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Muse Tropical Print Maxi Skirt

    You'll be an alluring vacay muse in this tropical print maxi skirt! It features a high-rise waist, ruching down the side, a maxi-length asymmetric hem creating a thigh-high side slit, and a curve-hugging fit. Style with the matching crop top for a dreamy look.

    Shop Matching Top: Vacay Muse Tropical Print Halter Top

    Fit & Features

    • High-rise waist
    • Side ruching
    • Maxi-length asymmetric hem, high-side slit
    • Form-hugging fit
    • Tropical print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0785

    Category Name: Maxi Skirts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Standout In Style Swirl Print Maxi Skirt

    Standout in this stylish swirl print maxi skirt on vacation or sitting poolside at a party! The skirt features a flattering high-rise waist, a curve-hugging silhouette, and a front ruched drawstring atop a flirty high slit along the maxi hem. Complete the look in a basic tank top and sandals!

    Fit & Features

    • High-rise waist
    • Curve-hugging silhouette
    • Front ruched drawstring
    • High front slit, maxi-length hem
    • Swirl print design
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06501-0830

    Category Name: Maxi Skirts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glamorous Allure Ruched Lace Maxi Skirt

    This chic lace maxi skirt will give you a luxe glamorous allure! It features a high-rise waist with a hip-hugging fit, front ruching leading to a sultry thigh-high front slit, and a maxi-length hem with an A-line silhouette. The lined lace fabric features a dainty floral pattern. Style with a corset top and strappy stilettos.

    Fit & Features

    • High-rise elasticized waist, hip-hugging fit
    • Front ruching, high front slit
    • Maxi-length hem, A-line silhouette
    • Sheer lace fabric, floral pattern, full knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0815

    Category Name: Maxi Skirts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Wrapped In Chic Vibes Satin Maxi Skirt

    Get wrapped in chic vibes in this sleek satin maxi skirt! It features a high-rise waist with ruched detailing, a faux wrap-front design creating a high front slit, a maxi-length hem that hits right above the ankle, and a curve-hugging silhouette. Style with a cropped bustier and clear heels.

    Fit & Features

    • High-rise waist, ruching
    • Hidden back zipper closure
    • Faux wrap-front design, high front slit
    • Maxi-length hem
    • Curve-hugging fit
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0562

    Category Name: Maxi Skirts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Rhinestone Maxi Skirt

    Gorgeous rhinestones wrap around your curves on this maxi skirt featuring a high-rise waist, and a form-hugging silhouette, and is composed of a sheer mesh fabric with a knit-lined skirt underneath. Complete the look with the matching crop top for a dressy birthday dinner!

    Shop Matching Top: Wrapped In Rhinestone Crop Top

    Fit & Features

    • High-rise waist
    • Form-hugging silhouette
    • Intricate rhinestone pattern
    • Maxi-length hem 
    • Hidden side zipper and hook-eye closure
    • Sheer mesh fabric, knit skirt lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0821

    Category Name: Maxi Skirts

    Price: $23.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Teach Me Tonight Crepe Maxi Skirt

    Teach everyone the art of sultry in this crepe maxi skirt features a high-rise waist, cutout side with lattice bar insets, a form-hugging silhouette, and long length. Complete the look in the matching top and stilettos for drinks and dancing!

    Shop The Matching Top: Teach Me Tonight Crepe Crop Top

    Fit & Features

    • High-rise waist
    • Cutout side with lattice bars
    • Form-hugging silhouette
    • Maxi-length hem
    • Lined crepe fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06501-0736

    Category Name: Maxi Skirts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Alone Slit Maxi Skirt

    Cute alone but better together! This rib-knit maxi skirt features a high-rise waist, a curve-hugging silhouette, and an asymmetrical slit hem. Complete the look in the matching top and clear strap heels.

    Shop Matching Top: Knit Alone Mock Neck Top

    Fit & Features

    • High-rise elasticized waist
    • Curve-hugging silhouette
    • Asymmetrical slit
    • Maxi-length hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0685

    Category Name: Maxi Skirts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Fling Twist Slit Maxi Skirt

    So much for a summer fling! With this maxi skirt, you're sure to fall for it over and over again. It features a high-rise waist with a twist accent, a front high-cut slit, and a form-fitting silhouette on lined knit fabric. Complete your look with the matching top. 

    Shop Matching Top: Summer Fling Twist Front Crop Top

    Fit & Features

    • High-rise waist with twist accent
    • Front high-cut slit
    • Form-fitting silhouette
    • Maxi-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0673

    Category Name: Maxi Skirts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

  • Cancun Vacay Tropical Slit Maxi Skirt

    Cancun isn't ready for this one! Jet set on vacay in this tropical maxi skirt featuring a high-rise elasticized waistband, a front high slit, floral and leaf pattern, and a maxi-length hem on gauze woven fabric. Style with the matching tropical top.

    Shop Matching Top: Cancun Vacay Tropical Multi-Wear Top

    Fit & Features

    • High-rise elasticized waistband
    • Front high slit
    • Floral and leaf pattern
    • Maxi-length hem
    • Relaxed silhouette
    • Gauze woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0078

    Category Name: Maxi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Kaleidoscope Boho Slit Maxi Skirt

    Escape the city life for paradise with this boho maxi skirt featuring a high-rise waist, front high-cut slit, and a kaleidoscope print. Complete the look in the matching top.

    Shop Matching Top: Kaleidoscope Boho Tie-Front Top

    Fit & Features

    • High-rise waist
    • Front high-cut slit
    • Maxi-length hem
    • Kaleidoscope boho print
    • Runs true to size

    Style Number/Barcode: 06301-0103

    Category Name: Maxi Skirts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Swirls Slit Maxi Skirt

    Bring the 70s vibes to the party in this retro swirl print maxi skirt featuring a high-rise waist, a sultry front slit, and a flowy silhouette. Complete the look in the matching top and statement earrings. 

    Shop The Matching Top: Retro Swirls One Shoulder Top

    Fit & Features

    • High-rise waist
    • Front slit
    • Flowy silhouette
    • Maxi length hem
    • Swirl print
    • Lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0660

    Category Name: Maxi Skirts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ticket To Paradise Slit Maxi Skirt

    Got your ticket to a paradise island? Make sure to pack this tropical maxi skirt perfect for relaxing poolside! It features a high-rise elastic waistband, form-fitting silhouette, and a sultry high-cut side slit on stretchy knit fabric. Complete the look in the matching top.

    Shop Matching Top: Ticket To Paradise Halter Crop Top

    Fit & Features

    • High-rise elastic waist
    • Form-fitting silhouette
    • Side high-cut slit
    • Maxi-length hem
    • Tropical print
    • Stretchy knit fabric
    • Runs true to size

      Style Number/Barcode: 06501-0605

      Category Name: Maxi Skirts

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Who's That Girl Boho Maxi Skirt

      Everyone will be asking who's that girl in this boho maxi skirt! Create a trendy free spirit vibe in this high-rise skirt featuring an elasticized waistband, flowy silhouette, and a sultry front slit on the maxi-length hem. Complete the look in a crochet crop top.

      Fit & Features

      • High-rise elasticized waist
      • Flowy silhouette
      • Front slit
      • Maxi-length hem
      • Boho paisley print
      • Woven fabric, no stretch
      • Fits true to size

      Style Number/Barcode: 06301-0134

      Category Name: Maxi Skirts

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sweet Amour Satin Pleat Maxi Skirt

      You'll adore this sweet satin maxi skirt for bringing the luxe vibes to the night! It features a high-rise waist with pleating, a surplice wrap accent, a center front slit, and a  form-fitting maxi hem. Complete your dressy look in the matching top with jewelry.

      Shop Matching Top: Sweet Amour Satin Pleat Crop Top

      Fit & Features

      • High-rise waist
      • Pleating 
      • Surplice wrap accent, center front slit 
      • Form-fitting design
      • Maxi-length hem
      • Luxe satin-lined fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06501-0663

      Category Name: Maxi Skirts

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitzy Poolside Vibes Maxi Skirt

      Showcase fab glitzy poolside vibes with this sheer mesh maxi skirt. It features a high-rise banded waist, a fitted maxi-length silhouette with a sultry thigh-high side slit, and all-over rhinestone embellishment. Style this cover-up over your fave bikini and complete the look with a floppy hat.

      Fit & Features

      • High-rise banded waist
      • Fitted maxi-length silhouette
      • High side slit
      • Sheer mesh fabric
      • All-over rhinestone embellishment
      • Runs true to size

      Style Number/Barcode: 06501-0675

      Category Name: Maxi Skirts

      Price: $12.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Staycation High Slit Maxi Skirt

      Bare it all for a saucy night out in this high-rise maxi skirt featuring a sultry front slit on a form-fitting silhouette. Complete the look in the matching bottoms.

      Shop Matching Top: Staycation Twist Banded Crop Top

      Fit & Features

      • High-rise waist
      • Front slit
      • Form-fitting silhouette
      • Maxi-length hem
      • Sleek knit-lined fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0597

      Category Name: Maxi Skirts

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Spring Sunset Slit Maxi Skirt

      Head to a spring sunset dinner with a view in this maxi skirt! It features a high-rise waist, bodycon silhouette, and a sultry front slit on stretchy, rib-knit fabric. Complete the look in the matching top.

      Shop Matching Top: Spring Sunset Tie-Back Crop Top

      Fit & Features

      • High-rise waist
      • Bodycon silhouette
      • Front slit
      • Maxi-length hem
      • Stretchy, rib-knit fabric
      • Runs true to size

      Style Number/Barcode: 06501-0626

      Category Name: Maxi Skirts

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cali Palms Tropical Slit Maxi Skirt

      Embrace the sunshine in this palm tropical skirt perfect for your next adventure! It features a high-rise waist, form-fitting silhouette, and a sexy front slit along the maxi-length hem. Complete your vacay look in espadrille wedges.

      Fit & Features

      • High-rise elasticized waist
      • Form-fitting silhouette
      • Front slit
      • Maxi-length hem
      • Palm tropical print
      • Stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 06501-0569

      Category Name: Maxi Skirts

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Tropical Glam Floral Maxi Skirt

      Channel a glam vibe with a skirt that is perf for that getaway! The skirt features an elastic high-rise waist, a tropical floral with palm leaf print, and a maxi length accented with a high-side slit. Complete look with the matching tie front top! 

      Shop Matching Top: Tropical Glam Tie Front Top

      Fit & Features

      • High rise waist
      • Tropical floral and palm print
      • Maxi length 
      • High side slit
      • Form hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06501-0606

      Category Name: Maxi Skirts

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

    • Vacay Approved Printed Maxi Skirt

      This tropical palm leaf printed maxi skirt is totally vacay approved! It features a high-rise waist, a chic thigh-high side slit, and a flowy, floor-length silhouette. Style with the matching crop top for sunset dinner by the beach.

      Shop Matching Top: Vacay Approved Printed Crop Top

      Fit & Features

      • High-rise elasticized waist
      • High side slit
      • Maxi-length, flowy silhouette
      • Tropical palm leaf print
      • Knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0542

      Category Name: Maxi Skirts

      Price: $6.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale