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
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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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Prepped Success Plaid Long Blazer
You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!
Shop Matching Skirt: Prepped Success Plaid Mini Skirt
Fit & Features
- Long sleeves
- Lapel collar neckline
- Open-front design, side pockets
- Long-length hem
- Houndstooth plaid pattern
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1463
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always In Plaid Woven Crop Shacket
Don't be surprised if you find yourself wearing this plaid crop shacket on repeat! It features long sleeves with button cuffs, a collar neckline, a button-down placket, pockets, and a boyfriend silhouette. Complete the look in knee-high boots for a chic autumn outfit!
Fit & Features
- Long sleeves with button cuffs
- Collar neckline
- Button-down placket, pockets
- Boyfriend silhouette
- Cropped hem
- Plaid pattern, flannel woven fabric
- Fits true to size
Style Number/Barcode: 06204-1454
Category Name: Plaid
Price: $21.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Wrap Me In Plaid Fringe Scarf
Layer on this plaid scarf to brace for the cold weather ahead! It features a fringe edge design on super soft and cozy fabric. Complete the look in a cute shacket and jeans.
Fit & Features
- Plaid pattern
- Fringe edge design
- Soft and cozy fabric
Style Number/Barcode: 07305-0432
Category Name: Plaid
Price: $1.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Girl Next Door Gingham Mini Skirt
You'll be the trendy girl next door in this gingham mini skirt that is perf for the season! It features a high-rise waist, a short, curve-hugging fit, a chic side slit, and an all-over gingham plaid print. The woven fabric offers a moderate stretch. Style with a cropped sweater and knee-high boots.
Fit & Features
- High-rise elasticized waist
- Mini-length hem, side slit
- Fitted bodycon silhouette
- Gingham plaid print
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0534
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Fall Vibes Belted Plaid Shacket
Layer on this trendy plaid flannel shacket for all the cozy fall vibes! It features a collared neckline, long sleeves, a complete button-down front, pockets, a tie-front belt to stylishly cinch your waist, and a relaxed fit. Pair with a basic bodysuit and a knit midi skirt.
Fit & Features
- Collared neckline, long sleeves, single button details
- Button-down front
- Buttoned chest pockets, faux side pockets
- Tie-front belt
- Relaxed fit
- Plaid print, woven flannel fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1447
Category Name: Plaid
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Social Scene Plaid Tweed Skirt
With so much on your calendar, this plaid tweed mini skirt will have you looking posh and poised! It features a high-rise waist, faux flap pockets, and button-down closures. Complete the look in the matching blazer and mules.
Shop Matching Blazer: Social Scene Plaid Tweed Blazer
Fit & Features
- High-rise waist
- Faux flap pockets
- Button-down closures
- Plaid pattern
- Mini-length hem
- Tweed woven fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06401-0516
Category Name: Plaid
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Social Scene Plaid Tweed Blazer
With so much on your calendar, this plaid tweed blazer will have you looking posh and poised! It features long sleeves, a lapel collar neckline, front button closures, and a cropped hem. Complete the look in matching bottoms and mules.
Shop Matching Bottoms: Social Scene Plaid Tweed Skirt
Fit & Features
- Long sleeves
- Lapel collar neckline
- Front button closures
- Cropped hem
- Plaid pattern
- Tweed woven fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06204-1552
Category Name: Plaid
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect 'Fit Plaid Trouser Pants
Show off the perfect 'fit in these chic plaid trouser pants! They feature a high-rise waist with a cute tie-front design, a wide-leg silhouette, and an on-trend plaid pattern. The knit fabric offers a moderate stretch. Style with a basic bodysuit and strappy mules.
Fit & Features
- High-rise waist
- Tie-front
- Wide-leg silhouette
- Plaid pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-1227
Category Name: Plaid
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Walk Houndstooth Plaid Blazer
Walk down the city streets to your favorite coffee shop in this trendy blazer! It features a lapel collar, long sleeves, a long line fitted silhouette, and a plaid houndstooth pattern. The knit fabric offers a moderate stretch. Layer over a sweater dress with ankle booties.
Fit & Features
- Lapel collar
- Long fitted sleeves
- Front pockets
- Long line fitted silhouette
- Plaid houndstooth pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0341
Category Name: Plaid
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic And Cozy Plaid Long Vest
Layer on this plaid long vest for a classic and cozy look this season. It features a sleeveless collared neckline, a complete button-down front, dual chest pockets with flap detailing, dual side pockets, a relaxed fit, and an all-over buffalo plaid print. The faux wool fabric is soft to the touch with no stretch. Style over a long sleeve top with dark wash denim.
Fit & Features
- Sleeveless collared neckline
- Button-down front
- Dual chest pockets, flap design, button closures
- Dual side pockets, smooth lining, side slit accents at the hem
- Relaxed silhouette
- Buffalo plaid print
- Faux wool fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1499
Category Name: Plaid
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Autumn Nights Plaid Cropped Shacket
This trendy plaid cropped shacket is perfect for those chilly autumn nights. It features a collared neckline, long sleeves, a complete button-down front, flap pockets, and a cinched elastic back. Layer over a long sleeve top and pair with your fave jeans for a cute and casual vibe.
Fit & Features
- Collared neckline
- Long sleeves, button cuffs
- Button-down front, Flap pockets with button closures
- Cropped hem with a cinched elastic back
- Plaid pattern
- Flannel woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1451
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid's My Favorite Woven Skirt
It's the season for cozy layers and your favorite print! This plaid woven skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a mini-length hem. Complete the look with the matching shacket.
Shop The Matching Shacket: Plaid's My Favorite Woven Shacket
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Mini-length hem
- Plaid pattern, woven fabric
- Fits true to size
Style Number/Barcode: 06401-0460
Category Name: Plaid
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Coffee Date Chic Plaid Scarf
This adorably chic plaid scarf is perfect for your fall coffee dates! It features a large oblong design, a soft brushed knit fabrication with fringe detailing, and an all-over plaid print pattern. Style with hoop earrings and a crossbody purse.
Fit & Features
- Large oblong design
- Brushed knit fabrication, no stretch
- Fringe detailing
- Plaid print
Style Number/Barcode: 07305-0422
Category Name: Plaid
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid's My Favorite Woven Shacket
It's the season for cozy layers and your favorite print! This plaid woven shacket features long sleeves, a collar neckline, button-down closures, a front pocket, and an oversized fit. Complete the look with matching bottoms.
Shop The Matching Bottoms: Plaid's My Favorite Woven Skirt
Fit & Features
- Long sleeves
- Collar neckline
- Button-down closures
- Front pocket
- Oversized silhouette
- Plaid pattern, woven fabric
- Fits true to size
Style Number/Barcode: 06204-1449
Category Name: Plaid
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bundle Up Plaid Blanket Scarf
Bundle up in this classic plaid scarf that is perfect for the fall and winter seasons! It features a large blanket design with an all-over fringe hem and a chic plaid pattern. Style with a belted trench coat and booties.
Fit & Features
- Large blanket design
- Soft knit fabrication, no stretch
- Fringe hem
- Plaid pattern
Style Number/Barcode: 07305-0424
Category Name: Plaid
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cuddle Weather Plaid Blanket Scarf
Cuddle up with this adorable plaid blanket scarf! It features a soft knit fabrication with trendy fringe detailing and an all-over plaid print pattern. Style with a sweater dress and knee-high boots.
Fit & Features
- Large blanket design
- Knit fabrication, no stretch
- Fringe detailing
- Plaid print
Style Number/Barcode: 07305-0429
Category Name: Plaid
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love For Fall Plaid Cropped Shacket
Showcase your love for this cozy season with this on-trend cropped shacket. It features a collared neckline, long sleeves, a multi-button down front, and a cropped, cinched back hem. The flannel woven fabric features an all-over plaid print, perfect for the fall time. Layer over a bodysuit with faux leather pants for an elevated look.
Fit & Features
- Collared neckline
- Long sleeves, button details
- Multi-button down front
- Buttoned chest pockets
- Cropped hem with a cinched back
- Plaid print, flannel woven fabric
- Runs true to size
Style Number/Barcode: 06204-1450
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fall Mood Plaid Mini Skirt
Get in the fall mood with this posh plaid mini skirt! It features a high-rise waist, side pockets, a short, fitted silhouette, and an all-over chic plaid print. Style with a cropped sweater and ankle booties.
Fit & Features
- High-rise waist
- Side pockets
- Hidden side zipper and hook-eye closure
- Form-hugging, mini-length hem
- Plaid print, woven fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0515
Category Name: Plaid
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Gingham Plaid Mini Skirt
This chic gingham plaid mini skirt will give you that cool-girl vibe! It features a high-rise waist, side pockets, a short, fitted silhouette, and an all-over trendy gingham print. Style with a basic bodysuit and over-the-knee boots.
Fit & Features
- High-rise waist
- Side pockets
- Form-hugging, mini-length hem
- Hidden side zipper closure
- Gingham plaid print, woven fabric. minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0525
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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City Style Plaid Long Line Blazer
Layer on this classic plaid blazer to showcase a chic city style. It features a lapel collar, 3/4 length sleeves, front pockets, and a relaxed long-line silhouette. Style over a sweater dress with knee-high boots.
Fit & Features
- Lapel collar neckline
- 3/4 length sleeves
- Dual front pockets
- Open front design
- Long line silhouette
- Plaid print, knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0335
Category Name: Plaid
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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City Chic Checkered Mini Skirt
Show off a city chic look perf for a stroll downtown in this woven checkered mini skirt. It features a high-rise fit with a belted waist, a short, form-hugging silhouette, and a classic checkered window pane pattern. Style with a basic bodysuit and an oversized blazer.
Fit & Features
- High-rise fit, hidden size zipper closure
- Belted waist, rectangular buckle
- Mini-length hem
- Form-hugging fit
- Checkered window pane pattern
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0522
Category Name: Plaid
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid For You Belted Mini Skirt
Fall for this trendy plaid mini skirt this autumn! It features a high-rise, belted waist with buckle closure and belt loops, hidden side zipper closure, and a form-hugging silhouette. Complete the look in knee-high boots.
Fit & Features
- High-rise
- Belted waist, belt loops
- Hidden side zipper closure
- Form-hugging
- Mini-length hem
- Plaid pattern, smooth woven fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06401-0523
Category Name: Plaid
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Back To Business Houndstooth Trouser Pants
Get back to business in only the best style! These patterned trouser pants are so elevated and chic. They feature a high-rise banded waist, a wide-leg silhouette, and an all-over houndstooth pattern. The knit fabric offers a moderate stretch. Complete the look with a cropped sweater and mules.
Fit & Features
- High-rise banded waist
- Wide-leg silhouette, trouser style
- Houndstooth pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-1229
Category Name: Plaid
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hometown Girl Plaid Mini Skirt
This plaid mini skirt is essential for building your perfect fall wardrobe! The skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a flirty front slit along the hem. Complete the look in the matching shacket.
Shop The Matching Shacket: Hometown Girl Plaid Crop Shacket
Fit & Features
- High-rise waist
- Bodycon silhouette
- Front slit accent, mini-length hem
- Back zipper closure
- Plaid pattern
- Brushed woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06401-0464
Category Name: Plaid
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale