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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STYLE SPOTLIGHT
Discover Jackets, Coats, & Shackets!
Capture black skirts with trendy hardware details!
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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Check It Off Straight Leg Pants
Looking for a pair of trendy chic pants to complete your look? Check! These bottoms feature a high rise waist, a tie front accent, and fitted straight pant legs with a flared hem. The pants are composed of a soft knit fabric that offers moderate stretch and feature an all over glen checkered pattern.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0085
Category Name: Plaid
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfectly Plaid Button Up Top
Get a perfectly plaid look in this staple button up! The top features a collar, long sleeves with buttons to cuff, a complete button down front, and a mid-length, relaxed fit. The top is composed of a lightweight woven fabric with no stretch.
"Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small."
Style Number/Barcode: 06003-0052
Category Name: Plaid
Price: $11.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Plaid Tie Back Romper
Keep on being the fashionista you are in this stylish plaid tie back romper! It features a sleeveless bodice, spaghetti straps, a square neckline, a cute tie back closure with a cut out underneath, and an elastic banded back. The chic romper is composed of a woven fabric with no stretch, includes a smooth front top lining, and showcases a gray hued plaid pattern.
Style Number/Barcode: 06503-0850
Category Name: Plaid
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfectly Plaid Suspender Skirt
Keep it poised in plaid! This black suspender skirt features a high rise fit, spaghetti straps and a body hugging silhouette. The all over plaid print features gray and black hues to easily mix and match with your favorite tops! Skirt is composed of a woven fabric that offers a form hugging fit with minimal stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0012
Category Name: Plaid
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Boucle Shorts
Showcase your stylish side with these plaid boucle shorts! They feature a high rise waist, a hidden side zipper and hook and eye closure, and front slanted pockets. The shorts are composed of a boucle woven fabric that offers no stretch and showcases a black hued plaid print. Don't forget to purchase the matching crop top!Sizes run small. Fit model recommends purchasing one size up.
Style Number/Barcode: 06403-1015
Category Name: Plaid
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic In Plaid Mini Skirt
Make your look chic and sleek with this plaid mini skirt! It features a high rise waist, an exposed back zipper and hook and eye closure, and a short, fitted look. The gray mini skirt is composed of a knit fabric that offers moderate stretch and showcases a stylish glen plaid pattern. Complete your chic look with the matching crop top!
Style Number/Barcode: 06401-1431
Category Name: Plaid
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Attractive Cropped Jacket
Oh, girl, you're mad attractive! Show off in this cute jacket that has a flat collar paired with a button down front, long sleeves with buckle cuff details, and front storm flaps. The garment is composed of a fully lined, woven fabric that features a herring bone, plaid pattern and closes with a basic back zipper. Don't forget to purchase the matching skirt!
Style Number/Barcode: 06204-4244
Category Name: Plaid
Price: $10.00 $41.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Got The Blues Denim Jacket
Don't let the season get you down! This cute jacket has a denim exterior that features a flat collar, long sleeves and a button down front with four pockets. The jacket also has a woven, plaid interior that also features a button down front.
Style Number/Barcode: 06203-0396
Category Name: Plaid
Price: $10.00 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid For Keeps Button Up Shirt
Play for keeps in this cute, and casual top! The button up shirt has a flat collar paired with long sleeves that feature button cuffs and a basic chest pocket. The garment is composed of a woven, plaid print fabric that offers a relaxed fit.
Style Number/Barcode: 06003-9826
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid For Success Surplice Top
Set yourself up for a winning look in trendy plaid! This burgundy top features a wrap V neckline with a two button closure, long roll up sleeves and a high low hemline. The all over plaid pattern features tan and navy hues that are complemented with a rich burgundy hue. Top is composed of a smooth knit fabric that offers a relaxed fit with minimal stretch.
Style Number/Barcode: 06003-9803
Category Name: Plaid
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Boucle Crop Top
Showcase your stylish side with this plaid boucle crop top! It features a crew neckline, short sleeves with fringe, a top back button closure with a keyhole cut out, and a cropped hem with fringe. The top is composed of a boucle woven fabric that offers no stretch and showcases a black hued plaid print. Don't forget to purchase the matching shorts!Sizes run small. Fit model recommends purchasing one size up.
Style Number/Barcode: 06003-9647
Category Name: Plaid
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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No Plaid Days Crop Top
You'll always look like you have your ish together in this black and white plaid crop top! It features a square neckline, shoulder straps, an exposed back zipper closure, a slim fit, and a plaid design with subtle yellow and silver threading. Top is composed of a tweed material and includes a knit lining. Pair with matching skirt to complete the look!
Style Number/Barcode: 06003-9643
Category Name: Plaid
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Why You Plaid Top
Don't be mad, just get plaid! This cute top has an off the shoulder neckline paired with short sleeves and a slim fit. The garment is composed of an all over plaid fabric that features a smocked detailing throughout.
Style Number/Barcode: 06003-8978
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Romance Crop Top
Let's write a plaid romance! This lovely little crop top has a straight neckline paired with narrow, tie straps and wide tie back closure. The garment is composed of a lined, canvas-like fabric that features a large light blue and white plaid print that is absolutely unforgettable! Don't forget to purchase the matching mini skort!Model is 5'6 with a 32" bust, 23" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-8996
Category Name: Plaid
Price: $5.00 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid About You Top
This top is totally plaid about you! It has a sleeveless, racer cut paired with narrow shoulder straps and a cropped fit. The garment is composed of a woven plaid fabric with a touch of yellow. Don't forget to purchase the matching skort!
Style Number/Barcode: 06003-9017
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid And Simple Bodysuit
Girl, you've got mad style! This unique, round neck, bodysuit has a flattering scoop back paired with long, narrow sleeves and a thong bottom with no closure. The garment is composed of a sheer, mesh fabric that offers plenty of stretch and features a red and black, plaid print throughout the garment.
Style Number/Barcode: 06001-1052
Category Name: Plaid
Price: $5.00 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Mini Dress
There's nothing like a pretty plaid dress to get you into the autumn mood! This taupe plaid dress features a strapless sweetheart neckline with a V wire front, a high waist seam, and a slim fit. Dress is composed of an unlined, smooth knit fabric that offers a moderate stretch.
Style Number/Barcode: 05101-8380
Category Name: Plaid
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Retro Pleated Plaid Skort
Dare to be different in this pleated plaid skort. With a high-rise waist, mini button accents, and hidden shorts, it's the perfect blend of chic and playful for your next adventure.
Fit & Features
- Woven-knit fabrication
- High-rise waist
- Mini button accents at the waist, side zipper closure
- Plaid print
- Pleated mini skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06403-1080
Category Name: Plaid
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fab Icon Houndstooth Bow Bag Charm
Fit & Features
- Houndstooth patterned bow
- Chunky chainlink
- Keyring clip
- Lobster clasp clip
Style Number/Barcode: 07308-0672
Category Name: Plaid
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Appeal A-Line Skort
Show off your preppy side in this plaid a-line skort! With its high-rise waist, hidden shorts, and chic plaid pattern, this skort is your go-to for effortless style and comfort.
Fit & Features
- Wool fabrication
- High-rise waist
- Plaid pattern
- Mini length, A-line skirt overlay
- Hidden shorts
- Runs true to size
Shop Matching Shacket: Plaid Appeal Cropped Shacket
Style Number/Barcode: 06403-1077
Category Name: Plaid
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Appeal Cropped Shacket
Fit & Features
- Faux wool fabrication
- Collared neckline
- Button-down front closure
- Dual chest pockets with button-closure
- Long sleeves with single-button cuff
- Cropped hem
- Plaid pattern
- Runs true to size
Shop Matching Skort: Plaid Appeal A-Line Skort
Style Number/Barcode: 06204-1948
Category Name: Plaid
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Icon Era Houndstooth Woven Blazer
Shop Matching Bottoms: Icon Era Houndstooth Woven Mini Skirt
Fit & Features
- Houndstooth woven fabric, sewn-in woven lining
- Lapel collar
- Long sleeves
- Double-breasted button closure
- Front flap pockets
- Runs true to size
Style Number/Barcode: 06204-1955
Category Name: Plaid
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab Icon Houndstooth Tweed Heart Bag
Fit & Features
- Tweed knit fabrication
- Faux leather trim
- Faux pearl top handle
- Houndstooth pattern
- All-around zipper closure
- Detachable chain shoulder strap
Style Number/Barcode: 07203-2060
Category Name: Plaid
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Icon Era Houndstooth Woven Mini Skirt
Shop Matching Jacket: Icon Era Houndstooth Woven Blazer
Fit & Features
- Houndstooth woven fabric, stretchy knit shorts
- High-rise waist
- Back zipper hook-eye closure
- Short side slit
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06401-0728
Category Name: Plaid
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free