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 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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Bring The Flare Plaid Pants
Bring the flare with pants that are oh so stylish! The pants feature a plaid print, a high-rise waist, and a straight leg with a flared hem. Complete look with a crop top and sling-back heels.
Fit & Features
- High rise waist
- Plaid print
- Straight leg, flared hem
- Side zipper closure
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0239
Category Name: Plaid
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Must-Have Plaid Flare Pants
These trendy must-have plaid pants will be your go-to pair for the fall season. They feature a flattering high waist, a form-hugging fit, and a chic flared hem. The soft brushed knit fabric offers plenty of stretch. Complete the look with a cute cropped sweater.
Fit & Features
- High-rise waist, elastic waistband
- Form-hugging fit
- Flared hem
- Brushed knit fabric, plenty of stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 06502-0711
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy And Pleated Plaid Skater Skirt
Showcase your trendy status in this preppy plaid skater skirt! It features a high waist, pleated detailing, and an adorable fit and flare skater silhouette. Style this skirt with a collared crop top and cute sneakers.
Fit & Features
- High-rise waist
- Back zipper closure
- Pleated
- Short skater silhouette
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0334
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Breaking The Rules Plaid Mini Dress
Break the rules with a mini dress that doesn't play it safe! The dress features a plaid print, a sleeveless square neckline, spaghetti straps, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with thigh-high boots.
Fit & Features
- Plaid print
- Sleeveless square neckline
- Spaghetti straps
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4168
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get A Clue Plaid Mini Skirt
Stay on trend with a plaid skirt that won't leave you clueless! The skirt features a high-rise elastic waist, a plaid pattern, a mini side slit, and a mini-length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and clear mules.
Fit & Features
- Plaid pattern
- Elastic high rise waist
- Mini side slit
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0459
Category Name: Plaid
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic High Waist Plaid Pants
Channel a preppy look with pants that take your look to the next level! The pants feature a plaid print, an elastic high-rise waist, and a straight leg fit. The pants are composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and booties.
Fit & Features
- Plaid print
- Elastic high rise waist
- Straight leg
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0679
Category Name: Plaid
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Mood Button Up Flannel Top
Throw on a cute plaid top to go with your PSL this season, babe! The top features a plaid print, a collared neckline, a button-down front, a large chest pocket, long sleeves, and a frayed cropped hem. The top is composed of a flannel knit fabric that offers a relaxed fit. Complete the look with high waist jeans and booties.
Fit & Features
- Plaid print
- Collared neckline
- Button-down front, large chest pocket
- Long sleeves, single button detail
- Frayed cropped hem
- Flannel knit fabric, no stretch
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06003-1411
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Vibes Plaid Shacket
Channel those cozy vibes with a shacket that is perf to create those fab layers this season! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a cropped hem. The jacket is composed of a woven fabric that offers a relaxed fit. Complete look with a bodysuit and jeans.
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Two chest pockets
- Long sleeves
- Cropped hem
- Woven fabric, relaxed fit, no stretch
- Runs true to size
Style Number/Barcode: 06204-0934
Category Name: Plaid
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Raising The Bar Plaid Mini Dress
Raise the bar with a mini dress that is part classy, part casual! The dress features a plaid print, a sleeveless square neckline, and a mini-length silhouette. The dress is composed of a lined knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a denim jacket.
Fit & Features
- Plaid print
- Sleeveless square neckline
- Mini length silhouette
- Lined knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4256
Category Name: Plaid
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The Classic Plaid Mini Dress
Keep it classy with a plaid mini dress that channels those preppy vibes! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with booties.
Fit & Features
- Sleeveless square neckline
- Spaghetti strap
- Plaid print
- Mini length silhouette
- Lined brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4232
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Plaid Suspender Mini Skirt
This on-trend suspender mini skirt will give your look a casually chic vibe! It features a plaid print, spaghetti straps, a high waist, a back zipper closure, a stylish side slit, and a mini-length curve-hugging silhouette. Pair this skirt with a cute top and sneakers.
Fit & Features
- Plaid print
- Spaghetti straps
- High waist
- Back zipper closure
- Side slit
- Short, form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-0451
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping It Classy High Rise Plaid Jogger
Keep it classy with joggers that can be dressed up as a cute WFH outfit! The joggers feature a plaid print, a high-rise elastic waist, a single button with zipper closure, slant pockets, faux back pockets, and a skinny leg fit. Complete look with a bodysuit and blazer.
Fit & Features
- High rise elastic waist
- Plaid print
- Single-button with zipper closure
- Slant pockets, faux back pockets
- Skinny leg fit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06302-0222
Category Name: Plaid
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid About It Pleated Romper
Don't be plaid about it! This super chic pleated romper will have you staying stylish all day. It's designed with a square neckline, thin spaghetti straps, and pleated details. Wear it with hoop earrings and heels for a stylish dinner date.
Fit & Features
- Square neckline
- Thin spaghetti straps
- Plaid print
- Pleated
- Knit fabric
- Form hugging fit, moderate stretch
- Fits true to size
Style Number/Barcode: 06503-0335
Category Name: Plaid
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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First In Class Plaid Mini Dress
Keep it classy with a plaid dress that is perf for making a stylish first impression. The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Plaid print
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4169
Category Name: Plaid
Price: $19.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Mad About It Plaid Button Down Shirt
Channel those grunge babe vibes in this oversized plaid shirt! It's designed with a button-down front, classic collar and front patch pockets. Rock it with distressed denim for an off-duty look.
Fit & Features- Long sleeves
- Button-down front
- Classic collar
- Front patch pockets
- Relaxed fit, minimal stretch
- Fits true to size
Style Number/Barcode: 06003-1388
Category Name: Plaid
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Trendsetter Plaid Mini Dress
Keep your everyday look on-trend in this preppy plaid mini dress! It features a collared V-neckline, short sleeves, a short, form-hugging silhouette, and is composed of a knit fabric with a moderate stretch. Style this dress with a denim jacket and sneakers for the perf cute and casual outfit.
Fit & Features
- Collared V-neckline
- Short sleeves
- Mini-length, form-hugging fit
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4244
Category Name: Plaid
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Check Yes Plaid Mini Skirt
Hey babe, check yes for this adorable plaid mini skirt! It features a flattering high waist with a short, form-hugging fit and a chic side slit. Style this skirt with a basic crop top and sneakers for a cute and casual vibe.
Fit & Features
- High-rise waist
- Mini-length, form-fitting silhouette
- Small side slit
- Knit fabric, plaid print
- Runs true to size
Style Number/Barcode: 06501-0478
Category Name: Plaid
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Chic Plaid Mini Dress
Oh-so-chic, this plaid mini dress is a staple you can take into the fall season! It features a trendy square neckline, spaghetti straps, and a short, curve-hugging silhouette. Style this knit dress with clear heels and a faux leather jacket.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length, form-hugging fit
- Plaid print
- Knit fabric
- Runs true to size
Style Number/Barcode: 05102-1105
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Vibes Plaid Mini Skirt
Channel those chic classic vibes with this on-trend plaid mini skirt! It features a high-rise waist, a stylish side slit, and a short, form-hugging silhouette. Pair this skirt with cute mules.
Fit & Features
- High-rise waist
- Side slit
- Mini-length, form-hugging fit
- Knit fabric
- Plaid print
- Runs true to size
Style Number/Barcode: 06501-0497
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfectly Plaid Knit Mini Dress
You'll look perfectly stylish in this plaid mini dress that you can take from day to night! It features a sleeveless square neckline, spaghetti straps, and a short, form-fitting silhouette that will hug your curves. Style with sneakers for a casual daytime look, and layer on a faux leather jacket and style with ankle booties for night.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length, form-hugging fit
- Lined knit fabric, moderate stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 05102-1687
Category Name: Plaid
Price: $19.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfection In Plaid Side Slit Mini Skirt
Make your 'fit total perfection in this adorable plaid mini skirt! With a trendy side slit and a short, form-hugging silhouette, this skirt is a must-have to wear to a brunch date. Pair with some chunky sneakers to get a more casual-cute look.
Fit & Features
- High rise waist
- Small side slit
- Short, form-hugging fit
- Allover plaid print
- Knit fabric with plenty of stretch
Style Number/Barcode: 06501-0297
Category Name: Plaid
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Plaid Leggings
Keep it chic and comfy with leggings that you can dress up in! The leggings feature a plaid print, a high waist, and a skinny leg with a tapered hem. Complete look with a crop top and sneakers.
Fit & Features
- High rise waist
- Plaid print
- Skinny leg fit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0674
Category Name: Plaid
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Glam Pleated Plaid Mini Skirt
Bring that preppy glam with a mini skirt that channels those cool girl vibes! The skirt feature a plaid print, a high-rise waist, pleats, and a mini-length silhouette. Complete look with a crop top and sneakers.
Fit & Features
- High rise waist
- Plaid print
- Pleats
- Mini length silhouette
- Form hugging fit, runs true to size
Style Number/Barcode: 06401-0343
Category Name: Plaid
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Plaid Mini Skirt
Make a stylish statement with a plaid skirt that puts you in a preppy mood! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. Complete look with a crop top and sneakers.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Mini length silhouette
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0496
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free