Midi Skirts

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Everyday Chic: Midi Skirts for Summer Styling

From café dates to city strolls, Windsor’s midi skirts deliver effortless elegance with trend-forward flair. Breezy silhouettes, high waists, and flowy hems define this collection—designed to flatter and keep you cool through every summer plan.

Lightweight fabrics in floral prints, sleek solids, and classic neutrals offer versatile pairings for casual days or elevated evenings. For daytime looks, pair a cotton or chiffon midi skirt with a cropped tank and slide sandals. Heading out? Opt for a side-slit satin midi styled with strappy heels and statement earrings for rooftop cocktails or weekend dinners.

Whether you’re embracing coastal vibes or brunching in the city, these skirts move with you—blending comfort and sophistication in every step. Explore Windsor’s full collection of midi skirts online, in-app, or at your local Windsor store and elevate your everyday wardrobe.

  • White Hot Midi Skirt
    Looking white hot. This midi skirt features a banded waist with all over ruching. It's made of a jersey knit fabric that's fully lined and perfectly stretchy. Pair with your favorite crop top for a sexy and simple outfit.

    Style Number/Barcode: 06501-0073

    Category Name: Midi Skirts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Flare Midi Skirt
    This sassy flare midi skirt is for sure to make a bold statement. It features a high rise waist, a hidden back zipper and hook and eye closure, and a flared mid-length hem. The skirt is composed of a lightweight woven fabric with no stretch.

    Style Number/Barcode: 06401-0063

    Category Name: Midi Skirts

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Minimalist Satin Midi Skirt
    Slip into something effortlessly polished when you wear this satin midi! Skirt features an elasticized waist, a side zip, seam detail at back, and a gently flared hem. Skirt is made from a smooth woven material with a slight sheen and moderate stretch.

    Style Number/Barcode: 06401-0058

    Category Name: Midi Skirts

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce And Chic Midi Skirt

    Keep it chic while also giving off a major fierce vibe with this trendy printed midi skirt. It features a high rise waist, a wrap front with a side tie and pleated details, and a flowy, relaxed fit. The skirt is composed of a lightweight satin-like fabric with no stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 06401-0061

    Category Name: Midi Skirts

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lush Pencil Midi Skirt

    Shop Matching Top: Lush Bungee Crop Top

    Embrace the matching set trend! This lush skirt has a high waist line, and a hem that hits right above the knee. It is composed of an extremely soft knit material that showcases a very on trend pattern! Midi offers a form fit with moderate stretch. Don't forget the matching crop top to complete your fierce look!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0053

    Category Name: Midi Skirts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sultry Midi Skirt

    Stay ever so sleek and sultry in this basic midi! The skirt features a high rise elastic banded waist paired with a mid-length fit. The skirt is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching crop top!

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0054

    Category Name: Midi Skirts

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Deadly Yet Sexy Midi Skirt
    Deadly never looked so sexy. This midi has a high waist band and a hem that meets below the knee. This skirt is composed of a soft knit material that offers moderate stretch, and showcases a brushed print that will have them lookin' out for danger. Don't forget the matching crop to complete your look!

    Style Number/Barcode: 06501-0047

    Category Name: Midi Skirts

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple Pleasures Midi Pencil Skirt
    Slow down and enjoy the evening in this simply irresistible skirt. It features an elastic waistband, a midi length, and a pencil silhouette. Don't forget the matching top to complete your simply stunning look!

    Model is 5'8" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0038

    Category Name: Midi Skirts

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Flare Leopard Midi Skirt

    Everyone needs a little leopard print in their life! Featuring an elastic high waist line, a hidden zipper at the hip and and a trendy spotted print. This satin-like material offers a relaxed fit. The skirt flares at the hem for extra flow. Pair with your favorite sneakers or strappy heels!

    Model is 5'8.5" with 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0039

    Category Name: Midi Skirts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Midi Ground Satin Skirt
    A little slinky and totally sophisticated, this satin midi makes goes for gorgeous in dusky pink. Skirt features a flattering A-line silhouette and an elasticized waist. Skirt is unlined and made from a soft, mid-weight fabric with little to no stretch.

    Style Number/Barcode: 06401-0028

    Category Name: Midi Skirts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be My Baby Midi Skirt
    Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0027

    Category Name: Midi Skirts

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Wonder Flocked Velvet Floral Midi Skirt

    Turn heads in the luxe wonder flocked velvet floral midi skirt. With a high side slit and mid-rise waist, it's perfect for flaunting your style. Pair it with the matching halter top for extra glam.

    Fit & Features

    • Lined mesh fabrication
    • Mid-rise waist
    • Flocked floral velvet pattern
    • High side slit
    • Midi length hem
    • Runs true to size


    Shop Matching Top: Luxe Wonder Flocked Velvet Floral Halter Top

    Style Number/Barcode: 06501-1090

    Category Name: Midi Skirts

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bright Vibes Ruched Rhinestone Midi Skirt

    Fit & Features

    • Smooth knit fabrication, sewn-in knit lining
    • High-rise waist
    • Ruching 
    • Rhinestones
    • Midi length hem
    • Runs true to size


    Shop Matching Top: Bright Vibes Rhinestone Cropped Corset Top

    Style Number/Barcode: 06501-1095

    Category Name: Midi Skirts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Chic Wavy Striped Crochet Midi Skirt

    Wrap yourself in the retro chic wavy striped crochet midi skirt. With a high-rise waist and back slit, it's perfect for flaunting your style. Pair it with the matching top for a fab look!

    Fit & Features

    • Unlined crochet knit fabrication, short knit stretchy lining
    • High-rise waist
    • Wavy striped pattern
    • High center slit at back of hem
    • Midi length hem
    • Runs true to size

     

    Shop Matching Top: Retro Chic Wavy Striped Crochet Tube Top

    Style Number/Barcode: 06501-1107

    Category Name: Midi Skirts

    Price: $44.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

  • Sultry Does It High Rise Midi Skirt

    Fit & Features

    • Metallic knit fabric
    • High-rise waist
    • Side slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Shop The Matching Top: Sultry Does It Halter Neck Crop Top

    Style Number/Barcode: 06501-1108

    Category Name: Midi Skirts

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxury Feels High-Rise Slit Satin Midi Skirt

    Fit & Features

    • Silky satin fabric, minimal stretch
    • High-rise waist
    • Front faux buttons
    • Side zipper with hook-eye closure
    • Front high slit
    • Form-hugging fit at the hips
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0725

    Category Name: Midi Skirts

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Chic Moment High-Slit Faux Leather Midi Skirt

    Have your chic moment in this high-slit faux leather midi skirt. With a high-rise waist and form-hugging fit, this skirt was made to turn heads!

    Fit & Features

    • Faux leather fabrication, sewn-in knit lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • High front slit
    • Form-hugging silhouette
    • Midi length hem
    • Runs true to size

     

    Style Number/Barcode: 06401-0731

    Category Name: Midi Skirts

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Ambition Faux Leather Wrap Midi Skirt

    Elevate your style with the sleek ambition faux leather wrap midi skirt. High-rise, wrap silhouette, and a daring slit make it a must-have for your wardrobe.

    Fit & Features

    • Faux leather fabrication
    • High-rise waist, side zipper closure
    • Wrap silhouette
    • High-slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 06401-0730

    Category Name: Midi Skirts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Coastal Escape High Rise Ruched Midi Skirt

    Shop Matching Top: Coastal Escape Cropped Halter Top

    Fit & Features

    • Smooth knit fabrication with lining
    • High-rise waist
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1130

    Category Name: Midi Skirts

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • There She Goes High-Rise Slit Polka Dot Satin Midi Skirt

    Cue the perfect background song as you strut in this high-rise midi skirt flaunting chic polka dots and a flowy silhouette.

    Fit & Features

    • Polka dot print, smooth satin fabric, woven lining
    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • High side slit
    • Flowy midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0734

    Category Name: Midi Skirts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Heavenly Match Floral Slit Midi Skirt

    This floral mesh skirt is a match made in heaven! The skirt features a flattering high-rise waist and sheer midi-length silhouette showcasing a sultry slit. Pair with the matching top.

    Shop Matching Top: Heavenly Match Floral Tie-Front Crop Top

    Fit & Features

    • Floral print, partially sheer mesh fabric, short knit lining
    • High-rise waist
    • High front slit
    • Sheer midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1141

    Category Name: Midi Skirts

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Forever In Love Floral Velvet Burnout Midi Skirt

    You'll be forever in love with this floral velvet burnout midi skirt. Designed with ruched seams and a high-cut slit, style with the matching corset top for a gorgeous look.

    Shop Matching Top: Forever In Love Floral Velvet Burnout Corset Top

    Fit & Features

    • Mesh fabric with floral velvet burnout pattern
    • High-rise waist
    • Ruched seams
    • High-cut slit
    • Midi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1119

    Category Name: Midi Skirts

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Era Ribbed Knit High Slit Midi Skirt

    Enter your elevated era with this chic staple ribbed knit midi skirt perf for everyday styling. Designed with a high-cut side slit and bodycon fit, pair with the matching cropped tank for a seamless look.

    Shop Matching Top: Elevated Era Ribbed Knit Cropped Tank Top

    Fit & Features

    • Ribbed knit fabric, high stretch
    • High-rise waist
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1133

    Category Name: Midi Skirts

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Trendy Match Chevron Knit Midi Skirt

    Trend right with this chevron knit midi skirt for weekend fun or vacation! Pair with the matching top to complete the look.

    Fit & Features

    • Chevron pattern, stretchy knit fabric
    • High-rise waist
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Shop The Matching Top: Trendy Match Chevron Knit Tube Top

    Style Number/Barcode: 06501-1136

    Category Name: Midi Skirts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Sale