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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Windsor Vintage Chic Faux Leather Oversized Bomber Jacket in Charcoal

$74.90

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

Plaid Passion Oversized Faux Wool Shacket in Brown

$59.90

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

Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$49.90

A navy blue plaid woven shacket with a cropped hem and relaxed fit for casual style.

Casual Cool Vibes Hoodie Bomber Jacket in Taupe

$42.90

A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual wear.

Windsor Edgy Arrival Moto Acid Wash Denim Jacket in Black

$46.90

An acid-wash black denim jacket with a standing collar and cropped hem for an edgy look.

Windsor Untamed Chic Faux Leather Cropped Moto Jacket in Black

$49.90

A black faux leather cropped moto jacket with a zippered front and belted hem.

Ready For It Moto Faux Leather Bomber Jacket in Black

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Ready For It Moto Faux Leather Bomber Jacket in Black

$45 $64.90 31% off

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

Cozy And Cool Twill Layered Hoodie Jacket in Olive

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Cozy And Cool Twill Layered Hoodie Jacket in Olive

$23.97 $52.90 55% off

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

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.

Cozy Layer Plaid Woven Shacket in Ivory

$59.90

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

Windsor Add Some Edge Moto Denim Jacket in Black Denim

$49.90

A black cotton-blend moto denim jacket with a lapel collar, zippered accents, and a belted waist.

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Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$49.90

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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: L | Woven Fabric

Plaid Passion Oversized Faux Wool Shacket in Brown

$59.90

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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

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

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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

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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: S

Cozy Layer Plaid Woven Shacket in Ivory

$59.90

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

Winter Casual Jackets

When it comes to leveling up your wardrobe for the cold months, nothing hits quite like a go-to collection of casual jackets for winter. These are the unsung heroes of every closet—the pieces you throw on when you’re running out the door for coffee runs, late-night study sessions, or spontaneous road trips with your ride-or-die crew. The right winter jacket isn’t just about warmth (though, let's be real, that's a must); it’s about attitude, comfort, and that little extra boost of confidence you need to strut into any room like you own it. Whether you’re layering over your favorite graphic tee and ripped jeans or throwing one on over a curve-hugging mini, a good casual jacket is your cold-weather BFF. Think plush sherpa, cozy puffers, sleek faux leather, or classic denim lined with just enough fuzz to keep the chills at bay. The best part? These jackets are made to move with you, whether you’re catching up with friends at a bonfire, braving the chill for a late-night food truck run, or just taking a solo stroll with your playlist on blast.

Shopping for casual jackets for winter is all about finding pieces that fit your vibe and your lifestyle. Look for details that make you feel unstoppable—maybe it’s an oversized fit that gives you room to layer, a bold color that pops against the grey skies, or pockets deep enough to stash your lip gloss and snacks (priorities, right?). These jackets are also the ultimate gift for your bestie, little sis, or even your mom who’s secretly the coolest one in the group chat. Gifting a winter jacket is like wrapping someone up in a hug that lasts all season long. And let’s not forget versatility—these styles are made to be dressed up or down, so you can rock them at a casual brunch or toss them over a sparkly dress for a night out. If you’re all about mixing and matching, pair your jacket with cozy knits, statement boots, and bold accessories for a look that’s as unique as you are. And if you’re feeling extra, check out our Winter Casual Dresses for even more inspo to keep your style game strong when the temps drop.

Your winter wardrobe should never feel like a snooze fest, and with the right casual jackets for winter, you’re guaranteed to turn heads—even if you’re just running errands or grabbing lattes with your squad. Embrace textures that beg to be touched, silhouettes that make you feel like the main character, and details that spark a little joy every time you catch your reflection. Remember, you’re not just bundling up; you’re making a statement. So, layer up, step out, and let your jacket do the talking—because this season, you’re bringing the fire wherever you go.

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