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!
$44.90
A casual denim shacket with a relaxed fit, button-up front, and convenient pockets.
$49.90
A leopard-printed denim shacket with an oversized fit, collared neckline, and chest pockets.
$21.97 $49.90 56% off
A cozy camel faux suede shacket with long sleeves, button-up front, and convenient front pockets.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$49.90
A navy blue plaid woven shacket with a collared neckline and relaxed cropped fit.
$59.90
A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.
$44.90
A trendy black acid wash denim shacket with a relaxed fit and button-down front.
$59.90
An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.
$46.90
An oversized denim trucker jacket with button cuffs and dual flap front pockets.
$35 $49.90 30% off
A navy blue plaid shacket with faux wool fabric and a relaxed fit for casual styling.
$49.90
A taupe plaid woven shacket with an oversized cropped fit and stylish button-down front.
$29.90
A red oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.
$74.90
A charcoal faux leather bomber jacket with washed seams and an oversized, vintage chic design.
$59.90
An oversized ivory faux leather moto jacket with belted accents and a cropped hem.
$59.90
An oversized black faux leather blazer with a collared neckline and hidden side pockets.
$54.90
A chic brown oversized faux leather blazer with a lapel collar and smooth lining.
$39.90
An oversized beige denim bomber jacket with relaxed sleeves and a zip-up front closure.
$59.90
A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.
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Seasonal Favorite Faux Suede Shacket in Camel
$21.97 $49.90
56% off
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
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
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: L | Woven Fabric
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
Get comfy in the cozy layer plaid woven shacket! With a relaxed fit, button-down front, and chic plaid pattern, it's perfect for casual hangouts. Total vibe! 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: M | Knit Fabric/Woven Fabric
Perfectly plaid woven oversized cropped shacket is your go-to for laid-back vibes. With a collared neckline, button-down front, and flap pockets, it's perfect for any chill hangout or meet-up. 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: S | Woven Fabric
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: M | Lace Fabric/Sheer Lace Fabric
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
Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue
$35 $49.90
30% off
Layer on this effortlessly cute long sleeve plaid shacket perfect for pairing with a fitted top and denim jeans for everyday styling. Fit & FeaturesPlaid printed faux wool fabric, no stretch, Collared neckline, Button down front, Long sleeves with single-button detail, Dual chest pockets, 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 Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue | Size: M
Oversized Shackets
Oversized shackets are the ultimate closet chameleons—equal parts shirt, jacket, and pure main character energy. There’s just something about throwing on an oversized shacket that instantly says, “Yeah, I woke up like this and I’m absolutely crushing it.” Whether you’re headed to a coffee run, staking out your favorite rooftop, or just want to look effortlessly cool for your next group selfie, these power moves are all about easy layering and endless possibilities. The roomy fit means you can style them over literally anything: a crop top and biker shorts, a slinky slip dress, or even your comfiest joggers for those “cute but chill” days. And don’t even get us started on those deep, cozy pockets—perfect for stashing lip gloss, your phone, or even a snack (because a Windsor girl is always prepared). The oversized shacket is that friend who’s always down for spontaneous plans and never judges your outfit repeat.
If you’re on the hunt for a gift that screams “I totally get your vibe,” oversized shackets are the move. They’re that rare fashion find that fits everyone’s mood and style, making them a go-to for birthday surprises, bestie care packages, or just treating yourself because you absolutely deserve it. Picture this: you hand over a plush, oversized shacket to your BFF, and instantly you’re both plotting matching fits for your next adventure. It’s the kind of piece that works for every personality—laid-back cool girls, trendsetters, and even the friend who swears she “has nothing to wear.” The relaxed silhouette means there’s no stress about sizing, and the endless color and fabric combos let you match the vibe to the person. Layer it up for a night out, toss it on for a study sesh, or wrap up in it after a sunset swim—oversized shackets are always game for whatever’s next.
When you’re ready to level up your look, don’t sleep on the details. Think bold buttons, statement collars, and textures that beg to be touched—these are the little things that take your shacket from “just another layer” to “where’d you get that?” If you’re craving something extra, check out the Designer Shackets collection for those one-of-a-kind finds that’ll have your whole crew asking for the link. Whether you’re building a capsule wardrobe or just want a cozy staple that looks good with everything, oversized shackets are the MVPs you’ll reach for again and again. So go ahead, make some room in your closet—and get ready for endless compliments, spontaneous adventures, and memories you’ll want to relive on repeat.