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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High Rise Zippered Plaid Pants
Keep it stylish in plaid pants that are all the rage this season. The pants feature a plaid print, high rise waist, faux zippered pockets, and a skinny leg fit. The pants are composed of a lightweight woven fabric that offers a slight stretch. Complete your look with a basic black bodysuit.
Fit & Features
- High rise waist
- Single-button and zipper closure
- Faux zippered pockets
- Plaid print
- Skinny leg fit
- Woven fabric
- Form hugging fit, slight stretch
Style Number/Barcode: 06402-0290
Category Name: Plaid Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Play On Plaid Wubby Knit Jacket
Keep it trendy in a plaid jacket that slays your layered outfits! The jacket features a fab plaid print, a mock neck, a zippered front, long sleeves, and is composed of a cozy wubby fabric that offers a relaxed fit with slight stretch. Complete look with a mock neck midi dress and ankle booties.
Fit & Features
- Mock neck
- Plaid print
- Zippered front
- Long sleeves
- Wubby knit fabric
- Lined, Relaxed fit, minimal stretch
Style Number/Barcode: 06201-0186
Category Name: Plaid Looks
Price: $14.97 $39.90
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 Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Houndstooth Wrap Mini Skirt
Wrap yourself in a trendy houndstooth skirt that brings the chic factor to your outfit this season. The skirt features a high rise waist, a houndstooth print, and a wrap hem. The skirt is composed of a brushed woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a sweater and ankle booties.
Fit & Features
- High rise waist
- Houndstooth print
- Wrap envelope hem
- Brushed woven fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0325
Category Name: Plaid Looks
Price: $9.97 $24.90
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 Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie Waist Plaid Shorts
Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit.
Fit & Features
- High rise waist
- Tie waist belt with loops
- Plaid print
- Cheeky bottom
- Stretchy lightweight woven fabric
Style Number/Barcode: 06403-0138
Category Name: Plaid Looks
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Perfection Long Coat
Stun in a classic plaid coat that brings sophistication to your look! The coat features a trendy plaid print, a collared neckline, a single-button down closure, two large pockets, and a long length. The coat is composed of a soft to the touch brushed knit fabric that offers a relaxed fit. Complete look with a casual top, jeans, and thigh high boots.
Fit & Features
- Collared neckline
- Long sleeves
- Single-button down closure
- Plaid print
- Long length
- Lined brushed knit fabric
- Relaxed fit, slight stretch
Style Number/Barcode: 06201-0110
Category Name: Plaid Looks
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High Waist Faux Wrap Plaid Mini Skirt
Wrap yourself in a trendy plaid skirt that brings the chic factor to your outfit this season. The skirt features a high rise waist, a plaid print, and a faux wrap hem. The skirt is composed of a brushed woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a sweater and ankle booties.
Fit & Features
- High rise waist
- Plaid print
- Faux wrap hem
- Brushed woven fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0340
Category Name: Plaid Looks
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Chic Houndstooth Woven Shacket
You'll be looking so chic when you layer on this trendy woven shacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, a relaxed fit, and a bold all-over houndstooth pattern. Pair this shacket with high rise denim and booties to elevate your casual look.
Fit & Features
- Collared neckline
- Long sleeves with single buttons to cuff
- Complete button-down front
- Top buttoned pockets and lower front pockets
- Relaxed fit
- All-over houndstooth pattern
- Brushed woven fabric with no lining and no stretch
Style Number/Barcode: 06204-0729
Category Name: Plaid Looks
Price: $14.97 $39.90
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 Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Houndstooth Ruched Mini Skirt
Stay on-trend in a skirt that brings those chic vibes! The skirt features a high rise waist, a houndstooth print, a ruched side seam, a mini side slit, and a mini length silhouette. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top.
Fit & Features
- Elastic high rise waist
- Houndstooth print
- Ruched side seam, mini side slit
- Mini length silhouette
- Lightweight woven fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0332
Category Name: Plaid Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Perfection Ruched Mini Skirt
Keep it preppy in a plaid skirt that is totally on-point, girl! The skirt features a high rise waist, ruched side seams, and a plaid print. The skirt is composed of a lightweight woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a tube top.
Fit & Features
- High rise waist
- Plaid print
- Ruched side seams
- Lightweight woven fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0335
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Houndstooth Pleated Mini Skirt
Get a flirty vibe pairing this chic mini skirt with heeled booties! The skirt features a high rise waist, a mini length flared silhouette, pleated detailing, and a trendy houndstooth print. Wear this skirt to a holiday party for a stylish 'fit!
Fit & Features
- High rise elastic banded waist
- Mini length flared silhouette
- Knit fabric with plenty of stretch
- Houndstooth print
Style Number/Barcode: 06501-0333
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 Looks
Price: $9.97 $22.90
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 Looks
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tied To Style Plaid Skinny Pants
Make sure your stylish look is on point in these plaid skinny pants! They feature a high rise waist with a front V cut and an adorable tie front detail. Pair these pants with heeled booties for an office-ready look.
Fit & Features
- High rise waist with front V cut
- Tie front accent
- Back zipper closure
- Tapered pant legs
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06402-0267
Category Name: Plaid Looks
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fashionably Chic Plaid Skinny Pants
Get a fashionably chic vibe, perf for the office, in these plaid skinny pants! They feature a flattering high rise waist with a front V cut and a tie front detail. Pair these pants with a form-hugging bodysuit for an adorable look.
Fit & Features
- High rise waist with front V cut
- Tie front accent
- Back zipper closure
- Tapered pant legs
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06402-0266
Category Name: Plaid Looks
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Knit Mini Dress
Get a pretty, picture-perfect look in this adorable plaid knit mini dress! It features a trendy square neckline and a short, curve-hugging silhouette. Layer on a chic jacket over this dress and style it up with heeled booties for a fall night out.
Fit & Features
- Spaghetti straps
- Square neckline
- Short, form-hugging fit
- Allover plaid print
- Knit fabric with plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-1049
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 Looks
Price: $6.97 $36.90
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 Looks
Price: $18.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty in Plaid Wubby Jacket
Keep it pretty in a plaid jacket to layer up with! The jacket features a collared neckline, a snap-button closure, a plaid print, long sleeves, and composed of a wubby fabric. Complete your look with a crop top and high waist jeans.
Fit & Features
- Plaid print
- Collared neckline
- Snap button closure
- Long sleeves
- Wubby knit fabric
- Form hugging fit
Style Number/Barcode: 06201-0167
Category Name: Plaid Looks
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Plaid Oversized Shacket
Layer on this cozy plaid shacket to add a trendy vibe to your casual everyday look! It features a collared neckline, a complete button-down front, long sleeves with single buttons to cuff, and a relaxed, oversized fit. Pair this adorable shacket with light wash denim and combat booties.
Fit & Features
- Collared neckline
- Complete button-down front
- Top pockets
- Long sleeves with single buttons to cuff
- Oversized fit
- Plaid print
- Woven fabric with no stretch
Style Number/Barcode: 06204-0721
Category Name: Plaid Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale