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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Best Seller

$54.90

5 star rating

A multi-color plaid oversized blazer with a double-breasted design, perfect for layering.

Sale

$21.97 $49.90 56% off

5 star rating

A black plaid oversized shacket in faux wool with dual chest pockets and snap-button details.

Sale

$23.97 $52.90 55% off

5 star rating

An ivory plaid oversized shacket with cozy long sleeves and four stylish front pockets.

$49.90

5 star rating

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

Sale
New Arrival

$19.97 $44.90 56% off

3 star rating

A brown plaid cropped shacket with faux wool, perfect for casual workwear and virtual meetings.

$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.

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

5 star rating

An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.

Sale

$35 $49.90 30% off

A navy blue plaid shacket with faux wool fabric and a relaxed fit for casual styling.

$59.90

An ivory plaid oversized shacket with woven fabric, perfect for stylish remote work and casual outings.

$49.90

A taupe plaid woven shacket with an oversized cropped fit and stylish button-down front.

Sale

$21.97 $49.90 56% off

A multi-color plaid woven cropped shacket with a collared neckline and zip-front closure.

$59.90

A stylish ivory plaid shacket with knit lining, perfect for casual remote work settings.

Sale

$26.97 $59.90 55% off

A burgundy plaid oversized shacket with faux suede lining, perfect for casual remote work settings.

Sale

$21.97 $49.90 56% off

An oversized grey plaid shacket with faux wool and knit lining, perfect for casual remote work settings.

$49.90

5 star rating

A black houndstooth woven blazer with a double-breasted closure and front flap pockets.

Sale

$21.97 $49.90 56% off

A trendy black houndstooth woven cropped shacket with a relaxed fit and button-down front.

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Plaid Outerwear
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Chic Outing Button-Down Faux Wool Shacket in Oatmeal
(4) 5 star rating

Layer on this faux wool shacket for your next outing! It features a trendy utility design including pockets, button-down closures, and a cinched crop hem for style. Complete the look with a denim skort. Fit & FeaturesFaux wool fabric with minimal stretch, Collared neckline, Long sleeves with single-button detail, Button-down front, Large buttoned chest pockets, Mid-length elastic cinched hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. | Windsor Chic Outing Button-Down Faux Wool Shacket in Oatmeal | Size: XS Free Shipping on All Orders Over $75.

Windsor Classically Chic Plaid Long Sleeve Oversized Shacket in Black
(4) 5 star rating

Your new favorite plaid long sleeve oversized shacket for cozy and trendy vibes. Complete the look with the matching skort. Shop Matching Bottoms: Classically Chic Plaid High Waist Wrap SkortFit & FeaturesPlaid faux wool fabric, no stretch, Collared neckline, Button down front, Dual chest pockets with snap-button closures, Long sleeves with dual snap-button details, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. | Windsor Classically Chic Plaid Long Sleeve Oversized Shacket in Black | Size: XS Free Shipping on All Orders Over $75.

Windsor Western Trend Corduroy Trim Woven Shacket in Taupe
Sale
(2) 4.5 star rating

Layer on the western trend with this cozy woven shacket designed with a geometric pattern, a corduroy trim, and distressed seams and hems. It features a collared neckline, long sleeves with buttons to cuff, a button-down front, and the perfect relaxed fit. Fit & FeaturesGeometric patterned woven fabric with corduroy trim, Distressed seams and hems, Collared neckline, Long sleeves with single-button detail, Complete button-down front, dual chest flap pockets, Relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. | Windsor Western Trend Corduroy Trim Woven Shacket in Taupe | Size: L | Woven Fabric Free Shipping on All Orders Over $75.

Cozy Cute Plaid Woven Cropped Shacket in Cognac
Sale
(2) 5 star rating

Cozy cute will be your fall vibe in this adorable plaid woven shacket featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, and large buttoned chest pockets. The cropped relaxed fit is perf for layering over a basic tee and styling with high-rise jeans. Fit & FeaturesPlaid woven fabric with no stretch, Collared, Long sleeves with single button detail, Button-down front, Large buttoned chest pockets, Cropped relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. | Windsor Cozy Cute Plaid Woven Cropped Shacket in Cognac | Size: S | Woven Fabric Free Shipping on All Orders Over $75.

Chic Staple Long Sleeve Corduroy Shacket in Taupe
Sale
(2) 5 star rating

This corduroy shacket will be your staple layering piece for creating chic looks. Pair with knee-high boots. Fit & FeaturesCorduroy fabric with distressed seams and hems, no stretch, Collared neckline, Button-down front, Large buttoned chest pockets, Long sleeves with single-button detail, Oversized fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. | Windsor Chic Staple Long Sleeve Corduroy Shacket in Taupe | Size: S Free Shipping on All Orders Over $75.

Windsor Season Of Plaid Long Sleeve Oversized Shacket in Ivory
(2) 5 star rating

A plaid shacket features cozy long sleeves, four front pockets for stylish convenience, and the perfect oversized fit. Style with jeans for casual plans. Fit & FeaturesPlaid pattern, soft woven fabric, no stretch, Collar neckline, Long sleeves with button cuffs, Front button-up closures, Four front pockets, Oversized fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. | Windsor Season Of Plaid Long Sleeve Oversized Shacket in Ivory | Size: XS | Soft Woven/Woven Fabric Free Shipping on All Orders Over $75.

Windsor Plaid Appeal Cropped Shacket in Brown
Sale
(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 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. | Windsor Basic Vibes Cropped Plaid Shacket in Navy Blue | Size: S Free Shipping on All Orders Over $75.

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: 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. | Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue | Size: M | Woven Fabric Free Shipping on All Orders Over $75.