Plaid Looks
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 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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Double Pocket Plaid Crop Jacket
Keep that 'fit in check with this trendy plaid jacket!
Fits & Features
- Pointed collar
- Snap button and zippered front
- Double chest pockets with snap button flap closure
- Long sleeves with snap button straps
- Crop hemline
- Brush fleece composition I Fully lined
- Houndstooth and plaid print design
Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0246
Category Name: Plaid Looks
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tweed Plaid Mini Skirt
Amp up your look with a little tweed! This mini skirt features a high waistline, a short hemline that hits mid thigh. Back of skirt has a zipper closure at the center. Skirt is composed of a tweed material offers minimal stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06401-0066
Category Name: Plaid Looks
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Traditional Sherpa Lined Long Flannel
Introduce some faux fur into your look! Designed with a collared neckline, long sleeves, functioning buttons down the center, and a traditional breast pocket. This flannel features a long hem and is fully lined with a faux sherpa for the coziest soft inside!Style Number/Barcode: 06204-0235
Category Name: Plaid Looks
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Perfection High Waist Pants
Keep it perfectly polished with plaid! The pants feature a high rise waist, a zipper closure, a single button with fasten closure, hidden side pockets and a cropped tapered hem. The all over plaid print features classically neutral hues. Pants are composed of a lightweight woven knit fabric that offers a relaxed fit with minimal stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06402-0079
Category Name: Plaid Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plum Plaid Dreams Pull Over Top
Dream yourself into plaid perfection with this cute top! It features a round neckline, long sleeves and an all over dark plaid pattern to get those fall vibes going. Top is part of a set, be sure to pick up the matching shorts to complete this adorable look!Style Number/Barcode: 06002-4533
Category Name: Plaid Looks
Price: $8.87 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Knit Mini Dress
Pretty plaid is the way to go! This knit mini dress features a sleeveless bodice, spaghetti straps, a scoop neck, a square back, and a short, curve hugging fit. The dress offers plenty of stretch and includes a knit lining.Style Number/Barcode: 05102-0302
Category Name: Plaid Looks
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Fringe Over-Sized Scarf
Nothing but warm and fuzzy feelings in this over-sized scarf! Designed with a plaid print pattern and composed of a soft knit material with fringe detailing at the ends, pair it with your fave fall wear!
Style Number/Barcode: 07305-0034
Category Name: Plaid Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buffalo Plaid Fringe Scarf
Keep on trend with pretty plaid! The scarf features a buffalo plaid pattern throughout and a fringe detailed trim.
Style Number/Barcode: 07305-0031
Category Name: Plaid Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mad For Plaid Paperbag Pants
Cut a sleek and stylish figure in these perfectly polished plaid pants! They're fuller through the hip and thigh while tapering through the leg and they feature a paperbag waist with belt loops and removable tie. Pants slip on and are made from a mid-weight rayon-blend material with moderate stretch.Style Number/Barcode: 06502-0089
Category Name: Plaid Looks
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check On it Mini Skirt
Check out this statement skirt girl! It features a high rise waist, an all over checkered design and two mini side slits. Skirt is composed of woven fabric that offers a form hugging fit with slight stretch. Includes a back zipper closure.Style Number/Barcode: 06401-0032
Category Name: Plaid Looks
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfectly Poised In Plaid Paper Bag Pants
Radiate a confident look with these statement pants! They feature a high rise paper bag waist, a cinching tie waist belt, side pockets and a wide leg pant with flared hem. The all over plaid print features cool tones to easily mix with your favorite neutral tops! Pants are composed of a lightweight woven fabric.Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06402-0014
Category Name: Plaid Looks
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Go Glen Plaid Paperbag Pants
Keep it in check with the perfect pair of tapered trousers. They feature an all-over black and white glen plaid, a higher-rise, paperbag waist with belt loops and removable tie, a back zip, pockets at either hip, and straight legs that taper towards hem. Pants are made from a mid-weight rayon blend with a touch of stretch.Style Number/Barcode: 06402-0029
Category Name: Plaid Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Lovely Cold Day Plaid Scarf
Hey girl, wrap yourself up on this lovely cold day in a cute girly plaid scarf!
- Checkered tartan plaid
- Open frayed edges
- Extra large design
- Soft knit material
Style Number/Barcode: 07305-0026
Category Name: Plaid Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid It Up Pants
Play up your look with stylish plaid in these chic pants! They feature a high rise waist, a hidden front zipper and hook and bar closure, pleated details, slanted front pockets, faux back pockets, and a tapered hem. The pants are composed of a woven fabric and showcase a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching crop top!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06402-0015
Category Name: Plaid Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid It Up Crop Top
Play up your look with stylish plaid in this chic crop top! It features a sleeveless bodice, tank-like adjustable shoulder straps, a square neckline, a partial stretchy smocked back, and a cropped hem. The top is composed of a woven fabric and showcases a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching pants!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0151
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Extra Soft Plaid Fringe Over-sized Scarf
It's cuddle season! This over-sized scarf is designed from a soft knit material and features a fall ready plaid pattern with a fringe at both ends. We love the idea of you layering it up with your fav knit cardigan!Style Number/Barcode: 07305-0023
Category Name: Plaid Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check It Off Straight Leg Pants
Looking for a pair of trendy chic pants to complete your look? Check! These bottoms feature a high rise waist, a tie front accent, and fitted straight pant legs with a flared hem. The pants are composed of a soft knit fabric that offers moderate stretch and feature an all over glen checkered pattern.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0085
Category Name: Plaid Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rock The Casbah Mini Tote
Channel your inner '80s punk with this cute, studded mini tote. This little bag with a flap top closure includes a carrying strap and crossbody strap for convertible styling, while its hardware details add a touch of edge to any look. Featuring a cotton blend exterior with a synthetic textile lining.Style Number/Barcode: 07203-1918
Category Name: Plaid Looks
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy And Pleated Skirt
Take it from day to night in this preppy piece this Halloween to create a A+ costume! It is high waisted and includes a zipper at the back. The hem hits mid thigh, and offers a pleated design that shows a little pep with your step. Skirt is composed of a fleece like material that is thick, soft, and offers minimal stretch. Go for that extra credit with the matching accessories to complete your preppy costume!
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0035
Category Name: Plaid Looks
Price: $3.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Checkmate Glen Plaid Mini Skirt
Score points for style (and win) in this glen plaid mini. Slip-on skirt features a large- and small-check print and a paperbag waist. Skirt is made from a soft, faux-wool material with a touch of stretch.Style Number/Barcode: 06501-0035
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check Her Out Paper Bag Pants
You know they're looking! Take it in stride in these chic, high-waist plaid pants. They feature pockets at hips and an elasticized paper bag waist with belt loops, removable tie, zip fly, and hook-and-bar closure. Pants are more relaxed through the thigh and taper slightly through cuffed legs. Pants are made from a densely woven material with minimal stretch.Style Number/Barcode: 06402-0013
Category Name: Plaid Looks
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Checks And Balance Long Plaid Coat
Your fall wardrobe isn't complete without the perfect plaid coat. Elevate your look with the Checks And Balance Long coat!
Fits & Features
- Flat Lapel Accent Collar
- Padded Shoulders
- Removable Cinch Tie Waist Belt
- Slip Hand Pockets
- Long Sleeves
- Mid Thigh Length Hem
- Fully Lined I Midweight Knit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0103
Category Name: Plaid Looks
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Paper Bag Plaid Tapered Pants
Keep it chic and poised in plaid! These must have pants feature a paper bag waist, an adjustable belt with metal grommets, a front zipper closure and a straight tapered leg. The all over plaid pattern makes these the perfect pants to pair with your favorite solid tops! Pants are composed of woven fabric that offers a relaxed fit with a minimal stretch.Style Number/Barcode: 06402-0012
Category Name: Plaid Looks
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh So Fancy Brushed Plaid Coat
Ooo la la! Lookin' like a fancy little cookie! This long plaid coat is designed with long sleeves, a collared neckline, hidden pockets, and button closures down the center. Coat is fully lined and composed of a brushed wool like material that offers a relaxed fit and no stretch. Coat showcases a tartan plaid pattern that we are drooling over!
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06201-0031
Category Name: Plaid Looks
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance