Oversized Outerwear
Oversized outerwear is your ticket to effortless chic and ultimate comfort, darling! Whether you're strutting down the city streets or cozying up for a laid-back brunch with your squad, these statement pieces are all about making waves while keeping things snug. Think of them as your stylish armor against the chill, wrapping you in layers of confidence and cool-girl vibes. From bold patterns to classic neutrals, oversized outerwear lets you play with proportions and express your unique style, turning every sidewalk into your personal runway. So go ahead, embrace the drama and let your outerwear do the talking!
$29.90
A black oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.
$49.90
A black oversized blazer with stretchy woven-knit fabric and a single-button front closure.
$49.90
A leopard-printed denim shacket with an oversized fit, collared neckline, and chest pockets.
$74.90
A charcoal faux leather bomber jacket with washed seams and an oversized, vintage chic fit.
$30 $42.90 30% off
A trendy black denim jacket with an oversized silhouette and cropped hem, perfect for casual festivals.
$49.90
A cozy camel faux suede shacket with long sleeves, button-up front, and convenient front pockets.
$59.90
An oversized ivory faux leather moto jacket with belted accents and a cropped hem.
$54.90
A chic brown faux suede oversized blazer perfect for elevating casual and workwear looks.
$59.90
An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.
$59.90
An oversized black faux leather blazer with a collared neckline and hidden side pockets.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.
$49.90
A denim trench coat featuring a relaxed silhouette, tie-waist belt, and double-breasted button front.
$39.90
An oversized beige denim bomber jacket with relaxed sleeves and a zip-up front closure.
$39.90
An oversized grey sweatshirt featuring soft fleece-lined knit fabric and New York fuzzy embroidered script.
$39.90
An oversized dark denim trucker jacket featuring a collared neckline and button-down front closure.
$46.90
An oversized denim trucker jacket featuring button cuffs, dual flap pockets, and a mid-length hem.
$59.90
An ivory plaid oversized shacket with a collared neckline and chest pocket, perfect for casual wear.
$49.90
A taupe plaid oversized cropped shacket with a collared neckline and flap chest pockets.
$54.90
An oversized black faux leather blazer with a lapel collar and chic single button closure.
$34.90
An oversized crop denim vest in dark denim with large flap pockets and button-down front closures.
$59.90
A charcoal faux leather bomber jacket with a cropped oversized fit and zipper front closure.
$59.90
An effortless oversized denim jacket in vintage-inspired fabric with long sleeves and front pockets.
$34.90
An oversized navy blue sweatshirt with a cozy fleece lining and stylish graphic design.
$29.90
A charcoal oversized sweatshirt with a soft fleece lining and 84' graphic for cozy off-duty days.
$16.97 $39.90 57% off
An oversized navy blue sweatshirt with Los Angeles embroidery and a soft terry knit fabric.
$56.90
A heather grey faux wool trench coat with a lapel collar, long sleeves, and relaxed fit.
$52.90
A chic black faux leather trench coat with a lapel collar, tie-front belt, and side pockets.
$26.90
An ivory faux fur shawl with a satin-like lining and optional hook-eye closure.
$64.90
A brown faux suede trench coat with a belted waist and double-breasted button closures.
$79.90
A brown faux leather trench coat featuring a belted waist, double-breasted closure, and long sleeves.
$54.90
A taupe faux suede trench coat with a belted waist and double-breasted button closures.
$52.90
A sleek black faux leather vest with a tie waist belt and dual front pockets.
$59.90
A taupe faux suede trench coat with a snake print, lapel collar, and belted waist.
$26.97 $58.90 54% off
A denim trucker jacket with a removable faux fur collar and cropped hem for casual style.
$44.90
A casual denim shacket with a relaxed fit, button-up front, and convenient pockets.
$42.90
A soft ivory cardigan with cozy eyelash knit fabric and relaxed dolman sleeves for effortless style.
$59.90
A light denim trucker jacket featuring bow embroidery, relaxed fit, and four front pockets.
$49.90
A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.
$52.90
A brown faux suede trench coat with a tie-front belt and long-length hem.
$34.90
A dreamy ivory crochet lace kimono with a relaxed fit and half-length loose sleeves.
$59.90
A black woven duster trench coat with a belted waist and hidden side pockets.
$59.90
An edgy brown bomber jacket with distressed faux leather and rib knit details for a vintage look.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual style.
$23.97 $52.90 55% off
A navy blue knit sweater jacket with contrast sleeves, button-down front, and embroidered script.
$49.90
A sleek tan nylon trench vest featuring a tie-front belt and double-breasted design.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket with a relaxed fit and dual chest pockets.
$59.90
A brown faux suede moto jacket with fringe detailing, perfect for festivals and Western adventures.
$59.90
A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.
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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: L
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
Windsor Plaid Appeal Cropped Shacket in Brown
$9.97
$44.90
78% off
Fit & FeaturesFaux wool fabrication, Collared neckline, Button-down front closure, Dual chest pockets with button-closure, Long sleeves with single-button cuff, Cropped hem, Plaid pattern, Runs true to size, Shop Matching Skort: Plaid Appeal A-Line Skort 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 Appeal Cropped Shacket in Brown | Size: S
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
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
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
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
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: L | Knit Fabric/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: S
Oversized Outerwear
As the chill of early spring lingers, there's nothing quite like the cozy embrace of an oversized jacket to keep the cold at bay. This isn't just about staying warm; it's about making a statement. Oversized outerwear has become a staple in every fashion-forward wardrobe, offering a blend of comfort and style that can elevate any outfit. Think about those breezy March days and chilly evenings when you need just a little extra something to wrap yourself in. That’s where an oversized jacket comes into play, not just as a practical piece, but as a fashion statement that speaks volumes about your personal style.
Oversized outerwear isn't just for the fashionistas among us; it's a versatile choice that suits anyone looking to add a touch of flair to their everyday ensemble. Whether you're a busy professional dashing between meetings or a creative soul wandering through city streets in search of inspiration, an oversized jacket serves as the perfect companion. It's the kind of wardrobe hero that works whether you're dressing up or down. Picture yourself layering a large, comfy jacket over a chic midi dress or throwing it on over a sweater and jeans combo. It's effortless yet completely put-together. And let's not forget about gift-giving—oversized jackets make thoughtful presents for loved ones who appreciate a mix of luxury and practicality. They're like a warm hug you can wear, ideal for those who value both style and comfort.
When selecting the perfect oversized outerwear, consider the fabric and fit that best align with your needs and aesthetic. Look for pieces that offer a balance between oversized and flattering, ensuring you don't drown in fabric but still enjoy the relaxed vibe that these jackets provide. Textures can play a significant role too; a soft wool blend might be perfect for those who lean into tactile richness, while a structured cotton piece could appeal to those who prefer a cleaner, sharper look. Color is another avenue for expression. Classic neutrals like black, navy, and grey offer versatility and longevity, while bold patterns and bright hues can turn your jacket into the centerpiece of your outfit. For an even wider selection of stylish options, consider exploring our Fashion Outerwear page, where the variety meets every preference and every mood. Whether you’re looking for something to throw on for a quick coffee run or a statement piece for weekend adventures, oversized outerwear is your go-to for a blend of warmth, comfort, and undeniable style. Embrace the oversized trend and let it transform your cool-weather wardrobe into a showcase of your unique fashion sense.