Midi Skirts
The right midi skirt can take your fall plans from coffee to cocktails with very little effort. Choose a sleek column or flowy A-line shape in silky satin, slinky jersey knit, mesh, ribbed knit, lace, or faux leather, then add a side slit when you want a little more movement. Black, brown, and burgundy set an on-trend, fall-ready mood. Pair yours with a cozy sweater and boots for daytime, then switch to an off-the-shoulder top and faux leather bomber jacket when dinner plans hit the group chat. One skirt, several outfits, plenty of photo-ready potential.
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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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Trendy Flair Lace Midi Skirt
Lace with a trendy flair. This lace midi skirt pairs a ruched waist with a flowy hanky hem for an effortlessly undone look that works from festival plans to dinner dates.
Fit & Features
- Sheer lace fabric with knit lining, high stretch
- Ruched waist
- Midi-length hanky hem
- Flowy A-line fit
- Runs true to size
Style Number/Barcode: 06501-000199
Category Name: Midi Skirts
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Checked Out Plaid Slit Midi Skirt
A sleek silhouette with a sharper finish. This plaid midi skirt skims the figure before opening into a high side slit for flirty movement with each step. Style this skirt with a cute top and heels.
Fit & Features
- Plaid woven fabric
- Low-rise waist
- High front slit
- Flowy fit
- Midi-length hanky hem
- Runs true to size
Style Number/Barcode: 06401-000062
Category Name: Midi Skirts
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Soft Angle Draped Handkerchief Midi Skirt
Fluid, asymmetrical, and right on cue. A ruched upper section flows into a pointed handkerchief hem, giving this midi skirt a fresh silhouette perfect for pairing with sandals and a purse.
Fit & Features
- Smooth lined knit fabric with stretch
- Ruched high-rise waist
- Flowy silhouette
- Handkerchief midi-length hem
- Asymmetrical pointed hemline
- Runs true to size
Style Number/Barcode: 06501-000209
Category Name: Midi Skirts
Price: $29.90
Availability: In Stock
Available Color: WHITE, RUST
Available Size: S, M, L, XS
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Plans in Motion Ruched Asymmetrical Midi Skirt
Not your basic midi, and that’s exactly why it works. Ruched detailing and an adjustable drawstring shape the waist, while the asymmetrical hem brings just enough movement for dinner plans, drinks, and whatever happens after.
Fit & Features
- Soft stretch fabrication
- Mid-rise waist
- Ruched waistband with adjustable drawstring
- Asymmetrical handkerchief hem
- Runs true to size
Style Number/Barcode: 06501-000201
Category Name: Midi Skirts
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Little Drama Polka Dot Mesh Midi Skirt
Dots with a little drama built in. This semi-sheer mesh midi skirt brings movement with a flowy A-line fit, high cut side slit, and hanky-style hem made for going out looks that deserve a little extra.
Fit & Features
- Semi-sheer mesh fabric with knit panty lining, high stretch
- Polka dot print
- Mid-rise waist
- High-cut side slit
- Midi-length hanky-style hem
- Flowy A-line fit
- Runs true to size
Style Number/Barcode: 06501-000198
Category Name: Midi Skirts
Price: $36.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
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Polka Dot Play Asymmetrical Midi Skirt
The polka dot print makes this midi skirt an easy starting point for a dressed-up look. The ruched waistband draws into a draped polka dot silhouette that shifts in length, adding extra interest. Pair it with the matching halter top or a streamlined top to keep the print feeling polished.
Shop Matching Top: Polka Dot Play Plunging Halter Top
Fit & Features
- Polka dot printed mesh fabric with knit lining, high stretch
- Mid-rise waist
- Ruched waistband
- Midi-length asymmetric hem
- Draped silhouette
- Runs true to size
Style Number/Barcode: 06501-000206
Category Name: Midi Skirts
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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