Plaid Looks
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 season with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for Frinedsgiving dinner 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 look unforgettable!
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Keep In Check Plaid Mini Skirt
Keep your outfit in check by adding this mini skirt in your spring wardrobe rotation! Pair it with a cute top and some heels and you'll be ready to go!
Fits & Features
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High Rise, Elastic Waist
- Back Zipper
- Mini Length Silhouette
- Front Side Slit
- Smooth Textured Knit I Plaid Design
- Form Hugging I Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0176
Category Name: Plaid Looks
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Rise, Elastic Waist
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Plaid Stiletto Sock Booties
Livin' up your little black dress with a pair of stunning plaid booties! Not only will they look so cute with ur dress but we can also see u wearing these with your go-to pair of jeans!
- Fitted ankle sock booties
- Neutral plaid design
- Pointed toe
- Stiletto heel
- Inner zipper closure
- Soft woven material
Style Number/Barcode: 07403-0256
Category Name: Plaid Looks
Price: $16.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On Point In Plaid Mini Skirt
Look effortlessly on point with this trendy plaid mini skirt.
Fit & Features
- High rise waist
- Traditional five pocket and belt loop design
- Front button and hidden zipper closure
- Short, form-fitting style
- Plaid print
- Woven fabric | Minimal stretch
Style Number/Barcode: 06301-0051
Category Name: Plaid Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perf In Plaid Ponte Mini Skirt
Yes, babe, you'll look perf in plaid with this Ponte mini! It features a sleek high-rise waist, bodycon silhouette, and a back zipper closure. Complete the look in a cropped sweater.
Fit & Features
- High rise waist
- Back zipper closure
- Short, form-hugging fit
- Plaid print
- Ponte knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0190
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Check It Plaid Mini Dress
Check you out! Plaid isn't just the perfect print for flannels.
Fits & Features
- Square Neckline
- Short Sleeves With Puff Shoulders
- Princess Seams
- A-Line Fit
- Mini-Length Silhouette
- Plaid Print Throughout
- Moderate Amount Of Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0501
Category Name: Plaid Looks
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Chic Plaid Overall Skirt
Make your 'fit trendy and chic with this plaid overall skirt! It features long shoulder straps with adjustable buttons, a complete snap button down front, large front pockets, and a short, mid-thigh length hem. The thick woven fabric has no stretch and offers a form-fitting style.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06301-0045
Category Name: Plaid Looks
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Perfection Tie Waist Pants
Take your look to the next level with these perfectly plaid pants. They feature a high waist, an exposed back zipper, a hook and eye closure, a front tie belt that is not removable, and straight pant legs with a tapered hem. The bottoms are composed of a thick woven fabric with no stretch.Style Number/Barcode: 06402-0145
Category Name: Plaid Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preciously Plaid High Waist Mini Skirt
Shop Matching Blazer: Preciously Plaid Cropped Blazer
Keep it rad in plaid my babe! We are obsessed with plaid this season, and this mini skirt has just the touch that were looking for! Designed with a high waist fit, faux buttons down the side, and a zipper closure at the back. Skirt is composed of a soft knit material that offers no stretch. Don't forget the matching blazer to complete the look!
Style Number/Barcode: 06401-0135
Category Name: Plaid Looks
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preciously Plaid Cropped Blazer
Shop Matching Skirt: Preciously Plaid High Waist Mini Skirt
Keep it rad in plaid my babe! We are obsessed with plaid this season, and this blazer has just the touch were looking for! Designed with a collared neckline, long sleeves, and a cropped hemline with a button closure at the center. Jacket is fully lined and composed of a soft knit material that offers no stretch. Don't forget the matching skirt to complete your look!
Style Number/Barcode: 06204-0350
Category Name: Plaid Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shades Of Gray Plaid Scarf
Designed with a checkered plaid pattern, and open ends with fringe this fuzzy scarf offers the coziest feel with a stylish finish!Style Number/Barcode: 07305-0062
Category Name: Plaid Looks
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Precious In Plaid Duster
Make your way into the next season with a perfectly plaid duster!
Fits & Features
- Drape Open Front
- Fitted Long Sleeves
- Long Hem That Hits Mid Thigh
- Smooth Poly Material
- Plenty Of Stretch
- Complete The Look With The Matching Dress (05102-0261)
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06202-0057
Category Name: Plaid Looks
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On My Street Style Glen Plaid Coat
Level up that street style with your new fave over-sized blazer coat!
Fit & Features
- Collared neckline
- Over-sized fit
- Mid-length hemline
- Glen plaid pattern
- Knit material
- Minimal stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0342
Category Name: Plaid Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Royal Plaid Long Trench Coat
Stay living in plaid this season! This plaid coat makes your whole outfit in the most effortless way! Pair with a pair of jeans and a simple white tee for the ultimate pop!
Fit & Features
- Collared neckline
- Double button detailing
- Long hemline
- Hidden pockets
- Soft knit material with minimal stretch
- Royal Stewart Tartan pattern
- Unlined
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06201-0099
Category Name: Plaid Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Classic Herringbone Coat
We love a classic print to bring a sense of sophistication to a head turning look!
Fit & Features
- Collared Neckline
- Long Sleeves
- Multi Button Down Front
- Side Pockets
- Herringbone Print
- Wool Fabric | Lined
- Relaxed Fit | Minimal Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0341
Category Name: Plaid Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Posh In Plaid Coat
Oh so posh and poised, this plaid coat is a winter must-have.
Fit & Features
- Collared
- Long sleeves
- Front button closure
- Mid-thigh length
- All over plaid print
- Thick woven fabric | Smooth woven lining
Style Number/Barcode: 06204-0337
Category Name: Plaid Looks
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spiced Latte Plaid Fringe Blanket Scarf
Look like a cute little PSL with the perfect blanket scarf! Designed with a large over-sized fit, frayed edges, and a tartan plaid pattern. Composed of a soft knit fabric that offers no stretch.Style Number/Barcode: 07305-0067
Category Name: Plaid Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Feels Plaid Blanket Scarf
Get cozy and cuddle up with a large blanket scarf! Designed with frayed edges and a tartan plaid pattern this scarf is a great way to add warmth and style at the same time! Scarf is composed of a soft woven fabric.Style Number/Barcode: 07305-0069
Category Name: Plaid Looks
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It Snug Plaid Blanket Scarf
Keep it snug and create some seriously cute layers! The scarf features an oversized blanket design and a frayed edge hem. Scarf is composed of a soft to the touch knit fabric.Style Number/Barcode: 07305-0068
Category Name: Plaid Looks
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Check Blazer Romper
Step out in the city with an outfit that does all the work for you! Designed with a collared neckline that leads to a v, and functioning buttons down the center. Romper is fully lined, has long sleeves and is slightly padded at the shoulders. Featuring two faux pockets below the breast and a fitted bodice that finishes at the hem with shorts. Composed of a knit material that offers slight stretch, and showcases a glen check plaid pattern.Style Number/Barcode: 06403-0069
Category Name: Plaid Looks
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Asymmetrical Skort
This holiday season, it's all about the plaid! This asymmetrical skort is perf for all your holiday festivities!
Fit & Features
- High rise waist
- Hidden back zipper closure
- Asymmetric wrap front
- Form-fitting shorts
- Textured knit fabric
- Moderate stretch
- Gold plaid printed pattern
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06503-0088
Category Name: Plaid Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Paper Bag Shorts
Perfectly plaid, these paper bag shorts are for sure a classic. They feature a high rise waist, a tie front belt, slanted front pockets, pleated details, and from-fitting shorts. The bottoms are composed of a knit fabric with moderate stretch.Style Number/Barcode: 06503-0086
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glen Check Double Slit Mini Skirt
Check chic style off your list! This glen check printed mini skirt features a high rise waist, a back zipper closure, double small front slits, and a short, mid-thigh length. The woven fabric offers slight stretch and a form hugging fit.Style Number/Barcode: 06401-0124
Category Name: Plaid Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's A Plaid Girl Mini Dress
It's true. Plaid girls have more fun.
Fits & Features
- Square Neckline
- Bungee Spaghetti Straps
- Mini Length Silhouette
- Textured Knit Composition I Velvet Plaid Print Throughout
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Included
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0400
Category Name: Plaid Looks
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Belted Plaid Knit Duster
Keep it trendy in plaid with this sophisticated duster!
Fit & Features
- Drape Open Front
- Long Sleeves
- Tie Waist Belt
- Plaid
- Knit Fabric
- Relaxed Fit
- Moderate Stretch
Style Number/Barcode: 06202-0052
Category Name: Plaid Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free