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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Chic In Plaid Belted Coat
Layer on this adorable plaid belted coat for a chic look, perfect for a fashionista like you! It features a lapel collar, a mid-length hem, and a tie front belted waist. Pair this coat with a mock neck top for an elevated 'fit you can wear to the office.
Shop Matching Bottoms: Chic In Plaid Mini Skirt
Fit & Features
- Lapel collar
- Long sleeves
- Tie front belted waist
- Lined side pockets
- Mid-length hem
- Allover plaid print
- Brushed polyester fabric with no stretch
Style Number/Barcode: 06201-0165
Category Name: Plaid
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It In Check Plaid Mini Skirt
Keep your stylish look in check with this adorable plaid mini skirt! It features a high rise waist with a trendy side slit and a short, form-fitting style. Pair this skirt with a basic bodysuit and heeled booties for a city-chic look.
Shop Matching Coat: Keep It In Check Plaid Coat
Fit & Features
- High rise waist
- Back zipper closure with O-ring detail
- Side slit
- Short, form-fitting style
- Allover plaid print
- Brushed polyester fabric with moderate stretch
Style Number/Barcode: 06401-0272
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Cutie Plaid Frayed Blanket Scarf
Be a total cozy cutie in this adorable plaid blanket scarf! It features frayed hem detailing and a multi-colored allover plaid print. Pair this scarf over a sweater and denim for a classic everyday fall and winter look.
Fit & Features
- Blanket scarf
- Frayed hem
- Multi-colored allover plaid print
Style Number/Barcode: 07305-0157
Category Name: Plaid
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Feels Plaid Fringe Scarf
Get cozy and cuddle up with this adorable plaid scarf! It features an oblong design with fringe detailing and a soft fabric. Layer this scarf over a faux fur coat to get a total winter ready vibe.
Fit & Features
- Oblong design
- Fringe detailing
- Multi-colored allover plaid print
- Soft fabric
Style Number/Barcode: 07305-0156
Category Name: Plaid
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Plaid Faux Suede Blazer
Give your look a preppy vibe in this chic plaid faux suede blazer! It features a collar, three-quarter-length cuffed sleeves, an open front, and a tapered fit. Pair this blazer with your fave basic mini dress for a dressy work from home or office 'fit.
Fit & Features
- Lapel collar
- Three-quarter-length cuffed sleeves
- Open front
- Faux front pockets
- Tapered fit
- Faux suede fabric, moderate stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 06204-0726
Category Name: Plaid
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy and Poised Plaid Skinny Pants
Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Slant pockets
- Two zippered pockets
- Belt loops
- Plaid print
- Stretchy woven fabric with skinny leg fit
Style Number/Barcode: 06402-0289
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Double Slit Plaid Mini Skirt
Give your look a chic vibe in this adorable plaid mini skirt! Featuring a flattering high waist and dual front slits with a form-hugging silhouette, this skirt would look perfect paired with thigh high boots. Wear this 'fit to a casual date night with bae.
Fit & Features
- High rise waist
- Back zipper closure
- Double front slits
- Short, curve-hugging fit
- Allover gray plaid print with yellow accents
- Woven fabric
Style Number/Barcode: 06401-0279
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flannel Mood Button Down Top
Button-down in this flannel top that puts us in the mood for hot cocoa and pumpkin patches this season. The top features a collared neckline, a button-down front, long sleeves, and a flannel print. Complete your look with high waist jeans and booties.
Fit & Features
- Collared neckline
- Button-down front with tortoise-shell colored buttons
- Two chest pockets
- Long sleeves with single-button cuff
- Flannel print
- Cotton fabric
- Relaxed fit, minimal stretch
Style Number/Barcode: 06003-1132
Category Name: Plaid
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Moment In Plaid High Waist Mini Skirt
Create a fab moment in a plaid skirt that wows! The skirt features a high rise waist, a plaid print, and a mini side slit. Complete look with a crop top and thigh high boots.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Mini length silhouette
Style Number/Barcode: 06501-0322
Category Name: Plaid
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mad For Plaid Platform Block Heels
You'll be totally mad for plaid over these adorable block heels! They feature a trendy platform and an allover chic plaid print. Complete the look with a flirty mini dress for a cute date night 'fit.
Fit & Features
- Open almond toe
- Thick toe strap
- Adjustable around the ankle strap
- Closed back
- Platform
- Block heel
- Allover plaid print
Style Number/Barcode: 07401-2483
Category Name: Plaid
Price: $18.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Asymmetrical Hem Mini Skirt
Let this skirt take your look to the next level! The skirt features a high rise waist, a plaid print, and an asymmetrical hem. Complete look with bodysuit and ankle booties.
Fit & Features
- High rise waist
- Plaid print
- Asymmetrical hem
Style Number/Barcode: 06501-0323
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Classic Plaid Mini Skirt
Keep it classy in a plaid skirt this season! The skirt features a high rise waist, a plaid print, and, a mini side slit. Complete look with a long sleeve black top and thigh high boots.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Brushed woven fabric
- Form hugging fit
- Minimal stretch
Style Number/Barcode: 06401-0281
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Plaid Pajama Leggings
Keep it classic in plaid pajama leggings that are perfect for those chilly nights! The leggings feature an elastic high rise waist, a plaid print, and a skinny leg fit. Complete your cozy night in look with the matching crop top and fuzzy slides.
Shop Matching Pajama Crop Top: Classic Plaid Pajama Crop Top
Fit & Features
- High rise waist
- Plaid print
- Skinny leg fit
- Flannel knit fabric
- Relaxed fit, slight stretch
- Matching crop top sold separately
Style Number/Barcode: 07103-0422
Category Name: Plaid
Price: $15.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Playfully Poised Plaid Mini Skirt
Keep it poised in a plaid skirt that stuns! The skirt features a high rise waist, a plaid print, and a mini side slit. The skirt is composed of lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Lightweight woven fabric
- Form hugging fit, minimal stretch
- Back zipper closure
Style Number/Barcode: 06401-0270
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Look Plaid Knit Mini Dress
Get the perfect look for date night in this adorable plaid knit mini dress! It features a square neckline and a mini length, curve-hugging silhouette. Pair this chic dress with heeled booties and sleek hoop earrings.
Fit & Features
- Spaghetti straps
- Square neck and back
- Short, form-hugging fit
- Allover plaid print
- Knit fabric
Style Number/Barcode: 05102-0801
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glen Check Knit Mini Skirt
Get those fall vibes going with this adorable knit mini skirt! It features a trendy allover glen check print with a short, form-fitting style. Pair this skirt with a basic long sleeve bodysuit to elevate your casual everyday look.
Fit & Features
- High rise elastic banded waist
- Short, form-hugging fit
- Soft knit fabric with plenty of stretch
- Allover glen check print
Style Number/Barcode: 06501-0312
Category Name: Plaid
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Plaid Dress Shorts
Give your everyday look a dressier vibe in these adorable plaid shorts! They feature a high rise waist and a figure-flattering form-hugging fit. The plaid woven fabric offers plenty of stretch. Pair these shorts with a basic crop top for a day date with bae.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Plaid woven fabric
- Plenty of stretch
Style Number/Barcode: 06403-0139
Category Name: Plaid
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Plaid Suspender Mini Skirt
Give your 'fit a sassy vibe in this plaid suspender mini skirt! It features spaghetti straps, a sultry side slit and a form-hugging style to enhance your curves. Pair this skirt with a fitted long sleeve bodysuit for an overall gorgeous look.
Fit & Features
- Spaghetti straps
- High waist
- Short, form-hugging fit
- Side slit
- Plaid woven fabric
- Moderate stretch
Style Number/Barcode: 06401-0257
Category Name: Plaid
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Perfection Ruched Mini Skirt
This ruched mini skirt is total plaid perfection! It features a flattering high rise waist, ruched side detailing and a short, curve-hugging fit. Pair this knit skirt with a trendy crop top for an adorable fall look.
Fit & Features
- High rise waist
- Ruched side detailing with side ties
- Short, form-hugging fit
- Knit fabric with plenty of stretch
- Allover plaid print
Style Number/Barcode: 06501-0314
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Twist of Plaid Romper
Give your look a trendy twist in a plaid romper! The romper features a sleeveless sweetheart neckline, sleek spaghetti straps, a trendy twist-front accent at the center of the bodice, and a plaid print. The romper is composed of a lightweight woven fabric that offers a form hugging fit. Complete look with chunky sneakers for a casual feel.
Fit & Features
- Sleeveless sweetheart neckline
- Sleek spaghetti straps
- Twist-front accent at the center of the bodice
- Plaid print
- Wide-leg shorts with a skirt overlay
Style Number/Barcode: 06503-0161
Category Name: Plaid
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Poised in Plaid Belted Shacket
Keep it poised in a plaid shacket to usher in those winter vibes. Style this plaid shacket with an adorable top and ankle booties to take you to an upcoming coffee date. The shacket features a collard neckline, a multi-button down front, a belted waist, and a plaid print.
Fit & Features
- Collared neckline
- Multi-button down front
- Two small chest pockets
- Long sleeves
- Belted waist
- Plaid print
- Corduroy fabric with no stretch
Style Number/Barcode: 06204-0718
Category Name: Plaid
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The One Belted Flannel Shacket
This shacket is the one you need to get those cozy vibes going! The shacket features a collared neckline, two chest pockets, a multi-button down front, a tie waist belt with belt loops, and a plaid print. Complete your look with black skinny jeans.
Fit & Features
- Collared neckline
- Two chest pockets, multi-button down front
- Long sleeves
- Tie-waist belt, side pockets
- Plaid print
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0710
Category Name: Plaid
Price: $30.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty In Plaid Knit Mini Dress
Look oh-so-pretty in plaid in this adorable knit mini dress! Featuring a trendy square neckline and a short, form-hugging fit, this dress is a fall must-have. Pair with strappy heels and layer on a chic faux leather jacket for a date night.
Fit & Features
- Spaghetti straps
- Square neck and back
- Mini length silhouette
- Form-hugging fit
- Plaid print
- Knit fabric
Style Number/Barcode: 05102-0585
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 Poised Plaid Mini Skirt
Create a preppy outfit with a skirt that keeps you looking on-trend, girl! The skirt features a high rise elastic banded waist, a plaid print, and a high side slit. Complete your look with a crop top and ankle booties.
Fit & Features
- High rise elastic banded waist
- Plaid print
- High side slit
- Knit fabric with moderate stretch
Style Number/Barcode: 06501-0327
Category Name: Plaid
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale