Skirts & Skorts
Skirts designed to move with every plan on your calendar—from coffee runs to cocktail hours. Whether you’re reaching for a mini, tiered ruffles, or a fluid maxi, this edit balances ease with impact. Think sleek column skirts that transition seamlessly from office to after-hours, flattering A-line silhouettes with natural flow, and modern skorts that keep things comfortable without sacrificing style. Go classic in denim, faux leather, black, or brown, or add definition with belted waists and statement buckles. From laid-back daytime looks to dressier evening plans, these skirts are built to keep up, effortless, but never understated.
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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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Vacay-Coded Tropical Floral Print Maxi Skirt
Vacation-coded, curve-hugging, and not here to blend in. This tropical floral print maxi skirt brings a high-rise waist, a high-cut side slit, and ruched shaping that’s ready for rooftop reservations, vacation dinners, and every “where did you get that?” moment. Pair with the matching halter top.
Shop Matching Top: Vacay-Coded Tropical Floral Print Halter Top
Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- High-rise waist
- High-cut side slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000169
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Island RSVP Sequin Mini Skirt
A vacation wardrobe without a little sparkle? Couldn't be you. This sequin tropical palm and floral bodycon mini skirt brings the fun with a curve-hugging fit that's ready for beach brunches, sunset cocktails, and weekend escapes.
Fit & Features
- Tropical palm and floral print
- Sequin-embellished fabric, smooth knit lining
- Mid-rise waist
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06401-000051
Category Name: Skirts & Skorts
Price: $44.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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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: Skirts & Skorts
Price: $34.90
Availability: In Stock
Available Color: FUCHSIA
Available Size: M, L
Product Badge:- Part of a Set
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Free Spirit Tiered Slit Maxi Skirt
Easy, breezy, and ready for every plan on the calendar. This gauze maxi skirt brings effortless movement with a high front slit, adjustable drawstring waist, and a flowy fit made for beach days, brunch, and weekend escapes.
Fit & Features
- Airy gauze woven fabric
- High-rise waist with drawstring tie
- High front slit
- Flowy tiered silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000017
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: M, L, XL
Product Badge:- New Arrival
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Villa Nights High Slit Maxi Skirt
The kind of outfit that makes every entrance stunning. This maxi skirt features a beaded cinch waist accent, thigh-high slit, and flowy fit that effortlessly goes from vacation dinners to special occasion plans.
Shop The Matching Top: Villa Nights Halter Crop Top
Fit & Features
- Slinky knit double-lined knit stretchy fabric
- High-rise waist with beaded cinch accent
- Thigh-high front slit
- Flowy silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000181
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Blooming Agenda Floral Mesh Maxi Skirt
Booked, busy, and somehow still best dressed. This floral mesh maxi skirt brings a high-cut back slit and a curve-hugging fit that pairs perfectly with the matching bustier for any RSVP-worthy plan on your calendar.
Shop Matching Top: Blooming Agenda Floral Mesh Strapless Bustier
Fit & Features
- Mesh fabric with full-length knit lining, high stretch
- Large floral print
- High-rise waist
- High-cut back slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000183
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Flirty Vibe Butterfly Print Mesh Maxi Skirt
A little flirty, a little hard to ignore—exactly your vibe. This butterfly print mesh maxi skirt features a high-cut front slit, asymmetric hem, and flowy silhouette for a fab vibe. Style with the matching halter top.
Shop Matching Top: Flirty Vibe Butterfly Print Mesh Halter Top
Fit & Features
- Mesh fabric with high stretch
- Butterfly print
- High-rise waist
- High-cut front slit
- Maxi-length asymmetric hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000129
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Cool Girl Coded Denim Mini Skort
Part mini skirt, part built-in confidence boost. The vintage-inspired wash, statement belt, and exposed zipper details give this skort that effortlessly cool energy that works for concerts and casual nights out.
Fit & Features
- Denim fabric, vintage-inspired wash
- High-rise waist with belt
- Exposed front zipper accent
- Form-hugging fit
- Built-in shorts lining
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06603-000239
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L
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Too Cute To Cancel Denim Mini Skort
This skort was made for country concerts, late night drive-thrus, and accidentally stealing the attention. The pleated silhouette gives playful mini skirt vibes with built-in shorts that keep up with every plan.
Fit & Features
- Medium wash denim fabric
- High-rise waist with studded embellishments
- Back zipper closure
- Pleated mini-length skater silhouette
- Built-in shorts lining
- Runs true to size
Style Number/Barcode: 06603-000240
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: MEDIUM, DENIM
Available Size: S, M, L
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Vacation Calling Floral Mesh Mini Skirt
This mini skirt says beachside drinks, sunset photos, and a dinner with a view. It features a high-rise waist with a bodycon silhouette and mini-length hem that flaunts your figure. Style with the matching poncho.
Shop Matching Top: Vacation Calling Floral Mesh Poncho
Fit & Features
- Mesh knit fabric, tropical floral print, high stretch
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-000136
Category Name: Skirts & Skorts
Price: $29.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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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: Skirts & Skorts
Price: $32.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Pretty Vibes Floral Print Mini Skirt
Pretty from every angle, impossible to forget. This floral print mini skirt brings all the drama with a cascading ruffled accent, a lightweight fit, and mesh fabric that hugs in all the right places for nights when you feel like being a little extra. Pair with the matching tie-front top.
Shop Matching Top: Pretty Vibes Floral Print Long Sleeve Tie-Front Top
Fit & Features
- Mesh fabric with knit lining, high stretch
- Tropical floral and animal multi-print pattern
- High-rise waist
- Long side ruffled accent
- Mini-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 06501-000166
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
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
Product Badge:- New Arrival
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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: 06501-000195
Category Name: Skirts & Skorts
Price: $29.90
Availability: In Stock
Available Color: BLUE
Available Size: L
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Wild Side Zebra Print High-Slit Maxi Skirt
Serving confidence with a little bit of chaos. This zebra print mesh maxi skirt brings all the drama with a high-cut side slit and flowy fit made for statement-making plans. Style with the matching tie-front top.
Shop Matching Top: Wild Side Zebra Print Tie-Front Top
Fit & Features
- Zebra print sheer mesh fabric, high stretch
- Built-in knit panty lining
- High-rise waist
- Wrap-front design, high-cut side slit
- Maxi-length hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000174
Category Name: Skirts & Skorts
Price: $39.90
Availability: In Stock
Available Color: ZEBRA
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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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: XS, S, M, L
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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: XS, S, M, L
Product Badge:- Part of a Set
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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: $49.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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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: M, L
Product Badge:- Part of a Set
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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: $32.90
Availability: In Stock
Available Color: ORANGE
Available Size: S, M, L
Product Badge:- Part of a Set
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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: XS, S, M, L
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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: $29.90
Availability: In Stock
Available Color: YELLOW
Available Size: XS, S, M, L
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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: 06503-000341
Category Name: Skirts & Skorts
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Attitude Studded Denim Mini Skort
Denim, studs, and a trendy vibe? Say less. This studded denim mini skort brings the best of both worlds with a low-rise fit, hidden shorts, and just enough attitude to make every outfit feel a little more memorable.
Fit & Features
- Denim fabric, front studded embellishments
- Low-rise waist
- Front button closure
- Front and back pockets
- Mini-length overlay, form-hugging fit
- Hidden built-in shorts
- Runs true to size
Style Number/Barcode: 06603-000200
Category Name: Skirts & Skorts
Price: $36.90
Availability: In Stock
Available Color: MEDIUM, DENIM
Available Size: XS, S, M, L