Plaid Outerwear

Plaid outerwear is having a major moment, and we're here for it! Whether you're strutting down city streets or cozying up at a bonfire, these pieces are your go-to for effortlessly chic vibes. Think of them as your wardrobe's secret weapon, adding that perfect touch of pattern play to any outfit. From classic checks to bold tartans, plaid outerwear is all about making a statement while keeping you snug and stylish. So grab your favorite latte, throw on that sassy smile, and get ready to turn heads with your new plaid obsession!

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$49.90

5 star rating

A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.

$49.90

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.

$49.90

5 star rating

A taupe plaid faux suede blazer with a relaxed fit, perfect for workwear and virtual meetings.

Sale
New Arrival

$9.97 $44.90 78% off

3 star rating

A brown plaid cropped shacket with faux wool, dual chest pockets, and a button-down front.

$59.90

5 star rating

A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.

Sale

$9.97 $49.90 80% off

5 star rating

A cozy navy blue plaid shacket in faux wool, perfect for stylish cold-weather outfits.

$59.90

A stylish ivory plaid shacket with knit lining, perfect for casual remote work and virtual meetings.

Sale

$35 $49.90 30% off

An effortlessly cute navy blue plaid shacket with a relaxed fit and dual chest pockets.

$59.90

An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.

$49.90

A taupe plaid oversized cropped shacket with a collared neckline and flap chest pockets.

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Plaid Outerwear
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Windsor Plaid Appeal Cropped Shacket in Brown
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(1) 3 star rating

Fit & FeaturesFaux wool fabrication, Collared neckline, Button-down front closure, Dual chest pockets with button-closure, Long sleeves with single-button cuff, Cropped hem, Plaid pattern, Runs true to size, Shop Matching Skort: Plaid Appeal A-Line Skort Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Plaid Appeal Cropped Shacket in Brown | Size: L

Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue
(1) 5 star rating

Casually cozy, this plaid woven shacket features a collared neckline, long sleeves, a button-down front with buttoned chest pockets, and a cropped cinched hem with an overall relaxed fit. Layer over a basic top with a denim skirt and booties! Fit & FeaturesPlaid woven fabric, no stretch, Collared neckline, Long sleeves with single-button detail, Button-down front, Dual buttoned chest pockets, Cropped hem, elastic cinched back hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue | Size: M | Woven Fabric

Seasonal Favorite Faux Suede Shacket in Camel
(1) 5 star rating

The perfect faux suede shacket for layering during the chilly seasons! It features cozy long sleeves a button-up front, and convenient front pockets to help keep your hands warm. Style with booties. Fit & FeaturesSoft faux suede lined fabric, Long sleeves, Collar neckline, Button-up front closures, Front pockets, Relaxed silhouette, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Seasonal Favorite Faux Suede Shacket in Camel | Size: S

Cozy Season Plaid Button-Down Shacket in Grey
(1) 5 star rating

Layer on this trendy plaid shacket perfect for cozy season featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, chest pockets, and a casually chic relaxed fit. Style with jeans and booties. Fit & FeaturesWoven fabric with buffalo plaid print, no stretch, Collared neckline, Long sleeves with single-button detail, Button-down front, Dual flap chest pockets, Long-length hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Cozy Season Plaid Button-Down Shacket in Grey | Size: S | Woven Fabric

Plaid Passion Oversized Faux Wool Shacket in Brown
(1) 5 star rating

It's the season for this plaid oversized shacket to come out and play! Keep cozy and cute in this shacket perfect for styling with boots. Fit & FeaturesFaux wool fabrication, faux suede lining, no stretch, Plaid pattern, Collared neckline, Long sleeves with single button cuff, Button-down front, Chest pockets with buttoned flap closure, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Plaid Passion Oversized Faux Wool Shacket in Brown | Size: M/L | Faux Suede

Windsor Basic Vibes Cropped Plaid Shacket in Navy Blue
Sale
(1) 5 star rating

Every girl needs this plaid shacket to create cute cold-weather fits'! The shacket features a classic plaid pattern on cozy faux wool fabric that helps keep you warm. Complete the look with boots. Fit & FeaturesFaux wool fabrication, no stretch , Collared neckline, Button-down front, Dual buttoned chest pockets, Long sleeves with single-button detail, Cropped hem, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Basic Vibes Cropped Plaid Shacket in Navy Blue | Size: S

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

Fit & FeaturesPlaid printed woven fabric with lining, Collared neckline, Long sleeves with single-button detail, Complete button-down front, Chest pocket, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory | Size: L | Woven Fabric

Forever Femme Sheer Lace Long Sleeve Topper in Black

Forever femme with endless styling options, this sheer lace long sleeve topper elevates your day-to-night look. Fit & FeaturesSheer lace fabric, moderate stretch, Fitted long sleeves, Crew neckline, Ultra-cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever Femme Sheer Lace Long Sleeve Topper in Black | Size: XS | Lace Fabric/Sheer Lace Fabric

Windsor Cozy Layer Plaid Woven Shacket in Ivory

Fit & FeaturesPlaid woven fabric with knit lining, minimal stretch, Collared neckline, Button-down front, Single chest pocket, Long sleeves with single-button detail, Long-length hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Cozy Layer Plaid Woven Shacket in Ivory | Size: L | Knit Fabric/Woven Fabric

Perfectly Plaid Woven Oversized Cropped Shacket in Taupe

Fit & FeaturesPlaid woven fabric with smooth woven lining, no stretch, Collared neckline, Long sleeves with single-button detail, Complete button-down front, Flap chest pockets, Cropped hem, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Perfectly Plaid Woven Oversized Cropped Shacket in Taupe | Size: M | Woven Fabric

Plaid Outerwear

Plaid outerwear is more than just a wardrobe staple—it’s a statement of style that echoes through the crisp air of any season, especially as we transition from the icy grips of winter to the fresh breezes of spring. Imagine wrapping yourself in a cozy plaid jacket, its patterns bold and comforting, like a visual hug that also keeps the chill at bay. Plaid patterns range from classic tartans to modern, disrupted checks, each with its own personality and flair. This variety makes plaid outerwear an excellent gift for anyone who appreciates a blend of tradition and trend. Whether it’s for a birthday surprise or just a thoughtful way to say, “I thought of you,” these pieces are as delightful to give as they are to receive.

For those who revel in the art of dressing, plaid outerwear provides a playground of possibilities. Layer a sleek plaid blazer over a crisp white tee and your favorite jeans for a look that screams ‘effortlessly cool’ or throw on a plaid trench coat to transform an ordinary outfit into a masterpiece of textures and lines. Each piece tells a story of gatherings under golden autumn leaves or spirited strolls through vibrant city streets. It’s the kind of versatile fashion that works just as well for a weekend escape to the mountains as it does for a busy day conquering urban jungles. And for those who are all about creating looks that turn heads, don’t forget to explore our collection of Plaid Tops to mix and match textures and prints for that ultimate, curated vibe.

As the seasons change, so does the way we think about fashion. Plaid outerwear is not just about staying warm; it’s about staying wonderfully in tune with the world around us. It’s about creating moments and memories, wrapped in the comfort of soft wool and bold designs. From the first pumpkin spice latte of the year to the last snowfall, these pieces are your companions through it all, making every chilly morning a bit brighter and every windy evening a bit cozier. So, whether you’re gifting, upgrading your wardrobe, or simply in the mood to treat yourself, remember that plaid outerwear is more than just clothing—it’s a way to express and impress, season after season.