Midi Skirts
Midi skirts, styled your way. This collection brings together modern silhouettes and standout textures that make getting dressed feel effortless. From sleek faux leather and buttery soft jersey knits to airy crochet and printed mesh in swirling watercolor patterns and fresh florals, these midi skirts deliver just the right mix of structure and movement. Expect clean pencil shapes, easy body-skimming fits, and fluid styles finished with subtle side slits for added edge. Polished enough for daytime plans and elevated enough for evenings out, these midi skirts make it easy to move from the office to dinner, drinks, and wherever the night goes.
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Midi Skirts That Balance Effortless and Elevated
Windsor’s midi skirts bring the perfect mix of versatility and polish to your wardrobe. Whether you love flowy silhouettes or sleek, fitted shapes, these styles are designed with bold details like ties, ruffles, sheer panels, and lightweight fabrics that make every outfit feel fresh.
Looking for skirts with slits? A mid-length skirt with a high side slit delivers instant drama, perfect for styling with strappy heels and statement earrings for an elevated night out. Prefer something more relaxed? A breezy cotton or chiffon midi pairs easily with cropped tanks or fitted tops for an outfit that’s comfortable and chic.
For an easy co-ord moment, explore our midi skirt sets that include matching crop tops. These ready-to-style outfits are perfect when you want to look put-together without the extra effort.
No matter the occasion, Windsor’s collection of midi skirts moves with you—offering comfort, confidence, and endless styling options. Shop online, in-app, or in-store to find the mid-length skirt that completes your look.
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Blissful View Crochet Knit Midi Skirt
Enjoy stylish bliss in this crochet midi skirt on your next getaway or weekend outing! The skirt offers a flattering high-rise waist, a bodycon fit, and a midi-length hem. Complete the look with the matching halter top.
Shop Matching Top: Blissful View Halter Crochet Crop Top
Fit & Features
- Crochet knit fabric, geometric pattern, knit lining
- High-rise waist, ribbed detail
- Midi-length hem
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-1140
Category Name: Midi Skirts
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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.
Shop Matching Top: Sensational Match Tie-Front Ruffle Crop Top
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
Style Number/Barcode: 06501-000021
Category Name: Midi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: Midi Skirts
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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.
Shop Matching Top: Always Happy Hour Cowl Neck Crop Top
Fit & Features
- Double-lined slinky knit stretchy fabric
- High-rise waist
- Side slit
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06501-000044
Category Name: Midi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Way She Moves Striped Midi Skirt
This striped midi skirt has entered the girl's vacay chat! Boasting a sexy bodycon silhouette and mid-rise waist, you'll be the hit of the trip. Pair with the matching top to complete the look!
Shop Matching Top: Way She Moves Striped Bra Top
Fit & Features
- Striped print, scalloped trim, stretchy knit fabric
- Mid-rise waist
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06401-0743
Category Name: Midi Skirts
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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In My Feels High-Rise Midi Skirt
Whether you're on vacay or sitting poolside, this high-rise midi skirt will have you feeling yourself! Pair with the matching top.
Fit & Features
- Stretchy knit fabric
- High-rise waist
- Column silhouette
- Midi-length hem
- Runs true to size
Shop The Matching Top: In My Feels Scoop Neck Bra Top
Style Number/Barcode: 06501-1138
Category Name: Midi Skirts
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: Midi Skirts
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Serenade Me Bodycon Midi Skirt
A dreamy look awaits in this sleek bodycon midi skirt with a flattering high-rise waist and center back slit for effortless movement. Pair with the matching top to complete the look!
Fit & Features
- Double-lined smooth knit stretchy fabric
- High-rise waist
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Runs true to size
Shop The Matching Top: Serenade Me V-Neck Crop Top
Style Number/Barcode: 06501-000008
Category Name: Midi Skirts
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruffle Me Up Midi Skirt
Flirty, flowy, and made for vacay vibes! This ruffle-trim midi skirt brings soft drama with a sleek fit and side slit that shows just enough—pair it with the matching top to complete the look.
Shop The Matching Top: Ruffle Me Up Crop Top
Fit & Features
- Smooth double-lined stretchy knit fabric
- High-rise waist
- Side ruched seam and ruffled slit
- Bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06501-000060
Category Name: Midi Skirts
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Summer Crush Striped Crochet Midi Skirt
POV: you just found your new fave beach-to-brunch vibe. This striped crochet midi skirt serves laid-back heat with a form-hugging fit and thigh-high slit made for turning heads from sunrise to sunset.
Shop Matching Top: Summer Crush Striped Crochet Bralette Top
Fit & Features
- Crochet knit fabric
- Striped pattern
- High-rise waist
- Thigh-high side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000027
Category Name: Midi Skirts
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Catch The Curve High Slit Midi Skirt
She’s giving effortless hot. This high slit curve-hugging midi skirt brings sleek movement and a snatched fit that’s all about the slow turn and stare. Perfect for rooftop nights or a content-worthy dinner 'fit.
Shop Matching Top: Always Happy Hour Cowl Neck Crop Top
Fit & Features
- Double-lined slinky knit fabric, high stretch
- High-rise elasticized waist
- Ruching
- High side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000063
Category Name: Midi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Go With The Vibe Slit Midi Skirt
Embrace your daring side and let this midi skirt elevate your look. Its sleek high-rise waist and side slit highlight your confidence and flair, perfect for making a statement at any event. Pair with the matching top.
Shop Matching Top: Go With The Vibe Halter Crop Top
Fit & Features
- Slinky knit stretchy fabric
- High-rise waist
- Side pleated hip seam
- High side slit
- Form-hugging silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06501-000062
Category Name: Midi Skirts
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Confidence High Slit Mesh Midi Skirt
When subtle isn’t the move, this mesh midi skirt delivers. With a thigh-high slit and ruched waist, it’s the kind of style that owns the night and brings the confidence.
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- High-rise waist, ruching
- Ultra-high front slit
- Asymmetric midi-length hem
- Flowy fit
- Runs true to size
Style Number/Barcode: 06501-000075
Category Name: Midi Skirts
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Bloom High-rise Slit Midi Skirt
Flirty, fearless, and just the right amount of wild. This skirt blends bold floral and animal prints for that effortlessly sultry vibe. The high-rise fit and flirty slit midi hem bring all the movement and attitude—no accessories required (but gold jewelry helps).
Shop The Matching Top: Untamed Bloom Tie-Front Crop Top
Fit & Features
- Floral and animal print, mesh fabric, lining
- High-rise waist
- Curve-hugging fit
- Flowy slit midi-length hem
- Runs true to size
Style Number/Barcode: 06501-000097
Category Name: Midi Skirts
Price: $7.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Quiet Drama Pleated Midi Skirt
This is the skirt that makes a simple outfit feel fully curated. With its sleek pleats and easy midi flow, it adds that subtle edge you can dress up or keep casual with sneakers.
Fit & Features
- Faux leather fabric
- High-rise waist with clean waistband seam
- Accordion-style pleating throughout for structured movement
- A-line midi-length silhouette
- Runs true to size
Style Number/Barcode: 06401-000031
Category Name: Midi Skirts
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Slip Into Elegance Satin Lace Midi Skirt
This skirt understands the assignment without saying a word. With its silky drape and lace detailing, it brings a refined, date-night polish that feels confident, effortless, with endless styling options.
Fit & Features
- Satin fabric with subtle sheen and smooth feel
- Sleek high-rise waist
- Lace panel detailing along the side
- Curve-hugging silhouette
- Midi-length flared hem
- Runs true to size
Style Number/Barcode: 06401-000032
Category Name: Midi Skirts
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Low Key Luxe Satin Lace Midi Skirt
The kind of piece that instantly sharpens the whole look. This satin midi skims the body with an easy drape, finished with lace detailing that feels elevated, not extra—perfect for dinners, date nights, or last-minute chic plans.
Fit & Features
- Smooth satin fabric with soft, fluid feel
- Sheer lace panel detail for subtle contrast
- High-rise waist
- Curve-skimming, midi-length silhouette
- Runs true to size
Style Number/Barcode: 06401-000033
Category Name: Midi Skirts
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Swipe Right High Slit Midi Skirt
Leg day, but make it fashion. This high slit midi skirt flows with every step while giving just the right amount of drama for parties or dressed-up daytime plans.
Fit & Features
- Knit fabric with stretch
- High-rise waist
- Flowy silhouette
- High front slit
- Asymmetrical midi-length hem
- Runs true to size
Style Number/Barcode: 06501-000131
Category Name: Midi Skirts
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Soft Allure Asymmetrical Midi Skirt
This ruched midi skirt is your shortcut to looking polished with almost no effort. The fitted asymmetric midi skirt creates that sleek, sculpted silhouette that moves with you and always feels photo-ready. Shop the matching top.
Shop The Matching Top: Soft Allure Crop Top
Fit & Features
- Stretch knit fabric
- High-rise waist
- Ruched detailing throughout
- Asymmetrical hemline
- Side slit accent
- Midi-length silhouette
- Runs true to size
Style Number/Barcode: 06501-000082
Category Name: Midi Skirts
Price: $26.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Catch Me On Vacay Tropical Floral Midi Skirt
Booked the trip the second this top hit your cart. This tropical floral midi skirt has a sleek, flowy, A-line 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 knit lining, high stretch
- Large tropical floral print
- High-rise waist, ruched detailing
- Midi-length hanky-style hem
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 06501-000173
Category Name: Midi Skirts
Price: $34.90
Availability: In Stock
Available Color: FUCHSIA
Available Size: XS, S, M, L
Product Badge:- Part of a Set