Plaid Looks

STYLE SPOTLIGHT

Discover Jackets, Coats, & Shackets!

Capture black skirts with trendy hardware details!

Shop Long Sleeve Tops.

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!

  • Plaid On Babe Pleated Skort

    Keep it chic in a plaid skort for a fab day out! The skort features a plaid print, a high-rise elastic waist, a pleated skirt overlay, and a pair of wide-leg shorts. The skort is composed of a woven fabric that offers a relaxed fit with a minimal stretch. Complete look with a bustier and sandals. 

    Fit & Features

    • Plaid print
    • Elastic high rise waist
    • Pleated skirt overlay
    • Wide leg shorts
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06303-0201

    Category Name: Plaid Looks

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It On Check Plaid Crop Jacket

    Keep your fall look in check in this plaid crop jacket perf for the cozy season! It features long sleeves, a collar neckline, snap-button front closures, flap pockets, and a pull tab hem with button closure. Complete the look in trendy boots.

    Fit & Features

    • Long sleeves, collar neckline
    • Snap-button front closures
    • Flap pockets
    • Pull tab hem with button closure
    • Cropped length
    • Plaid pattern, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1421

    Category Name: Plaid Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Preppy Plaid Cardigan

    Step up your fall wardrobe with this casually preppy cardigan! Featuring long sleeves, a button-down front, a mid-length hem, a relaxed fit, and an all-over plaid print, this sweater knit cardigan is perfect for keeping it chic. Style with the matching crop top.

    Shop Matching Top: Casually Preppy Plaid Crop Top

    Fit & Features

    • Long sleeves
    • Button-down front
    • Mid-length hem, relaxed fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1460

    Category Name: Plaid Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Preppy Plaid Crop Top

    Step up your fall wardrobe with this casually preppy crop top! Featuring a sleeveless square neckline, thin tank shoulder straps, a cropped hem, a form-hugging fit, and an all-over plaid print, this sweater knit top is perfect for keeping it chic. Style with the matching cardigan.

    Shop Matching Cardigan: Casually Preppy Plaid Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Cropped hem, form-hugging fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1459

    Category Name: Plaid Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chill Plaid Button-Up Tunic

    Keep your everyday look effortless and chill with this relaxed-fitting tunic. It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and an all-over plaid print. Layer this tunic over a basic tank and denim shorts.

    Fit & Features

    • Collared neckline
    • Long sleeves, single buttons to cuff
    • Complete button-down front
    • Chest pocket
    • Relaxed fit
    • Plaid print, woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-1685

    Category Name: Plaid Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big Apple Corduroy Plaid Trench Coat

    Big apple energy whether or not you're in the city! Layer on this plaid trench coat to elevate your outfit. It features long sleeves with button cuffs, a collar neckline, front flap pockets, a button-down front, and a tie-waist belt. Complete the look in a mini sweater dress and booties.

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Front flap pockets
    • Button-down front
    • Tie-waist belt
    • Plaid pattern, corduroy fabric
    • Fits true to size

    Style Number/Barcode: 06204-1413

    Category Name: Plaid Looks

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Plaid Suspender Pants

    Keep it poised in plaid! These suspender pants feature a high-rise fit, spaghetti straps, and skinny leg pants. The all-over plaid print easily mixes and matches with your favorite tops! The suspended pants are composed of a lined woven fabric that offers a form hugging fit with slight stretch stretch. Complete look with a ribbed bodysuit and lug boots.

    Fit & Features

    • High rise fit
    • Spaghetti straps
    • Plaid print
    • Skinny pants
    • Lined woven fabric
    • Form hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06502-0948

    Category Name: Plaid Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Trendy Vibes Bra Top

    Showcase all the trendy vibes with this fitted bra top. It features a sleeveless V-neckline, adjustable spaghetti straps, a cropped, form-hugging fit, and an all-over square windowpane pattern. Style with the matching button-up top and dark wash denim.

    Shop Matching Top: All The Trendy Vibes Button-Up Top

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Smocked back design
    • Cropped, form-hugging fit
    • Square windowpane pattern
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1873

    Category Name: Plaid Looks

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Trendy Vibes Button-Up Top

    Showcase all the trendy vibes with this chic collared top. It features a complete button-up front, long sleeves with dual button details, a chest pocket, and an all-over square windowpane pattern. Style with the matching bra top and dark wash denim.

    Shop Matching Top: All The Trendy Vibes Bra Top

    Fit & Features

    • Collared neckline
    • Snap button-up front
    • Long sleeves, dual button details at the hems
    • Chest pocket
    • Relaxed fit
    • Square windowpane pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1872

    Category Name: Plaid Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Checkin' In Plaid Crop Top

    For when you can't decide what to wear. Create a laidback cute look in this plaid crop top featuring long sleeves with button cuffs, a collared neckline, a button-down front, and a split plaid pattern on woven fabric. Complete the look in denim shorts.

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Button-down front
    • Cropped hem
    • Split plaid pattern
    • Woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-1840

    Category Name: Plaid Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool And Classic Plaid Twist Top

    A cool take on a forever classic! This plaid woven top brings effortless styling for back-to-school, fall festivals, and PSL runs. It features long sleeves with buttoned cuffs, a collar neckline, a three-button front closure, and a twisted crop hem. Complete the look in skinny jeans and sneakers.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Three-button down front closures
    • Twisted crop hem
    • Plaid print
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1842

    Category Name: Plaid Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pep It Up Plaid Mini Skirt

    Pep it up in a mini skirt that shows off your classic style! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length hem. The skirt is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a cardigan and lug boots. 

    Fit & Features

    • Plaid print
    • High rise waist
    • Mini side slit 
    • Mini length hem 
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06301-0125

    Category Name: Plaid Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Chic Babe Plaid Mini Skirt

    Hey babe! Step up your everyday style with this classic chic plaid mini skirt. It features a high-rise waist, a small side slit, and a short, form-fitting silhouette. Complete the look with a basic bodysuit and knee-high boots.

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Side slit
    • Mini-length, form-fitting silhouette
    • Plaid print
    • Faux suede woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0441

    Category Name: Plaid Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Good To Be Plaid Woven Crop Top

    What can we say? It feels good to be in this plaid crop top for fall! It features long sleeves with button cuffs, a collar neckline, button-up front closures, and a relaxed fit on lightweight woven fabric. Complete your trendy look in a mini skirt for the perf ootd!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-up front closures
    • Relaxed crop hem
    • Plaid pattern
    • Lightweight non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-1774

    Category Name: Plaid Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Prepped Plaid Long Blazer

    Once autumn weather rolls around you'll be perfectly prepped in this plaid longline blazer featuring long sleeves, a lapel collar neckline, double-breasted button closures, and faux front pockets. Complete the look in trendy lug boots.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Double-breasted button closures
    • Faux front pockets
    • Longline hem
    • Plaid pattern, smooth knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06204-1342

    Category Name: Plaid Looks

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Farmer's Market Gingham Plaid Dress

    Head to the farmer's market looking so cute in this gingham plaid mini dress featuring a sleeveless, v-neck, sleek bungee spaghetti straps, and a bodycon silhouette with a front slit accent. Complete the look in a crop sweater and booties.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Front slit accent
    • Mini-length hem
    • Gingham plaid pattern
    • Stretchy soft knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4452

    Category Name: Plaid Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Preppy Vibe Houndstooth Shorts

    Haven't you heard? That preppy vibe is so trendy this season! Create a cute look in this houndstooth plaid blazer featuring long sleeves, a collared neckline, an open-front with dual button closure, and flap pockets. Complete the look in the matching shorts.

    Shop Matching Blazer: That Preppy Vibe Houndstooth Blazer

    Fit & Features

    • High-rise waist
    • Front button closure, belt loop accents
    • Pleat detailing
    • Form-fitting silhouette
    • Houndstooth plaid pattern
    • Woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0221

    Category Name: Plaid Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Preppy Vibe Houndstooth Blazer

    Haven't you heard? That preppy vibe is so trendy this season! Create a cute look in this houndstooth plaid blazer featuring long sleeves, a collared neckline, an open-front with dual button closure, and flap pockets. Complete the look in the matching shorts.

    Shop Matching Shorts: That Preppy Vibe Houndstooth Shorts

    Fit & Features

    • Long sleeves
    • Collared neckline
    • Open-front, dual button closure
    • Flap pockets
    • Cropped hem
    • Houndstooth plaid pattern
    • Woven-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1316

    Category Name: Plaid Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping It Trendy Plaid High Waist Pants

    Keep it trendy with plaid pants that give your look a fab twist! The pants feature a plaid print, an elastic high-rise waist, and a straight leg with a wide-leg hem. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and crossbody. 

    Fit & Features

    • Plaid print
    • Elastic high rise waist
    • Straight leg
    • Wide leg hem
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0845

    Category Name: Plaid Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Old School Hound Stooth Cabby Cat

    Kick it old school in this cute hood stooth cabby hat perfect for styling with pointed-toe booties. 

    Fit & Features

    • Traditional cabby hat design
    • Hound stooth pattern

    Style Number/Barcode: 07302-0511

    Category Name: Plaid Looks

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual Plaid Shacket

    Keep it casual with a shacket that is perf for nailing those girl next door vibes. The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a longline length with a rounded hem. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with mom jeans and boots. 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Multi-button down front 
    • Two chest pockets
    • Long sleeves
    • Brushed faux wool 
    • Relaxed fit, minimal stretch. runs true to size

    Style Number/Barcode: 06204-1303

    Category Name: Plaid Looks

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Falling For Plaid Fleece Shacket

    Fall for this classic plaid shacket perfect for keeping stylish on chilly days. It features button-cuffed long sleeves, a collared neck, button-down front, flap pockets, and a relaxed fit scoop hem. The shacket is composed of soft woven wool-blend fabric with no stretch. Perfect for styling with jeans and knee-high boots.

    Fit & Features

    • Button-cuffed long sleeves
    • Collared neck, flap pockets
    • Button-down front
    • Relaxed fit, scoop hem
    • Plaid pattern
    • Wool blend fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1305

    Category Name: Plaid Looks

    Price: $20.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect In Plaid High-Rise Pants

    It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms. 

    Shop The Matching Top: Perfect In Plaid Crop Tank

    Fit & Features

    • High-rise elasticized waist
    • Faux zipper pockets
    • Plaid print
    • Skinny-leg design
    • Cotton fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0413

    Category Name: Plaid Looks

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Moment Plaid Shacket

    Have a casual moment layering on this trendy plaid shacket! It features a collared neckline, long sleeves, a complete button-down front, and a long line length with stylish dual side slits. The brushed faux wool fabric offers a relaxed and comfortable fit. Pair this shacket with a basic tee and faux leather pants.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Button-down front
    • Two buttoned chest pockets
    • Long line length, dual side slits, relaxed fit
    • Faux wool fabric, no stretch, plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1285

    Category Name: Plaid Looks

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance