Plaid
Plaid outfits bring effortless preppy chic style to your Fall looks. Think mini skirts and skorts paired with knee-high boots, or plaid dresses layered under blazers for a polished vibe. Vests add an academic twist, while trenches pull it all together with timeless flair. Tartan patterns in brown, navy, and hunter green keep it classic yet trendy. Whether you’re dressing casual or elevated, plaid is the print that makes every outfit feel effortless and iconic.
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Plaid
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Plaid Outfits: Timeless Styles for Every Winter Occasion
Discover the charm of plaid this winter with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for family gatherings to stylish plaid jackets that add warmth and flair, this collection has everything you need to stay chic this season. Embrace the holidays with matching plaid sets or layer up with plaid shackets and scarves that bring a festive touch to any look. Try a plaid skirt set with ankle boots for a holiday party or add a plaid cardigan to your favorite jeans for a cozy weekend style. Complete your outfit with plaid print heels or a plaid scarf for the ultimate winter vibe. Shop Windsor’s Plaid Outfits collection for more ideas and make every winter occasion unforgettable!
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Preppy Style Plaid Mini Skirt
Show off an adorable preppy style that's super trendy this season with this plaid mini skirt. It features a high-rise waist, a chic side slit, and a short, curve-hugging silhouette. Pair this skirt with a basic bodysuit and a denim jacket.
Fit & Features
- High-rise waist, elastic waistband
- Short side slit
- Mini-length, form-fitting silhouette
- Woven fabric, moderate stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 06401-0370
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Chic Plaid Mini Skirt
Channel that city chic style in a skirt to pair with your favorite long sleeve bodysuit! The skirt features a plaid pattern, a high-rise waist, a mini side slit, and a short length. Complete look with thigh-high boots!
Fit & Features
- Plaid pattern
- High rise waist
- Mini side slit
- Short length
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0480
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Mad About Plaid Skinny Pants
Go mad over these cute plaid pants! They feature an elastic high-rise waist, a trendy plaid print, and a skinny leg fit. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and combat boots.
Fit & Features
- Elastic high rise waist
- Plaid print
- Skinny leg fit
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0700
Category Name: Plaid
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Velvet Plaid Burnout Flared Pants
Channel a luxe look with pants that showcase your glam style! The pants feature a high-rise waist, a plaid burnout velvet pattern, and a straight leg with a flared hem. Complete look with a crop top and black heels.
Fit & Features
- High-rise waist, back zipper closure
- Plaid burnout velvet pattern
- Straight leg
- Flared hem
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0695
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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First In Class Plaid Mini Skirt
Keep it classy with a mini skirt that hits the style mark! The skirt features a plaid print, pleats, and a skater silhouette. Complete look with a cardigan and combat boots for a look that's on-trend!
Fit & Features
- Plaid print
- Pleats
- Skater hem
- Brushed knit fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0335
Category Name: Plaid
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Chic Plaid Mini Skirt
Keep it preppy with a plaid mini skirt that elevates your look! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching cropped blazer.
Shop Matching Blazer: Preppy Chic Plaid Cropped Blazer
Fit & Features
- Plaid print
- High-rise waist
- Mini side slit
- Mini-length
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0331
Category Name: Plaid
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get A Clue Plaid Blazer Dress
Showcase a trendy look with this effortlessly fab dress that will give you an all-in-one outfit! It features a blazer-designed top with a V-neckline and a lapel collar, shoulder pads, long sleeves, a dual snap-button front, a waist cutout, and a short fitted skirt with a high waist and a faux button-down design. The plaid woven fabric has a smooth lining and no stretch. Pair this dress with strappy mules.
Fit & Features
- Blazer-designed top
- V-neckline, lapel collar
- Shoulder pads, long sleeves
- Dual snap-button front
- Waist cutout, hidden side zipper closure
- Short fitted skirt, high waist, faux button-down design
- Woven fabric, smooth lining, no stretch, plaid print
- Runs true to size
Style Number/Barcode: 05102-4209
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Falling For Cozy Vibes Plaid Sherpa Jacket
Fall for those cozy layers with a jacket that goes with all your favorite cold-weather accessories. The jacket features a plaid print, a collared neckline, a multi-button down front, long sleeves with single-button closure, two chest pockets with single-button closure, side pockets, and a long length. The jacket is composed of a wool knit fabric with a sherpa knit lining. Complete look with ankle booties.
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front, two chest pockets
- Long sleeves, side pockets
- Long length
- Wool-like fabric, sherpa knit lining
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06201-0215
Category Name: Plaid
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Chic High Waist Plaid Flared Pants
Keep your look so chic with plaid pants that are easy to pair with your favorite long sleeve tops! The pants feature a plaid print, a high-rise waist, a tie waist belt, a straight leg, and a flared hem. The pants are composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch.
Fit & Features
- Plaid print
- High rise waist
- Tie-waist belt
- Straight leg
- Flared hem
- Lightweight woven fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06502-0696
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Classic Moment Long Plaid Blazer
Create a classic moment in a blazer that is perf for creating those chic workwear outfits! The blazer features a plaid print, a collared neckline, long sleeves, a double-breast button closure, faux front pockets, and a long hem. The blazer is composed of a woven fabric that offers a form hugging fit with minimal stretch. Complete look with a blouse and high-rise pants.
Fit & Features
- Plaid pattern
- Collared neckline
- Long sleeves
- Double-breast button closure
- Faux front pockets
- Long hem
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1140
Category Name: Plaid
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic Plaid Cropped Blazer
Keep it preppy with a plaid blazer that elevates your look! The blazer features a plaid print, a collared neckline with lapel accents, a single button closure, long sleeves, and a cropped hem. The blazer is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Preppy Chic Plaid Mini Skirt
Fit & Features
- Plaid print
- Collared neckline, lapels
- Single-button closure
- Long sleeves
- Cropped hem
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1077
Category Name: Plaid
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Polished In Plaid Belted Trench Coat
Keep it très chic with a trench coat to layer over your sophisticated outfits for workwear or semi-formal outings! The coat features a plaid print, a collared neckline, long sleeves, a multi snap button front closure, an adjustable tie-waist belt with belt loops, lined hidden side pockets, a tapered long length, and a high center slit at the back. The coat is composed of a lined wool-like knit fabric that offers a relaxed fit with minimal stretch. Complete look with a bustier and skinny dress pants.
Fit & Features
- Plaid print
- Collared neckline
- Long sleeves
- Multi snap button front closure, adjustable tie-waist belt
- Lined hidden side pockets
- Lined wool-like fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0204
Category Name: Plaid
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty And Preppy High Waist Plaid Mini Skirt
Keep it pretty in a plaid mini skirt that is perf to style with your basic bodysuits this season! The skirt features a plaid print, a high-rise waist, dual mini side slits, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch.
Fit & Features
- Plaid print
- High rise waist
- Dual mini side slits
- Mini length silhouette
- Lightweight woven fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0369
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfectly Plaid High Waist Mini Skirt
Keep it fab in a plaid mini skirt that slays your look! The skirt features a plaid print, a high-rise waist, a mini-length silhouette, and a mini side slit. The skirt is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and blazer.
Fit & Features
- Plaid print
- High rise waist
- Mini side slit
- Mini length silhouette
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0368
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Plaid Double Slit Mini Skirt
Get that preppy-chic look that is so on-trend this fall with this adorable plaid mini skirt. It features a high-rise waist, dual front slits, and a short, curve-hugging silhouette. Style this skirt with a cute cropped sweater.
Fit & Features
- High-rise waist
- Back zipper closure
- Dual front slits
- Mini-length, form-fitting silhouette
- Plaid print
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0371
Category Name: Plaid
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Posh And Fab Houndstooth Skort
Channel a classy fab look with a chic skort that can dress up your casual outfits this season. The skort features a houndstooth pattern, a high-rise waist, a faux skirt overlay, and wide-leg cheeky shorts. The skort is composed of a woven knit fabric that offers a form-hugging fit with minimal stretch. Complete look with a bustier and lug boots.
Fit & Features
- Houndstooth pattern
- High-rise waist
- Faux skirt overlay
- Wide-leg cheeky shorts
- Woven knit fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0193
Category Name: Plaid
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flared And Flirty Houndstooth Skater Skirt
Keep it flared and flirty with a skater skirt that creates a twirl-worthy moment! The skirt features a houndstooth pattern, a high-rise waist, pleated body, and a mini-length silhouette. The skirt is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and lug booties.
Fit & Features
- Houndstooth pattern
- High rise waist
- Pleated body
- Mini length silhouette
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0522
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Style Plaid Paperbag Pants
Create a major style moment with pants that slay! The pants feature a plaid pattern, an elastic paperbag waist, a tie-waist belt, and a skinny leg fit with a tapered hem. The pants are composed of a woven knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and mules.
Fit & Features
- Plaid print
- Elastic paperbag waist
- Tie-waist belt
- Skinny leg fit
- Woven knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0686
Category Name: Plaid
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty And Chic Plaid Romper
Showcase your flirty side in a chic plaid romper that is perf for fall. It features a sleeveless V-neckline with a twist-front design, spaghetti straps, a keyhole cutout below the bust, a high waist, and flowy shorts. Style this romper with cute booties.
Fit & Features
- Sleeveless V-neckline
- Twist-front
- Spaghetti straps
- Keyhole cutout
- High waist, flowy shorts
- Knit fabric, moderate stretch, plaid print
- Runs true to size
Style Number/Barcode: 06503-0429
Category Name: Plaid
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Big On Plaid Cropped Jacket
Hop on that plaid trend with a jacket that is perf to layer over your casually cute outfits! The jacket features a plaid print, a collared neckline, a multi snap-button front closure with a matte finish, two large chest pockets, long sleeves, and a cropped hem. The jacket is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.
Fit & Features
- Plaid print
- Collared neckline
- Multi snap button front closure, matching button closure at back
- Two large chest pockets
- Long sleeves, cropped hem
- Knit fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1028
Category Name: Plaid
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy And Cute Long Plaid Shacket
Keep it preppy and cute with a shacket that is perf for grabbing your PSL in! The shacket features a plaid print, a collared neckline, a multi-button down front, long sleeves, two large chest pockets, and a long length. The jacket is composed of a wool-like fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching mini skirt.
Shop Matching Skirt: Preppy And Cute Plaid Mini Skirt
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Long sleeves, two large chest pockets
- Long length
- Wool-like fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0932
Category Name: Plaid
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Style Plaid Mini Dress
Showcase a chic and perfect style in this plaid mini dress that is a must-have for fall. It features a sleeveless square neckline, spaghetti straps, and a short, curve-hugging fit. Complete the outfit with a faux leather jacket to add an edgy vibe to the look.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length, form-fitting silhouette
- Knit fabric, moderate stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 05102-1864
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy And Cute Plaid Mini Skirt
Keep it preppy and cute with a skirt that is perf for grabbing your PSL in! The skirt features a plaid print, a high-rise waist, a mini-length silhouette, and a back zipper closure. The skirt is composed of a wool-like knit fabric that offers a form-hugging fit with minimal stretch. Complete look with matching the shacket.
Shop Matching Shacket: Preppy And Cute Long Plaid Shacket
Fit & Features
- Plaid print
- High rise waist
- Mini length silhouette
- Back zipper closure
- Wool-like fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0341
Category Name: Plaid
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Fab Sleeveless Plaid Mini Dress
Keep it so fab in a plaid dress that impresses! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with combat boots and layer with a long sleeve top.
Fit & Features
- Sleeveless square neckline
- Plaid print
- Spaghetti straps
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4231
Category Name: Plaid
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free