Plaid
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
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Plaid Outfits: Timeless Styles for Every Winter Occasion
Discover the charm of plaid this winter with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for family gatherings 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 winter occasion unforgettable!
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So Poised Ponte Plaid Mini Skirt
Keep it so poised with a mini skirt that elevates your style! The skirt features a plaid print, a high-rise waist, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: So Poised Ponte Plaid Crop Top
Fit & Features
- Plaid print
- High rise waist
- Mini length silhouette
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0439
Category Name: Plaid
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Poised Ponte Plaid Crop Top
Keep it so poised with a crop top that elevates your style! The top features a plaid print, a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: So Poised Ponte Plaid Mini Skirt
Fit & Features
- Plaid print
- Sleeveless square neckline
- Cropped hem
- Bungee spaghetti straps
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3465
Category Name: Plaid
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Mood Cropped Blazer
Channel a plaid mood with a cute blazer! The blazer features a collared neckline, long sleeves, a double-breast button design, and a semi-cropped hem. The blazer is composed of Ponte-like woven fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Plaid Mood High Slit Mini Skirt
Fit & Features
- Collared neckline, lapel accent
- Long sleeves
- Double-breasted button design
- Semi-cropped hem
- Ponte-like knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1080
Category Name: Plaid
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Mood High Slit Mini Skirt
Channel a plaid mood with a cute mini skirt! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer and a blouse.
Shop Matching Blazer: Plaid Mood Cropped Blazer
Fit & Features
- Plaid print
- High rise waist
- Mini side slit
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0339
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
Price: $4.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Stunner High Waist Plaid Pants
Stun like the chic fashionista you are with fab pants! The pants feature a high-rise waist, a belt with an O-ring buckle, belt loops, slant pockets, a plaid print, and a straight leg with a tapered hem. Complete look with a white top and mules.
Fit & Features
- High rise waist
- Belt with O-ring buckle, belt loops
- Slant pockets
- Plaid print
- Straight leg, tapered hem
- Form hugging fit, runs true to size
Style Number/Barcode: 06402-0392
Category Name: Plaid
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty And Preppy Plaid Skater Skirt
Pretty and preppy, this plaid skirt is stylishly on-trend. It features a high-rise waist, chic pleated detailing, and a short, flared-out skater silhouette. Pair this skirt with a basic crop top and sneakers.
Fit & Features
- High-rise waist
- Back zipper closure
- Pleated detailing
- Mini-length, skater silhouette
- Woven fabric, plaid print
- Runs true to size
Style Number/Barcode: 06401-0357
Category Name: Plaid
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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
Price: $3.97 $34.90
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
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Girl-Next-Door Gingham Mini Dress
Embrace your girl-next-door vibes with this sweet mini dress! It features a sleeveless square neckline, tie shoulder spaghetti straps, a tie-front detail, and a smocked body with a mini-length, form-hugging silhouette. The woven fabric has a subtle all-over gingham print for a cute look. Complete the outfit with a denim jacket and sneakers.
Fit & Features
- Square neckline, ruffle trim
- Tie shoulder spaghetti straps
- Tie-front detail
- Smocked body
- Short, form-hugging fit
- Woven fabric, gingham print
- Runs true to size
Style Number/Barcode: 05102-1173
Category Name: Plaid
Price: $9.97 $36.90
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
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy And Trendy Plaid Mini Dress
Keep it on a trend with a preppy plaid dress to channel those cool-girl vibes. The mini dress features a sleeveless square neckline, spaghetti straps, 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: 05102-1508
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy And Trendy Plaid Ruched Mini Dress
Keep it preppy in a plaid mini dress that is perf for your next brunch with the squad! The dress features a plaid print, a sleeveless square neckline, spaghetti straps, dual ruched drawstrings, and a mini-length silhouette. Complete look with mules and a jelly purse.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Plaid print
- Dual ruched drawstrings
- Mini length silhouette
- Knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-1679
Category Name: Plaid
Price: $19.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Glam Plaid Crop Top
Keep it preppy with a plaid crop top that impresses. The crop top features a sleeveless square neckline, spaghetti straps, a plaid print, and a cropped hem. The crop top is composed of lined woven twill fabric that offers a form-hugging fit with minimal stretch. Complete the look with the matching skort.
Shop Matching Skort: Preppy Glam Plaid Skort
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Plaid print
- Cropped hem
- Woven twill fabric
- Form-hugging with minimal stretch
- Runs true to size
Style Number/Barcode: 06001-3183
Category Name: Plaid
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Glam Plaid Skort
Keep it preppy with a plaid skort that impresses. The skort features a high-rise waist, a plaid print, wide-leg shorts, and a skirt overlay. The skort is composed of lined woven twill fabric that offers a form-hugging fit with minimal stretch. Complete the look with the matching crop top.
Shop Matching Crop Top: Preppy Glam Plaid Crop Top
Fit & Features
- High rise waist
- Plaid print
- Wide-leg shorts
- Skirt overlay
- Woven twill fabric
- Form-hugging with minimal stretch
- Runs true to size
Style Number/Barcode: 06503-0215
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Picture-Perfect Plaid Skort
Get a picture-perfect look to post on your social with this chic plaid skort! It features a high-rise elastic banded waist, a front skirt overlay, and fitted shorts. Style this skort with a basic bodysuit and cute mules.
Fit & Features
- High-rise elastic banded waist
- Front skirt overlay
- Fitted shorts
- Plaid print
- Knit fabric with a moderate stretch
Style Number/Barcode: 06503-0219
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid And Pleated Mini Skirt
Keep it preppy in a plaid skirt to match your favorite basic tops! The skirt features a high rise waist, a plaid print, a pleated body, and a mini length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with slight stretch.
Fit & Features
- High rise waist
- Plaid print
- Pleated body
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06501-0385
Category Name: Plaid
Price: $8.97 $22.90
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
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale