Winter Casual Jackets
Winter casual jackets are here to make sure you slay the chilly season with style and sass. Whether you're strolling through snow-dusted streets or cozying up by the fire, these jackets have your back, literally! Think of them as your trusty sidekick, ready to add that extra layer of warmth and flair to any outfit. With a mix of modern vibes and timeless charm, our collection is all about keeping you snug while turning heads. So go ahead, embrace the cold with confidence and let your outerwear do the talking!
$74.90
A charcoal faux leather bomber jacket with washed seams and an oversized, vintage chic fit.
$59.90
A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.
$59.90
An edgy brown bomber jacket with distressed faux leather and rib knit details for a vintage look.
$49.90
A navy blue plaid woven shacket with a cropped hem and relaxed fit for casual style.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for cozy layering and casual style.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual wear.
$35 $49.90 30% off
A navy blue plaid shacket with faux wool fabric and a relaxed fit for casual styling.
$46.90
An acid-wash black denim jacket with a standing collar and cropped hem for an edgy look.
$42.90
A brown cropped denim shacket with long sleeves, button cuffs, and convenient flap pockets.
$79.90
A brown faux leather trench coat featuring a belted waist, double-breasted closure, and long sleeves.
$49.90
A black faux leather cropped moto jacket with a zippered front and belted hem.
$45 $64.90 31% off
A sleek black faux leather bomber jacket with a color block pattern and relaxed fit.
$59.90
An oversized ivory faux leather moto jacket with belted accents and a chic cropped hem.
$54.90
A burgundy faux leather moto jacket featuring a belted crop hem and zippered pockets.
$59.90
An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.
$59.90
A stylish ivory plaid shacket with knit lining, perfect for casual remote work settings.
$52.90
A trendy olive twill crop jacket with a fleece-lined hoodie, perfect for cozy, casual nights.
$49.90
A sleek black faux leather jacket with a collared neckline and zip-up front closure.
$49.90
A brown faux suede moto jacket with an asymmetric zip-front and belted waist for edgy style.
Now Trending
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
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: S/M | Faux Suede
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
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
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: S | Knit Fabric/Woven 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: S | 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
Perfectly Plaid Woven Oversized Cropped Shacket in Taupe
$14.97 $49.90
70% off
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: L | Woven Fabric
Winter Casual Jackets
When it comes to casual winter jackets, it’s all about finding that sweet spot between cozy comfort and head-turning style—the kind of outerwear you’ll reach for when your plans are a little bit “errand run” and a whole lot “impromptu coffee date.” Whether you’re dashing out the door to meet your girls for brunch, layering up for a late-night drive-thru run, or just looking to add some effortless edge to your everyday look, these jackets are your ultimate ride-or-die. They’re the MVPs for anyone who wants to stay toasty without sacrificing an ounce of attitude or personal flair. Picture this: you, wrapped up in a plush sherpa or a classic puffer, hair in a messy bun, sipping on your favorite hot drink, and feeling like you can take on anything the day throws your way. That’s the energy casual winter jackets bring—equal parts warmth, confidence, and “I woke up like this” vibes.
Shopping for the perfect jacket isn’t just about beating the chill; it’s about expressing your mood and owning your look, no matter what’s on your calendar. Maybe you’re a student hustling across campus, a trendsetter who loves mixing textures and pops of color, or the friend everyone counts on to make an entrance at every get-together. These jackets have your back, literally and figuratively. They’re also the kind of gift that’ll have your bestie texting you heart emojis for days—think birthdays, holidays, or just because you want to spoil someone who deserves to feel as unstoppable as you know they are. Look for details that make you smile, like oversized pockets for stashing lip gloss and snacks, or statement zippers that add a little drama to your day. And don’t forget the power of a killer fit—something relaxed enough to layer over your go-to hoodie but tailored enough to show off your silhouette when you toss it over a cute mini dress. It’s the little things that make a jacket feel like it was made just for you.
If you’re all about building a wardrobe that works as hard as you do, casual winter jackets are a total game-changer. They play well with everything from ripped jeans to faux leather leggings, and they’re the secret ingredient to making your outfit look intentional—even when you barely had time to brush your hair. And for those days when you want to swap your jacket for something a little more flirty (but still keep those cozy vibes), check out our Winter Casual Dresses for the perfect pairing. Whether you’re gifting, treating yourself, or just leveling up your cold-weather closet, remember: you deserve outerwear that feels as bold, bright, and unforgettable as you are. Stay fearless, keep it cute, and never underestimate the power of a jacket that brings the heat—even on the chilliest days.