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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Sweet In Tweed V-Neck Sweater
Show your sweet side! This tweed plaid sweater features long dolman sleeves, a V-neck, and a relaxed fit hem. Complete the look in faux leather pants for a dinner party!
Fit & Features
- Long dolman sleeves
- V-neck
- Relaxed fit hem
- Plaid tweed fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1600
Category Name: Plaid Looks
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 Looks
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Fall Vibes Knit Mini Skirt
This adorable knit mini skirt will bring the preppy fall vibes to your looks! It features a high-rise waist, a short, curve-hugging fit, a chic side slit, and an all-over jacquard houndstooth print. Style with a corset top, a cropped cardigan, and mules.
Fit & Features
- High-rise elasticized waist
- Mini-length hem, form-fitting silhouette
- Side slit
- Jacquard houndstooth print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0718
Category Name: Plaid Looks
Price: $10.97 $24.90
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 Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Crush Slit Mini Skirt
Got a seasonal crush on plaid? This mini skirt is perfect for adding to the collection! It features a high-rise waist, bodycon silhouette, and front slit accent on stretchy knit fabric. Complete the look in a cutout crop top and boots.
Fit & Features
- High-rise waist
- Bodycon silhouette
- Front slit accent
- Mini-length hem
- Plaid print
- Knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0701
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Me Up Flocked Mini Skirt
Shift into the season of plaid! This mini skirt features a high-rise waist, bodycon silhouette, and a front slit accent on flocked knit fabric. Complete the look in a flirty crop top for lunch with friends.
Fit & Features
- High-rise waist
- Bodycon silhouette
- Front slit accent
- Mini-length hem
- Plaid pattern
- Flocked knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0700
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Seasonal Plaid Crepe Mini Skirt
It's feeling like the season of plaid! Create a cute and casual outfit with this crepe mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look with a denim jacket.
Fit & Features
- High-rise waist
- Bodycon silhouette
- Slit accent
- Mini-length hem
- Plaid pattern
- Crepe knit fabric
- Fits true to size
Style Number/Barcode: 06501-0699
Category Name: Plaid Looks
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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City Girl Plaid Faux Wool Coat
Layer on this plaid faux wool coat for a chic city girl look! It features a lapel collar, an open front, long sleeves, lined side pockets, and a mid-length hem with a fitted silhouette. The all-over plaid print will give your 'fit that classic vibe. Style over a sweater dress with knee-high boots.
Fit & Features
- Lapel collar, open front
- Long sleeves
- Side pockets, smooth lining
- Mid-length hem, fitted silhouette, back slit accent
- Plaid print
- Faux wool fabric, no stretch
- Runs true to size
Style Number/Barcode: 06201-0315
Category Name: Plaid Looks
Price: $27.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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A Polished Vibe Plaid Faux Wool Coat
Layer on this plaid faux wool coat for a polished vibe! Featuring a lapel collar, an open front, long sleeves, side pockets, a mid-length hem, and a fitted silhouette, this coat is a definite winter staple. The all-over plaid print will keep your looks classic and chic. Style with faux leather ankle booties.
Fit & Features
- Lapel collar, open front
- Long sleeves
- Side pockets, back slit accent
- Mid-length hem, fitted silhouette
- Plaid print
- Unlined faux wool fabric, no stretch
- Runs true to size
Style Number/Barcode: 06201-0313
Category Name: Plaid Looks
Price: $27.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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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 Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 Looks
Price: $1.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Aesthetic Houndstooth Bucket Hat
Match your aesthetic for the changing season in this houndstooth bucket hat! It features a classic silhouette with hints of shimmery woven lurex. Complete the look in a classic denim jacket.
Fit & Features
- Houndstooth pattern
- Bucket hat silhouette
- Woven lurex
Style Number/Barcode: 07302-1329
Category Name: Plaid Looks
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cold Babe Plaid Blanket Scarf
You can still be a babe and brace for the cold thanks to this cozy plaid blanket scarf! It features a trendy fringe edge design on cozy and soft fabric. Complete the look in a trendy jacket for a coffee run.
Fit & Features
- Plaid pattern
- Fringe edge design
- Soft and cozy fabric
Style Number/Barcode: 07305-0431
Category Name: Plaid Looks
Price: $3.97 $16.90
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 Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Autumn Chill Buffalo Plaid Scarf
Wrap yourself in this cozy and stylish buffalo plaid scarf! It features a frayed edge design on super soft fabric. Complete the look in a cropped jacket.
Fit & Features
- Buffalo plaid pattern
- Frayed edge design
- Super soft and cozy fabric
Style Number/Barcode: 07305-0421
Category Name: Plaid Looks
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Plaid Skater Skirt
School's in session in this perfect plaid skater skirt for a cute look for class! The short skirt features a high-rise waist, back zipper closure, and a flirty pleated hem on soft woven flannel fabric. Complete your look in a collared shirt.
Fit & Features
- High-rise waist
- Back zipper closure
- Pleated hem
- Short-length
- Plaid pattern
- Flannel woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0470
Category Name: Plaid Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 Looks
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 Looks
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It In Check Plaid Mini Dress
Keep your stylish look in check with this plaid knit mini dress. It features a collared V-neckline, short sleeves, and a mini-length hem with a form-hugging, bodycon silhouette. Complete the 'fit with a dainty layered necklace and booties.
Fit & Features
- Collared V-neckline
- Short fitted sleeves
- Mini-length hem, bodycon silhouette
- Plaid print
- Smooth knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4743
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 Element Tweed Crop Jacket
Add a preppy element with this tweed crop jacket to layer over your outfit. It features long sleeves, a collar neckline, snap-button down closures, two flap pockets, and an oversized silhouette. Style over a basic top and faux leather shorts for an edgy-cute look!
Fit & Features
- Long sleeves, collar neckline
- Snap-button down closures
- Two flap pockets
- Oversized silhouette
- Cropped hem
- Tweed fabric
- Runs true to size
Style Number/Barcode: 06204-1492
Category Name: Plaid Looks
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Between The Lines Paper Bag Shorts
Read between the lines...these paper bag plaid shorts are so trendy for summer! They feature a high-rise elasticized waist, belt loop accents, tie-front belt, side pockets, and a fitted short-length hem.
Fit & Features
- High-rise elasticized waist, paper bag style
- Belt loop accents, tie-front belt
- Side pockets
- Fitted short-length hem
- Pull-on/off styling
- Plaid pattern, knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06403-0231
Category Name: Plaid Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Princess Tweed Mini Skirt
Everyone knows you're the princess of plaid! This 90's-inspired tweed skirt features a high-rise waist, back zipper closure and lower slit accent, and a mini-length hem. Complete the look in the matching top.
Shop Matching Top: Plaid Princess Tweed Tube Top
Fit & Features
- High-rise waist
- Back zipper closure
- Lower back slit accent
- Mini-length hem
- Plaid pattern
- Lined tweed woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0468
Category Name: Plaid Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance