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!

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$49.90

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.

$49.90

5 star rating

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

Sale

$35 $49.90 30% off

An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.

$59.90

A stylish ivory plaid shacket with knit lining, perfect for casual remote work and virtual meetings.

$59.90

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

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Windsor 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: M | Woven Fabric

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

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: S | Lace Fabric/Sheer Lace 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: S

Windsor 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: S | Knit Fabric/Woven 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: S | Woven Fabric

Windsor Little Red Velvet Hooded Cape

Once upon a glow-up—this Little Red hooded cape is giving storybook baddie. Perfect for Halloween costume parties when you want your fairytale with a sultry twist! Fit & FeaturesVelvet fabric, Hooded neckline with front tie ribbon closure, Faux fur trim throughout, Cropped length, Runs true to size, How To Style For Spooky Season:Style it with the matching corset top, skort, and sultry thigh-high boots. Free Shipping on All Orders Over $75. | Windsor Little Red Velvet Hooded Cape | Velvet Fabric

Plaid Outerwear

Plaid outerwear is the ultimate power move when you’re ready to step out and show the world you mean business—with a wink, of course. There’s something about those bold checks, classic tartans, and playful houndstooth patterns that instantly elevate your vibe, whether you’re running late to brunch or layering up for a night that’s just getting started. It’s the kind of style that makes you feel like you’re starring in your own coming-of-age movie, strutting down city sidewalks with your crew, or cozying up with a latte and a playlist that’s way too good to gatekeep. Plaid outerwear isn’t just about staying warm; it’s about serving looks with every step, letting everyone know you’re the main character—even if you’re just popping out to grab coffee. The beauty of plaid is how it plays well with everything: toss it over your favorite knits and layers for fall, pair it with ripped jeans for a little edge, or go full-on preppy with a pleated skirt and boots. It’s a closet staple that’s as versatile as your group chat—ready for anything, never boring, and always down for a little fun.

When you’re deciding where to shop plaid, knits, and layers for fall, think about what kind of statement you want to make. Are you all about oversized, boyfriend-fit shackets that you can steal from your own closet, or do you vibe with cropped plaid jackets that let your high-waisted denim do the talking? Maybe you’re the queen of layering and need a lightweight plaid blazer to throw over every ‘fit, from bodycon dresses to graphic tees. The magic of plaid outerwear is that it works for everyone—your bestie who’s always cold, your sister who borrows your clothes without asking, or even that friend who’s impossible to shop for but always appreciates a bold piece. It’s a go-to gift for birthdays, friendiversaries, or just because you want to hype up your ride-or-die with something that screams “I get you.” And let’s be real, nothing says “I’ve got my life together (even if I don’t)” like throwing on a plaid coat and walking out the door looking effortlessly put-together. Whether you’re layering up for a late-night adventure or just want to add some spice to your everyday look, plaid outerwear is that one piece you’ll reach for again and again.

If you’re obsessed with plaid (same, girl), don’t stop at outerwear. Mix and match your layers with cozy knits, bold accessories, and statement pieces for a look that’s all you. And if you’re looking to level up your plaid game, check out our collection of Plaid Tops for even more inspo. From classic button-downs to flirty crop tops, there’s a plaid for every mood, every occasion, and every main character moment. So, go ahead—layer up, stand out, and own every sidewalk like it’s your personal runway. Plaid outerwear isn’t just a trend, it’s a whole attitude, and you’re totally pulling it off.