Skirts & Skorts
Your skirt lineup is officially booked for fall. Go from casual to dressy with elevated basics and statement styles in mini, midi, and maxi lengths, from sleek bodycon fits to tiered ruffle silhouettes and asymmetrical hems. Slinky knit, faux leather, and lace bring the texture, while vampy florals and plaid set the seasonal mood in black, brown, and burgundy. Add polished wrap-front skorts for daytime plans or switch to going-out skorts when the night calls for a shorter hemline. Wear them to weekend brunch, GNO, rooftop bars, birthday celebrations, concerts and festivals. Style with tall boots or kitten heels with hosiery for fall.
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Skirts & Skorts That Keep Your Style Sharp
From easy daytime looks to nights out, Windsor’s skirts and skorts bring fresh, trend-right details to your wardrobe. Whether you love the sleek edge of faux leather, the playful feel of skorts, or the flow of midi and maxi styles, these pieces are made to stand out with ease.
Mini, Midi & Maxi Skirts Made to Move
Mini skirts bring a flirty, confident feel—perfect with tanks, crop tsops, or lightweight layers. Look for pleated designs, soft satins, or subtle hardware details for a modern touch. Midi skirts offer an easy balance of polished and relaxed—pair a satin midi with a fitted top and sandals for dinner plans, or style a flowy option with sneakers for daytime outings. Maxi skirts add movement and ease, giving you a statement look that still feels effortless.
Details like soft pleats, tie waists, and minimal hardware keep each look fresh and easy to style. Pair these skirts with matching jackets or light layers for a clean, elevated finish.
Denim Skirts, Trendy Skorts & Easy Rompers
Denim skirts are a go-to staple—available in light washes, distressed details, and easy silhouettes that pair perfectly with tanks and tees.
Skorts bring comfort and movement while keeping a polished, skirt-inspired look, making them perfect for brunch, vacations, and weekend plans. For an all-in-one outfit, skirt rompers keep styling simple while still looking put-together.
Finish your look with warm-weather essentials—pair skirts with chic handbags, delicate jewelry, or strappy heels or sandals that take you from day to night.
Shop Windsor’s collection of skirts, skorts, and rompers online, in-store, or in-app to refresh your wardrobe with effortless, on-trend styles.
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Sweet Escape Abstract Floral Ruffle Skort
This skort was made for sunny-day plans and spontaneous photo ops. The layered ruffle design adds dreamy movement, while the mini skort silhouette keeps it effortlessly cute from brunch with the girls to getaway adventures.
Shop Matching Top: Sweet Escape Abstract Floral Halter Top
Fit & Features
- Lightweight mesh fabrication
- Low-rise waist
- Abstract floral pattern
- Tiered ruffle silhouette
- Hidden cheeky shorts
- Runs true to size
Style Number/Barcode: 06503-000438
Category Name: Skirts & Skorts
Price: $34.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Poolside Priority Slit Maxi Skirt
This skirt practically comes with a boarding pass. Featuring a flirty mid-rise waist, curve-hugging fit, and a leg-baring high-front slit, it's the kind of look that belongs at pool parties, vacations, and every photo op in between.
Shop Matching Top: Poolside Priority Tie Front Top
Fit & Features
- Stretchy knit fabric
- Mid-rise waist
- High front slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000157
Category Name: Skirts & Skorts
Price: $9.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: L
Product Badge:- Sale
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Check Mate Plaid Draped Asymmetrical Skirt
Classic plaid, reworked for now. This asymmetrical skirt pairs a low-rise waist with draped construction and an uneven hem for a more fashion-forward fall look.
Shop Matching Top: Check Mate Cropped Plaid Tube Top
Fit & Features
- Plaid print, knit fabric
- Low-rise waist
- Draped asymmetric flowy silhouette
- Curve-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000202
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: BLUE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Ruffle Rush Mesh Mini Skort
A little drama, built right in. This mesh mini skort pairs tiered ruffles and cascading side accents with hidden knit shorts, so you get the flirty skirt look with way more freedom to move.
Fit & Features
- Mesh fabric, high stretch
- Mid-rise waist
- Tiered ruffled design
- Mini-length overlay, ruffled side accents
- Hidden built-in knit shorts
- Runs true to size
How to style for Halloween: Pair it with the satin head scarf, corset crop top, and tall boots to complete your pirate costume.
Style Number/Barcode: 06503-000460
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Chalet Mood Faux Fur Denim Skirt
Denim just booked a cozy weekend away. This mini skirt mixes classic denim with an oversized faux fur trim and bodycon fit for a plush fall layer that makes even the simplest outfit feel styled.
Shop The Matching Jacket: Chalet Mood Faux Fur Denim Jacket
Fit & Features
- Denim fabric, sewn-in knit lining
- Mid-rise waist
- Bodycon silhouette
- Faux fur trim mini-length hem
- Front button closure
- Runs true to size
Style Number/Barcode: 06601-000040
Category Name: Skirts & Skorts
Price: $42.90
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
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Dainty Plaid Bow-Front Mini Skort
Plaid gets a softer finish with one simple detail. This mini skort features a neat bow at the front waist, adding contrast to the structured pattern and close-to-the-body shape. The result feels polished, playful, and easy to work into your rotation.
Fit & Features
- Knit fabric
- Plaid flannel pattern
- High-rise fit, bow detail at front waist
- Side zipper and hook-eye closure
- Mini-length overlay, form-hugging fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000418
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Best Seller
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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: Skirts & Skorts
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Ruffle Check Double Belt Plaid Mini Skort
Plaid and ruffles give this skort enough personality to carry the outfit. The mini silhouette pairs layered flounces with a double-belt waist for a playful mix of movement and edge. Keep the top fitted and let the texture do the styling.
Fit & Features
- Lightweight woven fabric, plaid print
- High-rise waist
- Double-belt waistband
- Layered ruffle design
- Mini-length overlay, A-line fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06403-000188
Category Name: Skirts & Skorts
Price: $46.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Pattern Play Animal Print Mini Skort
Prints decided to get a little unpredictable. This animal print mini skort mixes a ruched waist, side sash, and asymmetric A-line overlay with hidden shorts underneath for movement without the wardrobe stress.
Fit & Features
- Knit fabric, high stretch
- Multi-animal print pattern
- Mid-rise waist, ruched detailing
- Side sash accent
- Asymmetric mini-length overlay, flowy A-line fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000412
Category Name: Skirts & Skorts
Price: $34.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
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Vacation Glow Sequin Skort
Serving resort-ready sparkle from every angle. This sequin mini skort gives you the flirty look of a skirt with the confidence and comfort of built-in shorts, making it perfect for vacations, brunches, and sunset plans.
Fit & Features
- Sequin-embellished fabrication with lining
- Mid-rise waist, side zipper and hook-eye closure
- All-over floral sequin design
- Mini length silhouette
- Built-in cheeky shorts
- Runs true to size
Style Number/Barcode: 06403-000149
Category Name: Skirts & Skorts
Price: $44.90
Availability: In Stock
Available Color: BLUE
Available Size: S, M, L
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Sweet Escape Cascading Ruffle Mini Skirt
Serving postcard-worthy outfits and endless outfit compliments. This cascading ruffle mini skirt features a flowy layered design that moves with every step, making it the perfect pick for vacations, festivals, and sunny-day styling. Pair with the matching top.
Shop Matching Top: Sweet Escape Cascading Ruffle Top
Fit & Features
- Lightweight knit fabric, high stretch
- Low-rise silhouette
- Cascading tiered ruffle design
- Asymmetrical hem
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06503-000342
Category Name: Skirts & Skorts
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All The Drama Ruffled Mesh Mini Skirt
The ruffles understood the assignment. This layered mesh mini skirt gives your DIY costume instant volume while staying versatile enough for dark, fantasy, or feline-inspired styling. Add your own top, hosiery, and accessories to make the final look sweet, spooky, or somewhere in between.
Fit & Features
- Lined mesh fabric
- High-rise waist
- Tiered ruffle trim
- Flared silhouette
- Mini-length hem
- Runs true to size
How to style for Halloween: Pair it with a corset top, hosiery, and statement accessories to build a stunning DIY look, then switch up the styling for other playful costume directions.
Style Number/Barcode: 06501-000200
Category Name: Skirts & Skorts
Price: $46.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Destination Glam Abstract Print Maxi Skirt
Booked, busy, and dressed like the destination. This abstract print maxi skirt features a ruched waist and high-cut side slit that creates a flowy fit for rooftop dinners, resort nights, and every plan in between. Pair with the matching halter top.
Shop Matching Top: Destination Glam Abstract Print Halter Top
Fit & Features
- Sleek knit fabric, high stretch
- Abstract print
- High-rise waist, ruched detailing
- High-cut side slit
- Maxi-length hem
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 06501-000180
Category Name: Skirts & Skorts
Price: $20.97 $49.90
On Sale: Yes
Availability: In Stock
Available Color: MULTI
Available Size: M, L
Product Badge:- Sale
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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: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, 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: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
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Spotted Charm Polka Dot Satin Midi Skirt
The outfit formula just got easier. This polka dot midi skirt pairs its fluid shape with delicate lace trim for a polished finish that still feels effortless. Style it with a cute top and heels when the plans call for something a little more dressed up.
Fit & Features
- Polka dot print, satin fabric
- High-rise waist with bow accent
- Curve-hugging silhouette
- Scalloped lace-trim midi hem
- Runs true to size
Style Number/Barcode: 06401-000061
Category Name: Skirts & Skorts
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Just Add Sandals Midi Skirt
The outfit came together the second this skirt showed up. A hanky midi skirt with a ruched mid-rise waistband and flowy A-line fit, it's the effortless piece that works for brunch, vacations, and every plan in between.
Fit & Features
- Smooth knit fabric, knit lining, high stretch
- Mid-rise ruched waistband
- A-line flowy fit
- Hanky midi-length hem
- Runs true to size
Style Number/Barcode: 06501-000196
Category Name: Skirts & Skorts
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Edge Lace Ruffle Mini Skort
This lace ruffle mini skort brings a flirty edge to your outfit lineup with delicate details, a curve-hugging fit, and endless styling potential from concert nights to weekend plans. Pair with the matching tie-front top.
Shop Matching Top: Flirty Edge Lace Ruffle Tie-Front Top
Fit & Features
- Sheer lace fabric, built-in knit shorts lining
- Mid-rise waist
- Ruched detailing
- Tiered ruffled mini-length overlay, A-line fit
- Runs true to size
Style Number/Barcode: 06503-000274
Category Name: Skirts & Skorts
Price: $29.90
Availability: In Stock
Available Color: CHARTREUSE
Available Size: S
Product Badge:- Part of a Set
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Sleek Agenda Asymmetrical Mini Skirt
Plans changed, the outfit didn’t. This mini skirt brings a curve-hugging fit, flattering ruching, and a draped hem made for poolside afternoons that turn into sunset reservations.
Fit & Features
- Slinky stretch knit fabric
- High-rise waist
- Ruched detailing with asymmetrical draped hem
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-000194
Category Name: Skirts & Skorts
Price: $29.90
Availability: In Stock
Available Color: OFF, WHITE
Available Size: XS, S, M, L
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Weekend Edit Striped Knit Mini Skort
Classic yet so on-trend. This mini skort features a stretchy ribbed knit with a high-rise waist, tie-front detail, and a mini-length overlay that hides built-in shorts. Style with the matching collared top.
Shop Matching Top: Weekend Edit Striped Knit Collared Top
Fit & Features
- Striped ribbed knit fabric, high stretch
- High-rise waist
- Adjustable tie-front detail
- Mini-length overlay, fitted silhouette
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000409
Category Name: Skirts & Skorts
Price: $29.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Prep Shift Plaid Pleated Mini Skort
This plaid mini skort brings a tailored feel to casual styling. With a mid-rise waist, drop waist seam, and mini-length pleated overlay, it also features hidden built-in shorts for added coverage. Style with the matching vest top for an easy mix of polished and cool.
Shop Matching Top: Prep Shift Plaid Cropped Button Front Vest Top
Fit & Features
- Plaid woven fabric
- Mid-rise waist
- Drop waist seam
- Side zipper closure
- Mini-length pleated overlay, A-line fit
- Hidden built-in knit shorts
- Runs true to size
Style Number/Barcode: 06303-000069
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: S, M, L
Product Badge:- Part of a Set
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Chic Vibes Lace Ruffle Mini Skort
Flirty details, all the chic vibes. The lace mini skort mixes a ruched drop waist, tiered ruffles, and hidden shorts for a going-out look that keeps up with every plan change.
Fit & Features
- Lace fabric with knit lining, high stretch
- Mid-rise waist
- Ruched drop waist design
- Tiered ruffled overlay, slit with ruffled accents
- A-line fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000407
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Studs And Stares Mini Skort
A little edgy, a lot hot—this skort brings drama with metal studs and a sultry mini-length overlay that does the most with the matching halter top, perfect for concerts or festivals.
Shop Matching Top: Studs And Stares Cowl Neck Halter Top
Fit & Features
- Smooth knit fabric with high stretch
- High-rise waist
- Ruched drop waist design
- Mini-length hanky hem with studded trim, A-line fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06503-000279
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: S
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Sleek And Flirty High-Slit Midi Skirt
This flowy midi skirt was made for nights when subtle just isn’t the mood. The ruched waist, high-cut side slit, and A-line fit keep it sleek, flirty, and impossible to ignore from every angle. Style with the matching halter top.
Shop Matching Top: Sleek And Flirty Cowl Neck Halter Top
Fit & Features
- Sleek knit fabric, high stretch
- High-rise waist, ruched detailing
- High-cut side slit
- Asymmetric midi-length hem
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 06501-000149
Category Name: Skirts & Skorts
Price: $29.90
Availability: In Stock
Available Color: TEAL
Available Size: L
Product Badge:- Part of a Set