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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City Chic Plaid Longline Blazer
Channel a city chic vibe with a blazer to layer over your trendy outfits. The blazer features a plaid print, a collared neckline, quarter-length sleeves, and a knee-length hem. The blazer is composed of knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Collared lapel neckline
- 3/4 sleeves
- Longline length
- Plaid print
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1127
Category Name: Plaid Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Professional Plaid Longline Blazer
Keep it professionally chic with a blazer that commands attention! The blazer features a plaid print, a collared neckline with lapel accents, shoulder pads, a double-breast button closure, faux front pockets, and a long line length. The blazer is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with flared pants and pumps.
Fit & Features
- Plaid print
- Collared neckline with lapel accent
- Shoulder pads
- Double-breast button closure
- Faux front pockets
- Lined lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1124
Category Name: Plaid Looks
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfect Plaid Oversized Blazer
Layer on this chic oversized blazer for the perfect day-to-night look. It features a lapel collar, shoulder pads, long sleeves, button-front closures, front pockets, and an oversized fit. The woven fabric has an on-trend all-over glen plaid print and includes a smooth lining. Style this blazer with a top and dress pants for the day and over an LBD for night!
Fit & Features
- Lapel collar
- Shoulder pads
- Long sleeves
- Button-front closures
- Two front pockets
- Lined woven fabric, no stretch, glen plaid print
- Oversized fit
Style Number/Barcode: 06204-1122
Category Name: Plaid Looks
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Chic Faux Wool Coat
Bring that major chic vibe this season with a trendy coat! The coat features a plaid print, a draped open front, long sleeves, hidden side pockets, and a longline length. The jacket is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with thigh-high boots and skinny jeans.
Fit & Features
- Plaid print
- Draped open front
- Long sleeves
- Hidden side pockets
- Faux wool fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0276
Category Name: Plaid Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Perfection Twist Front Jumpsuit
Keep it preppy and posh with a plaid jumpsuit that is perf for a stylish day out! The jumpsuit features a plaid print, sleeveless V-neckline, adjustable spaghetti straps, a twist-front accent at the bodice, and a cutout. The slim-fit bodice leads to a flared straight leg. Complete look with wedges and dainty rings.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Twist-front accent, cutout
- Flared straight leg
- Plaid print
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06402-0387
Category Name: Plaid Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Check Yes Plaid Mini Skirt
Hey babe, check yes for this adorable plaid mini skirt! It features a flattering high waist with a short, form-hugging fit and a chic side slit. Style this skirt with a basic crop top and sneakers for a cute and casual vibe.
Fit & Features
- High-rise waist
- Mini-length, form-fitting silhouette
- Small side slit
- Knit fabric, plaid print
- Runs true to size
Style Number/Barcode: 06501-0478
Category Name: Plaid Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Style Plaid Paperbag Pants
Create a major style moment with pants that slay! The pants feature a plaid pattern, an elastic paperbag waist, a tie-waist belt, and a skinny leg fit with a tapered hem. The pants are composed of a woven knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and mules.
Fit & Features
- Plaid print
- Elastic paperbag waist
- Tie-waist belt
- Skinny leg fit
- Woven knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0686
Category Name: Plaid Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy And Cute Plaid Mini Skirt
Keep it preppy and cute with a skirt that is perf for grabbing your PSL in! The skirt features a plaid print, a high-rise waist, a mini-length silhouette, and a back zipper closure. The skirt is composed of a wool-like knit fabric that offers a form-hugging fit with minimal stretch. Complete look with matching the shacket.
Shop Matching Shacket: Preppy And Cute Long Plaid Shacket
Fit & Features
- Plaid print
- High rise waist
- Mini length silhouette
- Back zipper closure
- Wool-like fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0341
Category Name: Plaid Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Comfort Zone Plaid Collared Duster
Look stylish through the chill in this cozy plaid duster featuring long sleeves and a collared neckline with front pockets. The soft nylon-knit fabric offers a moderate stretch. Perfect for styling with a hat and booties.
Fit & Features
- Long sleeves
- Collared neckline
- Front pockets
- Plaid pattern
- Duster length hem
- Soft nylon-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1201
Category Name: Plaid Looks
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Raising The Bar Plaid Mini Dress
Raise the bar with a mini dress that is part classy, part casual! The dress features a plaid print, a sleeveless square neckline, and a mini-length silhouette. The dress is composed of a lined knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a denim jacket.
Fit & Features
- Plaid print
- Sleeveless square neckline
- Mini length silhouette
- Lined knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4256
Category Name: Plaid Looks
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty In Plaid Mini Dress
Look and feel like a total babe wearing this plaid mini dress! It features a sleeveless, square neckline with spaghetti straps on a form-hugging fit offering a moderate stretch. Complete your daytime look with a cropped jacket.
Fit & Features
- Sleeveless, square neckline
- Spaghetti straps
- Plaid print
- Form-hugging fit
- Polyester fabric with moderate stretch
- Mini-length silhouette
- Runs true to size
Style Number/Barcode: 05102-4258
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Chic Plaid Mini Skirt
Channel that city chic style in a skirt to pair with your favorite long sleeve bodysuit! The skirt features a plaid pattern, a high-rise waist, a mini side slit, and a short length. Complete look with thigh-high boots!
Fit & Features
- Plaid pattern
- High rise waist
- Mini side slit
- Short length
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0480
Category Name: Plaid Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic High Waist Plaid Pants
Channel a preppy look with pants that take your look to the next level! The pants feature a plaid print, an elastic high-rise waist, and a straight leg fit. The pants are composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and booties.
Fit & Features
- Plaid print
- Elastic high rise waist
- Straight leg
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0679
Category Name: Plaid Looks
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Pajama Romper And Socks Set
Get into the holiday mode with a pajama romper that ushers in those cozy vibes. The romper features a plaid print, V-neckline with buttons, long sleeves, and mid-thigh length shorts. The romper also includes crew fit socks. Complete look with slippers.
Fit & Features
- Set includes romper and matching socks
- Plaid print
- V-neckline, buttons
- Long sleeves
- Mid-thigh length socks
- Knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 07103-0644
Category Name: Plaid Looks
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Check Mesh Bodysuit
Score serious style points for wearing this plaid bodysuit featuring long sleeves and a crew neckline on sheer, mesh knit with textured flock detailing. The bodysuit has dual snap closure and a thong-cut bottom. Style with high-rise pants.
Fit & Features
- Long sleeves, crew neckline
- Plaid pattern
- Textured flock detailing
- Sheer mesh knit, moderate stretch
- Dual snap closure, thong-cut bottom
- Runs true to size
Style Number/Barcode: 06001-3608
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Trendsetter Plaid Mini Dress
Keep your everyday look on-trend in this preppy plaid mini dress! It features a collared V-neckline, short sleeves, a short, form-hugging silhouette, and is composed of a knit fabric with a moderate stretch. Style this dress with a denim jacket and sneakers for the perf cute and casual outfit.
Fit & Features
- Collared V-neckline
- Short sleeves
- Mini-length, form-hugging fit
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4244
Category Name: Plaid Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Houndstooth Paper Bag Skinny Pants
Keep it classy and chic with paper bag pants that are perf for creating head-turning workwear outfits. The pants feature a classic houndstooth pattern, a high-rise paper bag waist, a hidden zipper front closure, a tie-waist belt with belt loops, subtle pleats, and a skinny leg fit. The pants are composed of a knit fabric that offers a form-hugging fit with slight stretch. Complete look with a bodysuit and blazer.
Fit & Features
- Houndstooth pattern
- High-rise paper bag waist
- Tie-waist belt with belt loops
- Skinny leg fit
- Knit fabric
- Form-hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06402-0370
Category Name: Plaid Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The Classic Plaid Mini Dress
Keep it classy with a plaid mini dress that channels those preppy vibes! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with booties.
Fit & Features
- Sleeveless square neckline
- Spaghetti strap
- Plaid print
- Mini length silhouette
- Lined brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4232
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Plaid Leggings
Keep it chic and comfy with leggings that you can dress up in! The leggings feature a plaid print, a high waist, and a skinny leg with a tapered hem. Complete look with a crop top and sneakers.
Fit & Features
- High rise waist
- Plaid print
- Skinny leg fit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0674
Category Name: Plaid Looks
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Fab Sleeveless Plaid Mini Dress
Keep it so fab in a plaid dress that impresses! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with combat boots and layer with a long sleeve top.
Fit & Features
- Sleeveless square neckline
- Plaid print
- Spaghetti straps
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4231
Category Name: Plaid Looks
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Elevated Everyday Plaid Mini Dress
Create an elevated everyday outfit with this chic plaid mini dress! It features an on-trend square neckline, long sleeves, and a short, form-hugging fit. Style this dress with an oversized faux leather blazer and ankle booties.
Fit & Features
- Square neckline
- Long fitted sleeves
- Mini-length, form-fitting silhouette
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4228
Category Name: Plaid Looks
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Plaid Skort
Take your look to the next level with a skort that is all the rage! The skort features a plaid print, a high-rise waist, a mini skirt overlay, and a cheeky bottom. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and mules.
Fit & Features
- Plaid print
- High rise waist
- Mini skirt length overlay
- Cheeky bottom
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0272
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Glam Pleated Plaid Mini Skirt
Bring that preppy glam with a mini skirt that channels those cool girl vibes! The skirt feature a plaid print, a high-rise waist, pleats, and a mini-length silhouette. Complete look with a crop top and sneakers.
Fit & Features
- High rise waist
- Plaid print
- Pleats
- Mini length silhouette
- Form hugging fit, runs true to size
Style Number/Barcode: 06401-0343
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get A Clue Plaid Mini Skirt
Stay on trend with a plaid skirt that won't leave you clueless! The skirt features a high-rise elastic waist, a plaid pattern, a mini side slit, and a mini-length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and clear mules.
Fit & Features
- Plaid pattern
- Elastic high rise waist
- Mini side slit
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0459
Category Name: Plaid Looks
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free