Plaid Outerwear
Plaid outerwear is having a major moment, and we're here for it! Whether you're strutting down city streets or cozying up at a bonfire, these pieces are your go-to for effortlessly chic vibes. Think of them as your wardrobe's secret weapon, adding that perfect touch of pattern play to any outfit. From classic checks to bold tartans, plaid outerwear is all about making a statement while keeping you snug and stylish. So grab your favorite latte, throw on that sassy smile, and get ready to turn heads with your new plaid obsession!
$49.90
A taupe plaid faux suede blazer with a relaxed fit, perfect for workwear and casual occasions.
$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.
$59.90
An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket with a relaxed fit and dual chest pockets.
$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.
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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
Plaid Outerwear
Plaid outerwear is the ultimate power move for anyone who wants to turn a sidewalk into a runway and make every entrance unforgettable. There’s something about those bold checks and timeless patterns that just hits different—like the sartorial equivalent of a wink and a smirk. Whether you’re layering up for a late-night adventure or adding a little edge to your daily fit, plaid outerwear is that ride-or-die piece you’ll reach for on repeat. Picture this: you’re dashing out the door, coffee in hand, running just a little late (because, obviously, you were busy perfecting your winged liner). You throw on a plaid shacket or a tailored coat, and suddenly it doesn’t matter what’s underneath—your whole vibe is instantly upgraded. It’s the kind of piece that doesn’t just keep you warm, it keeps you looking cool, even when you’re dodging raindrops or braving a chilly rooftop hang. Plaid outerwear is all about that effortless confidence, the kind that says, “Yeah, I woke up like this, and yes, I know you want to know where I got it.”
Let’s be real, plaid outerwear isn’t just for the fashion risk-takers—it’s for anyone who wants to feel like the main character. Gifting a plaid jacket or coat? You’re basically handing over a ticket to icon status. It’s the perfect present for your bestie who’s always borrowing your clothes, your sister who’s obsessed with vintage vibes, or even your mom who still has better style than half your feed. Plaid pieces are wardrobe chameleons, ready to flex for coffee runs, campus strolls, date nights, or spontaneous road trips. You can dress them up with a mini and boots or keep it chill with jeans and sneakers—either way, you’re serving looks. And let’s not forget those group pics; plaid outerwear pops in every shot, making you and your crew look like you just stepped out of a magazine spread. If you’re looking to build a closet that works as hard as you do, plaid outerwear is the move. It’s durable, it’s versatile, and it never goes out of style—kind of like that one friend who’s always down for an adventure.
If you’re already obsessed with plaid outerwear, don’t stop there—there’s a whole world of checkered perfection waiting for you. Mix and match your layers with bold accessories or keep it classic with a crisp white tee underneath. And if you’re feeling extra (because, honestly, why not?), you can totally double down on the plaid trend. Check out our collection of Plaid Tops for even more ways to play with patterns and make your style pop. Whether you’re shopping for yourself or picking out the perfect gift, plaid outerwear is always a good idea—because confidence looks good on everyone, and a little plaid makes it even better.