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.
Now Trending
STYLE SPOTLIGHT
Discover Jackets, Coats, & Shackets!
Capture black skirts with trendy hardware details!
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!
-
Preppy In Plaid Double Slit Mini Skirt
Get a preppy, pretty look in this trendy plaid mini skirt! Featuring a form-hugging fit and double front slits, this skirt is perf for your next party. Simply add on an adorable crop top and strappy heels for a go-to look.
Fit & Features
- High rise waist
- Short, form-hugging fit
- Double front slits
- Plaid woven fabric
Style Number/Barcode: 06401-0254
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Waist Plaid Perfection Skinny Pants
Keep it posied in plaid pants that bring the chic factor to your outfits! The pants feature a high waist, a tie waist belt, a trendy plaid print, and a skinny leg fit with a tapered hem. Complete your look with a black top and mules.
Fit & Features
- High rise waist
- Tie waist belt
- Plaid print
- Skinny leg fit
- Tapered cuff
Style Number/Barcode: 06402-0265
Category Name: Plaid Looks
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Playful Plaid Tie Waist Romper
Keep it playful in a chic plaid romper for your next date night. The romper features a sleeveless V-neckline with spaghetti straps, a chic tie-waist belt, and fitted cheeky shorts. Complete your look with chunky sneakers.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Plaid print
- Tie waist belt
- Cheeky shorts
- Lightweight woven fabric
- Form hugging fit
Style Number/Barcode: 06403-0132
Category Name: Plaid Looks
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Check Me Out Plaid Skort Romper
Check you out in this adorable plaid skort romper! Featuring a chic plaid print and an overall fitted silhouette, this romper is a must to add to your fall wardrobe. Paired with some chunky sneakers, you'll be ready for a night out with the girls.
Fit & Features
- Spaghetti straps
- V neckline
- Small front slit on skirt overlay
- Fitted shorts
- Allover plaid print
- Knit fabric
Style Number/Barcode: 06503-0160
Category Name: Plaid Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic In Plaid Belted Coat
Layer on this adorable plaid belted coat for a chic look, perfect for a fashionista like you! It features a lapel collar, a mid-length hem, and a tie front belted waist. Pair this coat with a mock neck top for an elevated 'fit you can wear to the office.
Shop Matching Bottoms: Chic In Plaid Mini Skirt
Fit & Features
- Lapel collar
- Long sleeves
- Tie front belted waist
- Lined side pockets
- Mid-length hem
- Allover plaid print
- Brushed polyester fabric with no stretch
Style Number/Barcode: 06201-0165
Category Name: Plaid Looks
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keep It In Check Plaid Mini Skirt
Keep your stylish look in check with this adorable plaid mini skirt! It features a high rise waist with a trendy side slit and a short, form-fitting style. Pair this skirt with a basic bodysuit and heeled booties for a city-chic look.
Shop Matching Coat: Keep It In Check Plaid Coat
Fit & Features
- High rise waist
- Back zipper closure with O-ring detail
- Side slit
- Short, form-fitting style
- Allover plaid print
- Brushed polyester fabric with moderate stretch
Style Number/Barcode: 06401-0272
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Preppy and Poised Plaid Mini Skirt
Create a preppy outfit with a skirt that keeps you looking on-trend, girl! The skirt features a high rise elastic banded waist, a plaid print, and a high side slit. Complete your look with a crop top and ankle booties.
Fit & Features
- High rise elastic banded waist
- Plaid print
- High side slit
- Knit fabric with moderate stretch
Style Number/Barcode: 06501-0327
Category Name: Plaid Looks
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Keep It In Check Plaid Coat
Keep your stylish look in check with this adorable plaid coat! It features a lapel collar with an open front and a mid-length hem. Pair this coat with a basic bodysuit and heeled booties for a city-chic look.
Shop Matching Bottoms: Keep It In Check Plaid Mini Skirt
Fit & Features
- Lapel collar
- Long sleeves
- Open front
- Lined side pockets
- Mid-length hem with a back slit
- Allover plaid print
- Brushed polyester fabric with moderate stretch
Style Number/Barcode: 06201-0166
Category Name: Plaid Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Chic In Plaid Mini Skirt
Wear this adorable plaid mini skirt for a chic look, perfect for a fashionista like you! It features a high rise waist with a mini length hem and a form-fitting silhouette. Pair this skirt with a mock neck top for an elevated 'fit you can wear to the office.
Shop Matching Coat: Chic In Plaid Belted Coat
Fit & Features
- High rise waist
- Back zipper closure
- Short, form-fitting style
- Allover plaid print
- Faux wool fabric
- No stretch
Style Number/Barcode: 06401-0271
Category Name: Plaid Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Instant Classic Plaid Blanket Scarf
Keep it pretty in a plaid scarf that brings the coziness this season. The scarf features a plaid pattern, fringe hem, and composed of a soft to the touch knit fabric. Complete look with a ribbed midi dress and ankle booties.
Fit & Features
- Plaid print
- Fringe hem
- Oversized fit
- Soft cozy knit fabric
Style Number/Barcode: 07305-0221
Category Name: Plaid Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sweet And Chic Plaid Mini Skirt
Showcase your sweet and chic side in this adorable plaid mini skirt! Featuring a flattering high rise waist and trendy side slit, this skirt would pair perfectly with some heeled booties. A definite must-have for a cute daytime date look.
Fit & Features
- High rise waist
- Back zipper closure
- Small side slit
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06401-0267
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Plaid Fringe Blanket Scarf
Stay cozy while keeping your look chic by layering on this blanket scarf! It features a classic allover plaid print, fringe detailing and a soft to the touch fabric. Pair this scarf over a knit midi dress for a stylish fall 'fit.
Fit & Features
- Blanket scarf
- Fringe detailing
- Multi-colored allover plaid print
- Soft fabric
Style Number/Barcode: 07305-0217
Category Name: Plaid Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Such A Babe Belted Plaid Mini Skirt
Look like such a babe in this chic belted plaid mini skirt! Featuring an overall form-hugging fit and an of the moment plaid print, this skirt is a season staple. Pair it with a cute crop top and mules for an adorable day date look.
Fit & Features
- High rise waist
- Belted waist
- Short, form-hugging fit
- Allover plaid print
- Woven fabric
Style Number/Barcode: 06401-0268
Category Name: Plaid Looks
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High Waist Plaid Cargo Skinny Pants
Keep it poised in plaid pants to create a preppy look! The pants feature a high rise waist, a plaid print, cargo-styled pockets, and a skinny leg fit. Complete your look with a cute crop top and ankle booties.
Fit & Features
- High rise fit
- Plaid print
- Cargo-styled pockets
- Skinny leg fit
- Front zipper closure
Style Number/Barcode: 06402-0282
Category Name: Plaid Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Moment In Plaid High Waist Mini Skirt
Create a fab moment in a plaid skirt that wows! The skirt features a high rise waist, a plaid print, and a mini side slit. Complete look with a crop top and thigh high boots.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Mini length silhouette
Style Number/Barcode: 06501-0322
Category Name: Plaid Looks
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Preppy Plaid High Waist Midi Skirt
Showcase a preppy chic style in this adorable plaid midi skirt! It features a super high waist with a mid-length, curve-hugging fit. Pair this skirt with a mock neck bodysuit for a perf workwear look that'll make you a total boss babe.
Fit & Features
- High rise waist
- Back zipper closure
- Mid-length, form-hugging fit
- Plaid print
- Woven fabric
Style Number/Barcode: 06401-0264
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Houndstooth Scoop Neck Mini Dress
Stay on-trend in a mini dress that slays this season. The dress features a sleeveless scoop neckline, sleek spaghetti straps, a houndstooth print, and a mini length silhouette. Complete your look with a faux fur jacket.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Houndstooth print
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 05102-1036
Category Name: Plaid Looks
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High Waist Snap Front Plaid Skinny Pants
Keep your style in check with these trendy plaid skinny pants! They feature a flattering high waist with snap button front closures and a tapered leg fit. Pair these pants with a curve-hugging bodysuit and strappy heels for a casual date night look.
Fit & Features
- High rise waist
- Snap button front closures
- Two zippered front pockets
- Tapered leg fit
- Plaid print
- Woven fabric
Style Number/Barcode: 06402-0281
Category Name: Plaid Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Poised in Plaid Belted Shacket
Keep it poised in a plaid shacket to usher in those winter vibes. Style this plaid shacket with an adorable top and ankle booties to take you to an upcoming coffee date. The shacket features a collard neckline, a multi-button down front, a belted waist, and a plaid print.
Fit & Features
- Collared neckline
- Multi-button down front
- Two small chest pockets
- Long sleeves
- Belted waist
- Plaid print
- Corduroy fabric with no stretch
Style Number/Barcode: 06204-0718
Category Name: Plaid Looks
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Casual and Chic Plaid Blanket Scarf
Keep it casually chic in a plaid scarf to adorn your cold-weather outfits with. The scarf features neutral tones, a plaid print, and an oversized blanket fit. Complete your cold-weather out with a faux fur jacket and ankle booties.
Fit & Features
- Plaid print
- Neutral tones
- Plaid print
- Oversized blanket fit
Style Number/Barcode: 07305-0204
Category Name: Plaid Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cuddle Weather Plaid Fringe Blanket Scarf
Cuddle up in a scarf that brings cozy feels. The blanket scarf features a buffalo plaid print with neutral tones, an oversized blanket fit, and a noodle fringe hem. Complete look with a fuzzy sweater and ankle booties.
Fit & Features
- Buffalo plaid print
- Neutral tones
- Oversized blanket fit
- Noodle fringe hem
Style Number/Barcode: 07305-0211
Category Name: Plaid Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
-
Keep It Cozy Fringe Blanket Scarf
Keep it cozy and chic by layering on this adorable blanket scarf! It features a classic allover plaid print with fringe detailing. Pair this scarf over a chunky knit sweater for the perf winter-time outfit.
Fit & Features
- Blanket scarf design
- Allover plaid print
- Fringe detailing
Style Number/Barcode: 07305-0215
Category Name: Plaid Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Plaid Fringe Blanket Scarf
Wrap yourself in a cozy plaid scarf that keeps it oh-so-chic. The scarf features an oversized blanket fit, a plaid print, and a fringe hem. Complete look with a sweater dress and thigh high boots.
Fit & Features
- Oversized blanket fit
- Plaid print
- Noodle fringe hem
Style Number/Barcode: 07305-0212
Category Name: Plaid Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Poised in Plaid Tie Back Romper
Keep it poised in a plaid romper that is perfect for this season. The romper features a trendy plaid pattern, a sleeveless square neckline, a mid-drift cutout, and an open back with a tie back detail. Complete your look with block heels and a chic cuff.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mid-drift cutout
- Plaid pattern
- Wide leg shorts with skirt overlay
- Partially open back with tie back accent
- Lightweight woven fabric
Style Number/Barcode: 06503-0155
Category Name: Plaid Looks
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance