Oversized Shackets
Oversized shackets are your new wardrobe MVP, effortlessly blending the comfort of a shirt with the chic vibe of a jacket. Perfect for those days when you want to look put together without trying too hard, these versatile layers are here to keep you cozy and on-trend. Whether you're aiming for that laid-back coffee run look or spicing things up for a night out with the squad, oversized shackets have got your back. Throw one over your favorite dress or pair it with jeans and a tee—either way, you're stepping out in style with that effortlessly cool, "I woke up like this" vibe. Get ready to turn heads and own every moment with these must-have fashion staples!
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RECOMMENDED
$21.97 $49.90 56% off
A black plaid oversized shacket in faux wool with dual chest pockets and button-down front.
$49.90
An edgy black faux leather crop shacket with an oversized fit and button-down front.
$23.97 $52.90 55% off
An ivory plaid oversized shacket with cozy long sleeves and four stylish front pockets.
$21.97 $49.90 56% off
A cozy grey shacket with geometric patterns, corduroy trim, and distressed seams for a relaxed fit.
$9.97 $49.90 80% off
A taupe corduroy shacket with distressed seams, oversized fit, and large buttoned chest pockets.
$49.90
A leopard-printed denim shacket with an oversized fit, collared neckline, and chest pockets.
$49.90
A cozy camel faux suede shacket with long sleeves, button-up front, and convenient front pockets.
$49.90
A navy blue plaid woven shacket with a collared neckline and relaxed cropped fit.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$59.90
An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.
$44.90
A casual denim shacket with a relaxed fit, button-up front, and convenient pockets.
$49.90
A taupe plaid oversized cropped shacket with a collared neckline and flap chest pockets.
$35.97 $79.90 55% off
A soft shaggy faux fur jacket in natural with an oversized fit and open front design.
$59.90
A cozy plaid shacket in ivory with knit lining and a relaxed fit for casual occasions.
$44.90
A trendy black acid wash denim shacket with a relaxed fit and button-down front.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.
$21.97 $49.90 56% off
An oversized grey plaid shacket with faux wool and knit lining, perfect for casual virtual events.
$26.97 $59.90 55% off
A burgundy plaid oversized shacket with faux suede lining, perfect for casual remote work settings.
$59.90
An ivory plaid oversized shacket with a collared neckline and chest pocket, perfect for casual wear.
$29.90
A red oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.
$54.90
A multi-colored plaid woven blazer with an oversized fit and double-breasted button design.
$23.97 $52.90 55% off
A trendy oatmeal faux wool shacket with utility design, button-down closures, and a cinched crop hem.
$74.90
A charcoal faux leather bomber jacket with washed seams and an oversized, vintage chic fit.
$30 $42.90 30% off
A trendy black denim jacket with an oversized silhouette and cropped hem, perfect for casual festivals.
$10.97 $49.90 78% off
A cozy plaid shacket in cognac with a cropped fit, perfect for layering over tees.
$9.97 $49.90 80% off
A cozy navy blue plaid shacket in faux wool, perfect for stylish cold-weather outfits.
$19.97 $44.90 56% off
A brown plaid cropped shacket with faux wool, dual chest pockets, and a button-down front.
$39.90
An oversized dark denim trucker jacket with a collared neckline and button-down front.
$59.90
An effortless oversized denim jacket in vintage-inspired fabric with button-down front and front pockets.
$54.90
A chic brown faux suede blazer with an oversized fit, perfect for elevating everyday looks.
$54.90
A chic oversized brown faux leather blazer with a lapel collar and single button closure.
$21.97 $49.90 56% off
A trendy black houndstooth woven cropped shacket with a relaxed fit and button-down front.
$52.90
A navy blue knit sweater jacket with contrast sleeves, button-down front, and embroidered script.
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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.
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.
Cozy Cute Plaid Woven Cropped Shacket in Cognac
$21.97
$49.90
56% off
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
$21.97
$49.90
56% off
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.
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.
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: S | Woven Fabric Free Shipping on All Orders Over $75.
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: S | Woven Fabric Free Shipping on All Orders Over $75.
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. | Windsor Seasonal Favorite Faux Suede Shacket in Camel | Size: M Free Shipping on All Orders Over $75.
Windsor Plaid Appeal Cropped Shacket in Brown
$19.97
$44.90
56% off
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. | Windsor Plaid Appeal Cropped Shacket in Brown | Size: L Free Shipping on All Orders Over $75.
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. | Windsor Cozy Season Plaid Button-Down Shacket in Grey | Size: L | Woven Fabric Free Shipping on All Orders Over $75.