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!

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$74.90

4.666667 star rating

A charcoal faux leather bomber jacket with washed seams and an oversized, vintage chic design.

Sale

$21.97 $49.90 56% off

5 star rating

A cozy camel faux suede shacket with long sleeves, button-up front, and convenient front pockets.

$49.90

5 star rating

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

$59.90

5 star rating

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

$49.90

5 star rating

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.

$39.90

An oversized beige denim bomber jacket with relaxed long sleeves and a zip-up front closure.

Sale

$35 $49.90 30% off

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

Best Seller

$44.90

4.833334 star rating

A casual denim shacket with a relaxed fit, button-up front, and convenient pockets.

$49.90

4.6 star rating

A taupe faux suede moto jacket with studded accents and an asymmetric zip-front design.

$64.90

4.5 star rating

A brown faux suede trench coat with a belted waist and double-breasted button closures.

$46.90

3.75 star rating

An acid-wash black denim jacket with a cropped hem, standing collar, and front zipper closure.

$42.90

4 star rating

A brown cropped denim shacket with long sleeves, button cuffs, and convenient flap pockets.

$54.90

4 star rating

A taupe faux suede trench coat with a belted waist and double-breasted button closures.

$52.90

5 star rating

A brown faux suede trench coat with a tie-front belt and long-length hem.

Sale

$45 $64.90 31% off

3 star rating

A sleek black faux leather bomber jacket with a trendy color block pattern and relaxed fit.

$59.90

5 star rating

An oversized ivory faux leather moto jacket with belted accents and a chic cropped hem.

$49.90

A sleek black faux leather jacket with a collared neckline and zip-up front for a cool vibe.

$52.90

A trendy olive twill jacket with a fleece-lined hoodie, perfect for layering on chill nights.

$59.90

An ivory plaid oversized shacket with a collared neckline and chest pocket, perfect for casual wear.

$49.90

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

$59.90

A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.

$54.90

A burgundy faux leather moto jacket featuring a belted crop hem and zippered pockets.

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Seasonal Favorite Faux Suede Shacket in Camel
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(2) 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

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

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: L | 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

Cozy Layer Plaid Woven Shacket in Ivory

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 in Taupe

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 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: M | Lace Fabric/Sheer Lace Fabric

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

Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue
Sale

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

Winter Casual Jackets

When it comes to leveling up your wardrobe, nothing brings that instant boost of confidence quite like the perfect casual jacket. Whether you’re running errands with a latte in hand, heading to class, or meeting up with your crew for spontaneous adventures, a great jacket is your ride-or-die sidekick. It’s the piece you throw on when you want to look put together but still feel like yourself—cozy, cute, and totally in control. Think of it as your personal armor against chilly breezes or surprise drizzle, but make it fashion. From lightweight layers that move with you to more structured styles that give your look a little extra polish, these jackets are all about versatility. And let’s be real: there’s nothing like that feeling when you catch your reflection and realize you’re absolutely nailing the “effortlessly cool” vibe. These aren’t just jackets—they’re the finishing touch that pulls your whole look together, whether you’re pairing them with jeans, leggings, or your favorite casual dress jackets for a little extra flair.

Shopping for a casual jacket is a whole experience in itself, and it’s all about finding what fits your mood, your plans, and your personality. Maybe you’re the friend who always has a backup plan (and a backup outfit), or maybe you’re gifting a jacket to your bestie who’s always cold in restaurants but never remembers to bring her own. Either way, jackets make amazing gifts because they’re practical, stylish, and totally personal. Look for details that make your heart skip a beat—think plush linings, statement zippers, or a pop of color that brightens up even the grayest days. Consider how you’ll layer it: over a hoodie for extra warmth, or with a cute tee for those days when the weather can’t make up its mind. And don’t sleep on the power of pockets—because who doesn’t love a place to stash your phone, lip gloss, or secret snacks? The best jackets are the ones that go everywhere with you, from early-morning coffee runs to late-night drives with the playlist blasting. They’re the unsung heroes of your closet, always ready to step up and make you feel like the main character, no matter what the day throws your way.

And if you’re all about curating a wardrobe that works overtime, don’t forget to check out pieces that play well with your favorite jackets. Layering is the secret sauce for unpredictable weather and spontaneous plans, and nothing says “I’ve got this” like a killer combo of a jacket and a dress. For inspiration on how to style your next look, take a peek at our Winter Casual Dresses collection—think effortless vibes, maximum comfort, and endless outfit possibilities. Whether you’re shopping for yourself or searching for the perfect gift that’ll earn you “best gift-giver ever” status, remember: the right jacket isn’t just an add-on. It’s the piece that turns everyday moments into unforgettable memories, keeping you warm, confident, and ready for anything.