Women's Plaid Outfits

Get cozy and stylish this fall with plaid outfits that are perfect for layered autumn looks. Pair plaid shirts or shackets with denim and corduroy pants for a chic and casual vibe. Add some brown boots to complete the look, and you’re ready for everything from pumpkin patches to coffee runs. Whether you're keeping it laid-back or dressing it up, plaid is a fall fashion staple for your autumn wardrobe collection.

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WOMEN'S PLAID OUTFITS
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STYLE SPOTLIGHT

Discover Jackets, Coats, & Shackets!

Capture black skirts with trendy hardware details!

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Plaid Outfits: Timeless Styles for Every Occasion

Discover endless style possibilities with Windsor’s Plaid Outfits collection, where classic meets contemporary. From plaid dresses that can take you from office meetings to weekend brunch, to plaid tops perfect for layering, our collection offers versatility for any occasion. Step into cooler weather with cozy plaid jackets and trendy plaid shackets, or create a chic, coordinated look with our matching plaid sets. Whether you love a tailored plaid skirt for a polished ensemble or a statement piece to elevate your casual wardrobe, our plaid outfits are designed to make you stand out effortlessly.

Explore Windsor’s range today and add a timeless plaid piece to your wardrobe!

  • Pristine Classic Satin Trim Plaid Corset Crop Top

    A sleeveless corset top features scrunched adjustable satin shoulder straps and square neckline and a flattering cropped hem on plaid woven fabric. Style with skinny pants and heels for any occasion.

    Fit & Features

    • Plaid print, lined woven fabric, no stretch
    • Satin trim square neckline with bust tie
    • Satin scrunched adjustable shoulder straps
    • Hidden front hook and eye fasteners
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-2602

    Category Name: Women's Plaid Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
  • Effortless Cutie Long Sleeve Plaid Shacket

    Fit & Features

    • Plaid printed faux wool fabric, no stretch
    • Collared neckline
    • Button down front
    • Long sleeves with single-button detail
    • Dual chest pockets
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1914

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

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  • Casually Cozy Plaid Woven Cropped Shacket

    Casually cozy, this plaid woven shacket features a collared neckline, long sleeves, a button-down front with buttoned chest pockets, and a cropped cinched hem with an overall relaxed fit. Layer over a basic top with a denim skirt and booties!

    Fit & Features

    • Plaid woven fabric
    • Collared neckline
    • Long sleeves with single-button detail
    • Button-down front
    • Dual buttoned chest pockets
    • Cropped cinched hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1930

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Preppy In Plaid Belted And Pleated Skort

    This preppy plaid woven skort features a high-rise belted waist and a mini-length pleated A-line overlay with fitted knit shorts for coverage. Style with a cropped cardigan and sneakers.

    Fit & Features

    • Plaid printed woven fabric, minimal stretch
    • High-rise belted waist
    • Hidden side zipper with hook-eye closure
    • Mini-length pleated A-line overlay
    • Fitted knit shorts
    • Skort in size small has a 7" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0515

    Category Name: Women's Plaid Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L, XL

    Product Badge:
    • New Arrival
  • Plaid Moment Sleeveless Knit Romper

    Fit & Features

    • Woven knit fabrication
    • Sleeveless square neckline
    • Plaid print
    • Mini skirt length overlay
    • Dual side slits at skirt hem
    • Cheeky shorts
    • Runs true to size

    Style Number/Barcode: 06403-0627

    Category Name: Women's Plaid Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: XS, S, M, L, XL

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  • Totally Fab Belted Plaid Pleated Micro Skort

    Fit & Features

    • Woven knit fabrication
    • Belted waist accent
    • Pleated mini skirt overlay
    • Hidden shorts
    • Plaid 
    • Runs true to size

    Style Number/Barcode: 06403-0560

    Category Name: Women's Plaid Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

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  • Trend Factor Plaid Drop Waist Skater Skort

    Turn up the trend factor of your fall 'fits with this plaid woven skort featuring a cool drop waist design, a pleated short skater skirt overlay, and fitted shorts for coverage. Style with a cropped sweater and sneakers.

    Fit & Features

    • Plaid linen-blend woven fabric
    • High-rise waist
    • Back zipper closure
    • Drop waist design
    • Pleated short skater skirt overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06303-0282

    Category Name: Women's Plaid Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

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  • Casual Staple Plaid Flannel Top

    This plaid flannel top features a collared neckline with a button-down front, long sleeves you can cuff, a frayed hem, and the perfect oversized fit. Layer this casual staple over a basic top with denim!

    Fit & Features

    • Plaid cotton woven fabric, no stretch
    • Collared neckline
    • Button front
    • Long sleeves with button details
    • Single chest pocket
    • Frayed hem
    • Oversized fit

    Style Number/Barcode: 06003-2676

    Category Name: Women's Plaid Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: S, M, L

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  • Preppy Glam Strapless Pleated Plaid Romper

    Fit & Features

    • Woven knit fabric with moderate stretch
    • Checkered plaid print
    • Strapless sweetheart neckline, velvet mini bow accented trim at bust
    • Drop waist seam
    • Pleated mini skirt overlay, hidden shorts
    • Romper in size small is 24" top hem to bottom hem with an 8.5" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1220

    Category Name: Women's Plaid Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Classically Chic Plaid Long Sleeve Oversized Shacket

    Fit & Features

    • Faux wool fabrication
    • Collared neckline
    • Button down front, dual chest pockets
    • Plaid print
    • Long sleeves
    • Runs true to size

     

    Shop Matching Skort: Classically Chic Plaid High Waist Wrap Skort

    Style Number/Barcode: 06204-1898

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Faux wool fabrication
    • High rise waist
    • Plaid 
    • Mini skirt overlay, hidden shorts
    • Runs true to size

     

    Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket

    Style Number/Barcode: 06403-1067

    Category Name: Women's Plaid Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK-3

    Available Size: XS, S, M, L

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  • Life's A Picnic Sweetheart Lace Gingham Mini Dress

    Life's a picnic when you look oh-so-cute in this gingham mini dress at summer carnivals and day dates! The adjustable spaghetti straps provide a perfect fit while the lace trim sweetheart neckline adds adorable vibes. The high waist seam and slim fit create a flattering silhouette, while the lace trim mini-length hem adds a playful touch. Complete the look in platform sneakers.

    Fit & Features

    • Gingham print, cotton woven fabric, no stretch
    • Adjustable spaghetti straps
    • Lace trim sweetheart neckline
    • Lace trim high waist seam
    • Slim fit
    • Lace trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5781

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

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  • So Poised Plaid Pleated Mini Skirt

    Keep it poised in a mini skirt with a mid-rise waist, plaid pattern, and flattering pleats. Complete with an off-the-shoulder top and flats. 

    Fit & Features

    • Plaid patterned woven fabric, no stretch
    • Mid-rise waist
    • Side zipper with hook-eye closure
    • Pleated detailing
    • Mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0694

    Category Name: Women's Plaid Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L

    Product Badge:
  • Cutest Agenda Buckle Plaid Mini Skort

    A plaid mini skort features a high-rise waist with trendy dual side faux leather buckle accents and a faux wrap skirt design that shapes the form-hugging fit. Perfect with boots for back-to-school styling. 

    Fit & Features

    • Plaid pattern, woven fabric, slight stretch
    • High-rise waist with dual side faux leather buckle accents
    • Faux wrap skirt design
    • Form-hugging mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0631

    Category Name: Women's Plaid Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: XS, S, M, L, XL

    Product Badge:
  • Adorable Pose High-Rise Plaid Mini Skort

    A plaid mini skort features a flattering high-rise waist and bodycon silhouette. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, smooth knit stretchy fabric, shorts lining
    • High-rise waist
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1207

    Category Name: Women's Plaid Outfits

    Price: $24.90

    Availability: In Stock

    Available Color: TAN

    Available Size: XS, S, M, L, XL

    Product Badge:
  • Fall For You High-Rise Plaid Slit Skort

    This plaid mini skort features a flattering high-rise waist, form-hugging fit, and a flirty front slit. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, woven fabric, shorts lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging mini-length silhouette
    • Skort has an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0279

    Category Name: Women's Plaid Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
  • Check Me Out Lace Trim Plaid Crop Top

    Catch all the attention in this plaid crop top perfect for any occasion! With delicate lace shoulder straps and a V-neckline and trim, this top offers a subtle romantic vibe and a fitted crop hem to style with high-rise bottoms

    Fit & Features

    • Plaid print, mesh fabric, sewn-in knit lining
    • Lace shoulder straps and V-neckline
    • Lace trim
    • Fitted crop silhouette
    • Runs true to size

    Style Number/Barcode: 06001-5417

    Category Name: Women's Plaid Outfits

    Price: $18.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
  • So Sweet Bow And Plaid Mini Skirt

    Bring the charm with a plaid mini skirt featuring a mid-rise drop waist and dual bow accents. Complete your look with a cardigan and sneakers.

    Fit & Features

    • Woven fabrication, moderate stretch
    • Plaid pattern
    • Mid-rise drop waist
    • Double bow accent
    • Hidden back zipper closure
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 06401-0702

    Category Name: Women's Plaid Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
  • Keep On Charming Plaid Linen Cropped Vest

    Made of sugar and spice, this plaid linen cropped vest charms everywhere you go! The linen-blend fabric showcases a small plaid pattern for an adorable classic vibe. It features a sleeveless V-neckline with a halter strap design, a partially open back, a button-down front, faux front pockets for cute added detail, and a fitted cropped hem. Style with a pleated skort!

    Fit & Features

    • Plaid print
    • Lined linen-blend woven fabric, no stretch
    • V-neckline with halter strap, partially open back
    • Button-down front
    • Faux front pockets
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1834

    Category Name: Women's Plaid Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L, XL

    Product Badge:
  • Sweet Perception Strapless Plaid Pleated Romper

    A strapless plaid romper features a velvet bow, form-hugging fit, and a trendy pleated short-length hem. Style with cute flats for back-to-school or casual occasions.

    Fit & Features

    • Plaid print, knit fabric, minimal stretch
    • Strapless neckline, velvet bow
    • Form-hugging fit
    • Pleated short-length hem
    • Shorts lining
    • Romper in size small is 22" shoulder to hem with an 8" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1210

    Category Name: Women's Plaid Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: S, M, L

    Product Badge:
  • Keep On Charming High-Rise Plaid Linen Skort

    Made of sugar and spice, this plaid linen skort charms everywhere you go! The linen-blend fabric showcases a small plaid pattern for an adorable classic vibe. Featuring a high-rise waist and pleated skater silhouette, this mini-length skort offers both comfort and cuteness. Style with a basic crop top.

    Fit & Features

    • Plaid print
    • Linen-blend woven fabric lined with woven shorts, no stretch
    • High-rise waist
    • Back zipper and hook-eye closure
    • Pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 06303-0268

    Category Name: Women's Plaid Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

    Product Badge:
  • Preppy Perfection Gingham Twill Cropped Blazer

    Style up a look of preppy perfection with this gingham twill cropped blazer! This structured blazer is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a classic lapel collar, open front design, long sleeves with button accents and shoulder pads, and a cropped hem with an all-over fitted silhouette. Pair with the matching mini skort for a seamlessly fab look!

    Shop Matching Bottoms: Preppy Perfection Gingham Twill Skater Skort

    Fit & Features

    • Fine twill fabric, sewn-in woven lining
    • Gingham pattern
    • Lapel collar, open front design
    • Long sleeves with buttons, shoulder pads
    • Cropped hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06204-1725

    Category Name: Women's Plaid Outfits

    Price: $10.97 $10.97

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
    • Full Price
  • Cozy Season Plaid Button-Down Shacket

    Layer on this trendy plaid shacket perfect for cozy season featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, chest pockets, and a casually chic relaxed fit. Style with jeans and booties.

    Fit & Features

    • Woven fabric with buffalo plaid print
    • Collared neckline
    • Long sleeves with single button detail
    • Button-down front
    • Dual flap chest pockets
    • Long-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1915

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
    • Full Price
  • Chic Layers Long Line Plaid Shacket

    Fall for chic layers this season with a shacket that you can pair with your favorite bodysuit and tees! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, a below-the-knee length, and hidden side pockets. The shacket is composed of a lined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with boots!

    Fit & Features

    • Plaid print
    • Collared neckline
    • Multi-button down front, two chest pockets
    • Long sleeves, single-button cuff
    • Hidden side pockets, Below the knee length
    • Lined faux wool fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-0937

    Category Name: Women's Plaid Outfits

    Price: $21.97

    Availability: Out of Stock

    Product Badge:
    • Full Price