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.

  • Cozy Day Cable Knit Skirt

    Make your day a cozy one with a maxi skirt that is part chic, part comfy! The skirt features a cable knit pattern, an elastic high rise waist, a high side slit, and a maxi length hem. The skirt is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.

    Shop Matching Crop Top: Cozy Day Cable Knit Crop Top

    Fit & Features

    • Elastic high-rise waist
    • High side slit
    • Maxi length hem 
    • Cable knit pattern
    • Knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0612

    Category Name: Maxi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Tropical Palm Leaf Maxi Skirt

    Hit the tropics in a maxi skirt that is ready for those island vibes! The skirt features a palm leaf print, an elastic high rise waist, a high side slit, and a maxi length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Tropical Palm Leaf Crop Top

    Fit & Features

    • Tropical palm leaf print
    • Elastic high rise waist
    • High side slit
    • Maxi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06501-0540

    Category Name: Maxi Skirts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Dream Maxi Skirt

    Let this maxi skirt transport you to an island paradise! The skirt features a pretty tropical print, a high-side slit, and a maxi-length silhouette. The skirt is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching tube top.

    Shop Matching Tube Top: Tropical Dream Tube Top

    Fit & Features

    • Elastic high-rise waist
    • Tropical palm leaf print
    • High side slit
    • Maxi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0537

    Category Name: Maxi Skirts

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

  • Girl's Trip Boho Slit Maxi Skirt

    Grab the girls, book the flight, and pack this cute boho maxi skirt! It features a high-rise waist, a front slit, and a long hem. Complete the look in the matching top.

    Shop Matching Top: Girl's Trip Boho Tie-Front Top

    Fit & Features

    • High-rise waist
    • Front slit
    • Long hem
    • Boho pattern
    • Runs true to size

    Style Number/Barcode: 06301-0104

    Category Name: Maxi Skirts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Night Wrap Maxi Skirt

    Look sexy in this maxi skirt for your next all-nighter! It features a high-rise waist, wrap-twist front, and sultry slit. Composed of sleek knit fabric with a moderate stretch. Style with the matching top.

    Shop The Matching Top: All Night Plunge Halter Top

    Fit & Features

    • High-rise waist
    • Wrap twist
    • Front slit
    • Maxi length hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0587

    Category Name: Maxi Skirts

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Hit The Tropics High Slit Maxi Skirt

    Channel a tropical paradise in a skirt that makes waves! The skirt features a fun palm leaf print, an elastic high rise waist, and a maxi length with a high side slit. The skirt is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and wedges

    Fit & Features

    • Palm leaf print
    • Elastic high rise waist
    • Maxi length 
    • High side slit
    • Lined smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0655

    Category Name: Maxi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild And Chic Zebra Maxi Skirt

    Keep it wild and chic with a skirt that is perf for pairing with your basic knit tops! The skirt features a stunning zebra print, a high rise waist with a side tie on the left side, a high side slit, and a maxi length hem. The skirt is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch.

    Fit & Features

    • Zebra print
    • High rise waist
    • Side tie on left 
    • High side slit
    • Maxi length hem 
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06401-0436

    Category Name: Maxi Skirts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Keeping Knit Casual Maxi Skirt

    Dress up your casual outfits with a maxi skirt that creates those effortless vibes. The skirt features an elastic high rise waist, ruching, a high side slit, and a maxi length hem. The skirt is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a tie front top and mules. 

    Fit & Features

    • Elastic high rise waist
    • Ruching 
    • High side slit
    • Maxi length hem 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0613

    Category Name: Maxi Skirts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Boho Vibes Maxi Skirt

    Bring all the boho vibes to your look with this chic printed maxi skirt. It features a high-rise waist, a thigh-high side slit, and a curve-hugging ankle-length silhouette. The brushed knit fabric showcases an all-over bohemian-inspired print. Style this skirt with a lightweight crop top and mules.

    Fit & Features

    • High-rise waist
    • Thigh-high slit
    • Form-fitting ankle-length silhouette
    • Bohemian-inspired print
    • Brushed knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0651

    Category Name: Maxi Skirts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • Wild Season Zebra Slit Maxi Skirt

    Create many wild memories! This sultry zebra maxi skirt features a high-rise waist and an eye-catching front slit to showcase some leg on the floor-length hem. Composed of lined fabric with no stretch. Style with the matching top.

    Shop The Matching Top: Wild Season Zebra Halter Top

    Fit & Features

    • High-rise waist
    • Front slit
    • Zebra pattern
    • Floor-length hem
    • Lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06501-0564

    Category Name: Maxi Skirts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Moves Wrap Maxi Skirt

    Make sleek moves in this chic and stunning maxi skirt! It features a high-rise waist, a faux wrap design, pleated detailing, and a long, curve-hugging fit. Style this skirt with the matching crop top and an envelope clutch.

    Shop Matching Top: Sleek Moves Sleeveless Crop Top

    Fit & Features

    • High-rise waist
    • Faux wrap design
    • Pleated detailing
    • Maxi-length, curve-hugging fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0474

    Category Name: Maxi Skirts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirtatious Fashionista Maxi Skirt

    Showcase your flirtatious fashionista side in this flowy maxi skirt! It features a high-rise waist, a flowy maxi length silhouette, and a trendy asymmetrical ruffled design. Style this skirt with the matching crop top and clear heels for a night out with the girls!

    Shop Matching Top: Flirtatious Fashionista Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Maxi-length, flowy silhouette
    • Asymmetrical ruffled design
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0555

    Category Name: Maxi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Sea Princess Sequin Maxi Skirt

    Rule the sea in a mystical maxi skirt that will complete your stunning sea princess costume this Halloween! The skirt features a flattering high-rise waist, front ruching, and a maxi-length flowy silhouette with a sultry thigh-high side slit to showcase some leg. The sheer mesh fabric has a full knit lining and is embroidered with all-over teal sequins. Style with a beaded bustier for a picture-perfect look.

    Fit & Features

    • High-rise waist, back zipper closure
    • Front ruching
    • Maxi-length flowy silhouette
    • High side slit
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Sequin embroidery
    • Runs true to size


    Halloween Costumes are considered final sale merchandise. FINAL SALE merchandise may not be returned or exchanged.

    Style Number/Barcode: 06401-0337

    Category Name: Maxi Skirts

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Vacay Beauty Floral Maxi Skirt

    You'll look like a stylish beauty as you jet off to your next vacay in this maxi skirt! It features a high-rise waist, side ruched detailing leading to a thigh-high slit, a fitted silhouette, and a fab all-over tropical floral print. Complete the look with the matching crop top and some chic shades.

    Shop Matching Top: Vacay Beauty Floral Crop Top

    Fit & Features

    • High-rise waist
    • Side ruched detailing
    • Thigh-high slit
    • Fitted silhouette
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 06501-0404

    Category Name: Maxi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summertime Stunner Maxi Skirt

    Showcase stunning looks on your summer vacay in this maxi skirt! It features a high-rise waist, dual thigh-high front slits, and a floor-length flowy silhouette. The lightweight gauze fabric has a trendy tropical leaf print, a perf look for a getaway! Style this skirt with the matching top.

    Shop Matching Top: Summertime Stunner Crop Top

    Fit & Features

    • High-rise waist, elastic banded back
    • Dual thigh-high front slits
    • Floor-length flowy silhouette
    • Gauze fabric, tropical leaf print, knit lining
    • Runs true to size

    Style Number/Barcode: 06301-0079

    Category Name: Maxi Skirts

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Dreaming Of Paradise Maxi Skirt

    This beautiful maxi skirt will have you dreaming of jetting off to paradise! It features a high-rise waist, a chic thigh-high front slit, a flowy silhouette, and a trendy all-over tropical leaf print. Style this skirt with a crop top and a floppy hat for a vacay-ready look!

    Fit & Features

    • High-rise elastic banded waist
    • Thigh-high front slit
    • Flowy fit
    • Knit fabric, moderate stretch, tropical leaf print
    • Runs true to size

    Style Number/Barcode: 06501-0445

    Category Name: Maxi Skirts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Paradise Maxi Skirt

    You'll be looking pretty on your next vacay to paradise in this adorable maxi skirt! It features a high-rise waist, a sultry thigh-high side slit, and a floor-length flowy silhouette. The knit fabric has a beautiful tropical floral print, perfect for a summer getaway. Style this skirt with a crop top and strappy sandals.

    Fit & Features

    • High-rise waist
    • Thigh-high side slit
    • Floor-length flowy silhouette
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 06501-0365

    Category Name: Maxi Skirts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Tie-Dye Maxi Skirt

    Showcase a golden glow in this tie-dye maxi skirt that is perf for summer! It features a high-rise elastic banded waist, a trendy twist-front detail leading to a sultry high slit, and a maxi-length silhouette with a curve-hugging fit. Style this skirt with the matching crop top and a chic pair of heels.

    Shop Matching Top: Golden Hour Tie-Dye Crop Top

    Fit & Features

    • High-rise elastic banded waist
    • Twist-front detail, thigh-high slit
    • Maxi-length silhouette, form-hugging fit
    • Brushed knit fabric, plenty of stretch
    • Tie-dye print
    • Runs true to size

     

    Style Number/Barcode: 06501-0470

    Category Name: Maxi Skirts

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Style Animal Print Maxi Skirt

    Showcase a wild and chic style this season with this trendy maxi skirt. It features a high-rise elastic-banded waist, a maxi length, and a sultry thigh-high front slit. The stretchy knit fabric has an all-over animal print for a bold vibe. Complete your look with a basic bodysuit and mules.

    Fit & Features

    • High-rise elastic-banded waist
    • Maxi length
    • High front slit
    • Animal print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0375

    Category Name: Maxi Skirts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laidback Vibes Maxi Skirt

    Showcase a cool, laidback style in this breezy maxi skirt! It features a high-rise waist with a tie-front detail, a flowy floor-length silhouette, and a stylish front slit. Complete your look with a crochet bralette and strappy sandals.

    Fit & Features

    • High-rise waist, elastic banded back
    • Tie-front
    • Flowy silhouette
    • Front slit
    • Lightweight gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0088

    Category Name: Maxi Skirts

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Stunner Tie-Dye Maxi Skirt

    Bring those trendsetting vibes to your stunning look with this tie-dye maxi skirt. It features a high-rise waist, a side twist detail leading to a thigh-high side slit, an asymmetric hem, and a curve-hugging silhouette. Complete your outfit with the matching top and stylish new heels.

    Shop Matching Top: Trendsetting Stunner Tie-Dye Crop Top

    Fit & Features

    • High-rise waist
    • Side twist detail
    • High side slit
    • Asymmetric hem
    • Knit fabric
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 06501-0345

    Category Name: Maxi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap Me In Glam Mesh Maxi Skirt

    Wrap yourself in a chic mesh coverup skirt that makes a sheer impression. The skirt features an elastic high-rise waist, a high side slit, and a maxi-length silhouette. The skirt is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top and sunnies.

    Shop Matching Crop Top: Wrap Me In Glam Mesh Maxi Skirt

    Fit & Features

    • Elastic high-rise waist
    • High side slit
    • Maxi-length silhouette
    • Unlined mesh fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0260

    Category Name: Maxi Skirts

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Babe High Slit Maxi Skirt

    Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges

    Shop Matching TopTropical Babe Tie Front Crop Top

    Fit & Features

    • High rise waist
    • Lightly pleated 
    • Tropical palm leaf print
    • High side slit 
    • Lightweight woven fabric
    • Matching top sold separately 

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06301-0049

    Category Name: Maxi Skirts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Palm Leaf High Slit Maxi Skirt

    Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.

    Shop Matching Crop Top: Tropical Palm Leaf Tube Top

    Fit & Features

    • High rise waist
    • Tropical floral print
    • Maxi length silhouette
    • High side slit
    • Matching top sold separately 

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0225

    Category Name: Maxi Skirts

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance