Maxi Skirts

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Maxi Skirts That Flow with Every Moment

Windsor’s maxi skirts bring effortless style to your everyday looks and special occasions alike. From breezy long skirts that move with you to sleek, fitted silhouettes with bold details, these pieces are designed to make an entrance. Discover options with ties, ruffles, fringe, or sheer accents that add the perfect touch of drama.

Flowy & Fitted Styles for Every Vibe

Go casual with tiered cotton maxis or slip into a sleek, high-slit design that elevates your look instantly. Sheer-panel maxi skirts offer a flirty twist, while embellished styles with sequins or rhinestones turn any outing into a statement moment. Matching maxi skirt sets with coordinating crop tops makes styling easy, creating a put-together outfit in seconds.

Quick Styling Ideas

  1. Pair a ruffled maxi skirt with a fitted tank and sandals for effortless day-to-night wear.
  2. Style a high-slit skirt with a bodysuit and strappy heels for a sleek, polished outfit.
  3. Layer a sheer maxi over shorts or swimwear for a playful, fashion-forward twist.
  4. Mix a sparkling or fringe-detailed skirt with a cropped jacket for a standout party look.
  5. Match a maxi skirt set with simple accessories and let the co-ord do all the work.

Need more inspiration? Check out our guide to long skirt outfit ideas that keep your wardrobe fresh. Explore Windsor’s full collection of maxi skirts online, in-app, or in-store and find the style that fits every moment.

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.

  • Coastal Daydream Maxi Skirt

    Floaty, effortless, and made for sunny vacations and weekend plans. This tiered maxi skirt brings an easy beach to brunch feel with a breezy silhouette that moves with you.

    Fit & Features

    • Airy woven fabric, short woven lining
    • High-rise stretchy smocked tie waist
    • Flowy tiered ruffled silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06301-000016

    Category Name: Maxi Skirts

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, WHITE

    Available Size: S, M, L

  • Sun Chaser Crochet Maxi Skirt Coverup

    Serving just enough skin with every step. This crochet maxi skirt coverup brings the drama with chic cutouts, a high front slit, and an easy throw-on fit that’s made for beach clubs, poolside pics, and last-minute vacation plans.

    Fit & Features

    • Crochet knit fabric, moderate stretch
    • Mid-rise waist
    • Dual O-ring cutout accents
    • High-cut front slit
    • Maxi-length flowy silhouette
    • Runs true to size

    Style Number/Barcode: 07105-000057

    Category Name: Maxi Skirts

    Price: $28.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S/M, M/L

  • Better In Lace Bodycon Maxi Skirt

    The kind of skirt that makes last-minute plans feel instantly worth it. This lace midi skirt hugs your curves with its bodycon fit and a high-cut back slit, perfect for rooftop dinners, birthday nights, and every photo dump in between. Pair with the matching corset top.

    Shop Matching Top: Better In Lace Halter Corset Top

    Fit & Features

    • Lace fabric with knit lining, moderate stretch
    • High-rise waist
    • Maxi-length hem
    • High-cut back slit detail
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000134

    Category Name: Maxi Skirts

    Price: $32.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Western Ways Belted Denim Maxi Skirt

    A little rugged, a little styled up—exactly how you like it. This denim maxi skirt brings a western edge with buckle-strap accents and a high-cut side slit that you'll love. Pair with the matching vest.

    Shop Matching Top: Western Ways Studded Denim Vest

    Fit & Features

    • Denim fabric, slight stretch
    • High-rise waist
    • Side belt buckle strap accents
    • High-cut side slit
    • Maxi-length hem, frayed trim
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-000034

    Category Name: Maxi Skirts

    Price: $48.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Cutest Charm Striped Crochet Maxi Skirt

    Serving retro flirtiness and the cutest charm. This striped crochet maxi skirt hugs just right and was made for rooftop hangs, concert nights, and spontaneous photo dumps. Style with the matching crop top.

    Shop Matching Top: Cutest Charm Striped Crochet Halter Top

    Fit & Features

    • Striped crochet knit fabric
    • High-rise waist
    • Maxi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-000123

    Category Name: Maxi Skirts

    Price: $49.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sunkissed Confidence Bodycon Maxi Skirt

    Serving sunkissed confidence with zero effort required. This ruched maxi skirt hugs in all the right places with a sleek, sculpted fit that was made for dinner plans, rooftop cocktails, and being the best dressed without even trying. Style with the matching halter top.

    Shop Matching Top: Sunkissed Confidence Plunge Halter Top

    Fit & Features

    • Sleek knit fabric, high stretch
    • High-rise waist
    • Ruched detailing
    • High-cut side slit
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000151

    Category Name: Maxi Skirts

    Price: $29.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Catch Me On Vacay Tropical Floral Maxi Skirt

    Booked the trip the second this skirt hit your cart. This tropical floral maxi skirt hugs in all the right places with a sleek fit that’s ready for rooftop drinks, vacation pics, and every RSVP sitting in your camera roll. Style with the matching tube top.

    Shop Matching Top: Catch Me On Vacay Tropical Floral Tube Top

    Fit & Features

    • Knit fabric with lining, high stretch
    • Large tropical floral print
    • High-rise waist
    • High-cut side slit
    • Maxi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06501-000154

    Category Name: Maxi Skirts

    Price: $36.90

    Availability: In Stock

    Available Color: FUCHSIA

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set