Plaid Looks
Plaid is back, but not in the way you remember. This trending edit plays with plaid in unexpected ways, with blue and brown colorways giving the checkered pattern a fresh update. Find going out tops, halters, and off-the-shoulder shapes in flowy cotton gauze and chiffon, plus midi skirts, maxis, two-piece matching sets, and mini skorts. Funnel neck jackets and bombers add a cool-weather edge, making these looks easy for coffee runs, off-duty 'fits for winter, and plans that need a little more personality.
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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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Timeless Chic Plaid Belted Faux Wool Jacket
Keep it timelessly chic in a plaid coat that is perf for the season! The plaid jacket features a collared neckline, long sleeves, a double breast button closure, faux front pockets, an adjustable belt with a square-shaped buckle, and a mid-thigh length. The jacket is is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties.
Fit & Features
- Plaid print
- Collared neckline
- Long sleeves
- Double-breast button closure
- Faux front pockets, adjustable belt
- Mid-thigh length
- Faux wool, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0230
Category Name: Plaid Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Big On Plaid Cropped Jacket
Hop on that plaid trend with a jacket that is perf to layer over your casually cute outfits! The jacket features a plaid print, a collared neckline, a multi snap-button front closure with a matte finish, two large chest pockets, long sleeves, and a cropped hem. The jacket is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.
Fit & Features
- Plaid print
- Collared neckline
- Multi snap button front closure, matching button closure at back
- Two large chest pockets
- Long sleeves, cropped hem
- Knit fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1028
Category Name: Plaid Looks
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For Cozy Vibes Plaid Sherpa Jacket
Fall for those cozy layers with a jacket that goes with all your favorite cold-weather accessories. The jacket features a plaid print, a collared neckline, a multi-button down front, long sleeves with single-button closure, two chest pockets with single-button closure, side pockets, and a long length. The jacket is composed of a wool knit fabric with a sherpa knit lining. Complete look with ankle booties.
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front, two chest pockets
- Long sleeves, side pockets
- Long length
- Wool-like fabric, sherpa knit lining
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06201-0215
Category Name: Plaid Looks
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid And Pretty Two Pack Socks
Keep it preppy and pretty with plaid socks that dress up your sneaker game! The pack includes two pairs of socks and a crew length. One pair features a plaid print and the other features a solid lavender hue.
Fit & Features
- Pack includes two pairs
- Crew length
- Plaid print, solid hue
- Cotton fabric
Style Number/Barcode: 07306-0089
Category Name: Plaid Looks
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lace-Up Gingham Crop Top
Lace-up in a cute gingham crop top for your next casual date! The top features a sweetheart neckline, a lace-up front, long sleeves, a cropped hem, and a gingham print. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans.
Fit & Features
- Sweetheart neckline
- Lace-up front
- Long bishop sleeves, elastic cinched hems
- Cropped hem, elastic banded back
- Woven fabric, front knit lining, gingham print
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06003-1375
Category Name: Plaid Looks
Price: $3.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Girl On The Go Flannel Trench Coat
For the girl who's booked and busy, this flannel plaid trench coat is perfect for looking cute on the go! It features button cuff long sleeves, a collared neckline, front flap pockets with button closure, a button-down front, and a belted waist that cinches your waistline. Complete the look in trendy knee-high boots.
Fit & Features
- Button cuff long sleeves
- Collared neckline
- Front flap pockets with button closure
- Button-down front
- Belted waist
- Plaid pattern
- Fits true to size
Style Number/Barcode: 06204-0983
Category Name: Plaid Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Polished Glam Cropped Plaid Bustier
Keep it polished with a bustier that brings that sophisticated glamour. The bustier features a plaid print, a sleeveless V-neckline, tank shoulder straps, and a cropped hem. The bustier is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching blazer and jeans.
Shop Matching Blazer: Polished Glam Oversized Plaid Blazer
Fit & Features
- Sleeveless V-neckline
- Tank shoulder straps
- Cropped hem
- Plaid print
- Woven fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06003-1358
Category Name: Plaid Looks
Price: $4.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Glam Oversized Plaid Blazer
Keep it polished with a blazer that brings that sophisticated glamour. The blazer features a plaid print, a collared neckline with a lapel accent, a multi-button down front, front pockets, long sleeves, and an oversized fit. The blazer is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching bustier and jeans.
Shop Matching Bustier: Polished Glam Cropped Plaid Bustier
Fit & Features
- Collared neckline, lapel accent
- Multi-button down front
- Front pockets
- Long sleeves
- Oversized fit
- Woven fabric
- Relaxed fit, slight stretch, runs true to size
Style Number/Barcode: 06204-0979
Category Name: Plaid Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet And Flirty Gingham Crop Top
Get a sweet and flirty look in this adorable gingham printed crop top! It features a subtle V-neckline that can be worn off-the-shoulder, short puff sleeves with ruffled hems, a cute tie-back accent, and a cropped fit. Style this top with high-rise denim.
Fit & Features
- Elastic banded V-neckline
- Short puff sleeves, ruffled hems
- Tie-back detail
- Cropped fit, elastic banded hem
- Woven fabric, front lining, gingham print, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1342
Category Name: Plaid Looks
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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True And Trendy Plaid Shacket
Stay trendy in true style with a plaid shacket that is perf for those PSL runs! The shacket features a collared neckline, a multi-button down front, two chest pockets with single-button closure, long sleeves, and a longline length. The shacket is composed of faux wool fabric with a faux suede knit lining. Pair this shacket with ankle booties.
Fit & Features
- Long sleeves with button cuffs
- Collar neckline, flap pockets
- Button-down front closures
- Plaid pattern
- Soft woven fabric, faux suede knit lining
- Longline length
- Runs true to size
Style Number/Barcode: 06204-0946
Category Name: Plaid Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy And Cute Long Plaid Shacket
Keep it preppy and cute with a shacket that is perf for grabbing your PSL in! The shacket features a plaid print, a collared neckline, a multi-button down front, long sleeves, two large chest pockets, and a long length. The jacket is composed of a wool-like fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching mini skirt.
Shop Matching Skirt: Preppy And Cute Plaid Mini Skirt
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Long sleeves, two large chest pockets
- Long length
- Wool-like fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0932
Category Name: Plaid Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Days Long Plaid Shacket
Channel a cozy chic look with a shacket to layer over your favorite basics! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, a below-the-knee length, and dual side slits at the hem. The shacket is composed of a lined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with boots!
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front, two chest pockets
- Long sleeves, single-button cuff
- Below the knee length, dual side slits at hem
- Lined faux wool fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-0938
Category Name: Plaid Looks
Price: $18.97 $49.90
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 Looks
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gilmore Flannel Crop Shacket
A classic with a trendy update! This plaid flannel shacket features a collared neckline, two flap pockets, a multi-button down front, and a cropped hem. Complete the look in distressed jeans.
Fit & Features
- Collared neckline
- Button-cuff long sleeves
- Two flap pockets
- Multi-button down front
- Cropped hem
- Plaid pattern, Soft wool-blend fabric
- Fits true to size, No stretch
Style Number/Barcode: 06204-0940
Category Name: Plaid Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Layers Long Line Plaid Shacket
Fall for chic layers this season with a shacket that you can pair with your favorite bodysuit and tees! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, a below-the-knee length, and hidden side pockets. The shacket is composed of a lined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with boots!
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front, two chest pockets
- Long sleeves, single-button cuff
- Hidden side pockets, Below the knee length
- Lined faux wool fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-0937
Category Name: Plaid Looks
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polished In Plaid Belted Trench Coat
Keep it très chic with a trench coat to layer over your sophisticated outfits for workwear or semi-formal outings! The coat features a plaid print, a collared neckline, long sleeves, a multi snap button front closure, an adjustable tie-waist belt with belt loops, lined hidden side pockets, a tapered long length, and a high center slit at the back. The coat is composed of a lined wool-like knit fabric that offers a relaxed fit with minimal stretch. Complete look with a bustier and skinny dress pants.
Fit & Features
- Plaid print
- Collared neckline
- Long sleeves
- Multi snap button front closure, adjustable tie-waist belt
- Lined hidden side pockets
- Lined wool-like fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0204
Category Name: Plaid Looks
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Stunning Faux Fur Plaid Coat
Keep your look so stunning with a statement coat that elevates your outfit. The coat features a plaid pattern, a collared neckline, long sleeves, a single-button closure, two large pockets, and a long line length. The coat is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a mock neck top and skinny pants.
Fit & Features
- Plaid print
- Collared neckline
- Long sleeves
- Single-button closure
- Two large pockets
- Longline length
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06201-0206
Category Name: Plaid Looks
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On That Plaid Trend Mini Skirt
Hop on that plaid trend with a mini skirt that keeps your look on point! The skirt features a high-rise waist, a plaid print, pleats, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with a crop top.
Fit & Features
- High rise waist
- Plaid
- Pleats
- Mini length silhouette
- Lightweight woven fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0317
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Chic Plaid Shacket
Keep it preppy and chic with a shacket that is perf to layer up with! The shacket features a plaid print, a collared neckline, a multi-button down front, chest pockets, long roll up sleeves, side pockets, and a mid-thigh length. Complete look with a basic tee and jeans for that laid-back look.
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Chest pockets
- Long roll-up sleeves
- Mid-thigh length
- Lightweight woven fabric, relaxed fit, slight stretch, runs true to size
Style Number/Barcode: 06204-0923
Category Name: Plaid Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pep It Up Plaid Mini Dress
Pep it up in a cute plaid mini dress! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Plaid print
- Mini-length silhouette
- Knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-1866
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Style Plaid Mini Dress
Showcase a chic and perfect style in this plaid mini dress that is a must-have for fall. It features a sleeveless square neckline, spaghetti straps, and a short, curve-hugging fit. Complete the outfit with a faux leather jacket to add an edgy vibe to the look.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length, form-fitting silhouette
- Knit fabric, moderate stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 05102-1864
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty And Chic Plaid Mini Skirt
You'll look so pretty and chic in this adorable plaid mini skirt! It features a high rise elastic banded waist, a hidden back zipper closure, a trendy side slit, and a short, form-fitting style. Pair this cute skirt with sneakers for a fresh, spring-ready look.
Fit & Features
- High rise elastic banded waist
- Hidden back zipper closure
- Side slit
- Mini-length, form-hugging fit
- Subtle plaid print
- Woven fabric with minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0277
Category Name: Plaid Looks
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Look Plaid Mini Skirt
Get a perfect look this spring season in this adorable plaid mini skirt! It features a high-rise waist, a small side slit, and a short, curve-hugging fit. Pair this knit skirt with a cute crop top and clear heels.
Fit & Features
- High-rise elastic banded waist
- Side slit
- Mini-length, form-hugging fit
- Knit fabric, moderate stretch
- Checkered plaid pattern
- Runs true to size
Style Number/Barcode: 06501-0388
Category Name: Plaid Looks
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale