Medium Size Jackets
Ready to layer up and slay the day? Our collection of medium size jackets is here to elevate your style game with a splash of sass and a dash of daring. Whether you're strutting down the city streets or cozying up for a coffee date, these jackets are your go-to for that effortlessly chic vibe. Perfect for those in-between days when it's not too hot and not too cold, our medium size jackets are all about keeping you looking fabulous while feeling oh-so-comfortable. So go ahead, throw one on and let your inner fashionista shine!
$49.90
A black faux leather and mesh jacket with illusion stripes, perfect for layering stylish outfits.
$16.90
A black sheer mesh bolero with flared sleeves, perfect for prom or going out.
$59.90
A sleek black faux leather trench coat with a tie-waist belt and dual chest pockets.
$52.90
An elevated black faux leather trench coat with a lapel collar and tie-front belt.
$49.90
A brown faux leather biker jacket with zipper details and a cropped hem for an edgy look.
$69.90
A red faux leather moto jacket with long sleeves, zippered pockets, and a trendy striped pattern.
$44.90
A casual denim shacket with a relaxed fit, button-up front, and convenient pockets.
$49.90
A leopard-printed denim shacket with an oversized fit, collared neckline, and chest pockets.
$42.90
A stylish denim jacket with a trucker silhouette, elasticized crop hem, and button-up front.
$49.90
A black faux leather cropped moto jacket featuring a lapel collar, zippered front, and belted hem.
$54.90
A chic taupe faux suede trench coat with a belted waist and double-breasted button closures.
$49.90
A camel faux suede crop jacket with long sleeves, button cuffs, and front pockets.
$29.90
A brown ribbed knit fitted hoodie with a drawstring hood and flattering seam detailing.
$44.90
A sleek black faux leather cropped blazer with a relaxed fit and smooth woven lining.
$49.90
A black twill woven crop jacket with cargo pockets and a relaxed fit for casual outings.
$59.90
A light denim trucker jacket featuring charming bow embroidery and a relaxed fit.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for cozy layering and casual style.
$59.90
A black denim crop jacket with rhinestone lace-up plackets and button-down front for a glam touch.
$59.90
A charcoal faux leather bomber jacket with a cropped oversized fit and zipper front closure.
$39.90
A light denim short sleeve jacket with a cropped hem and button-down front closures.
$46.90
An oversized denim trucker jacket with button cuffs and dual flap front pockets for stylish layering.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual style.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket with a relaxed fit and dual chest pockets.
$49.90
A black cotton-blend moto denim jacket with a lapel collar, zippered accents, and belted waist.
$39.90
An oversized beige denim bomber jacket with relaxed long sleeves and a zip-up front closure.
$49.90
A sleek black faux leather jacket with a collared neckline and zip-up front closure.
$24.90
A crepe long sleeve bolero in ivory that effortlessly elevates casual to dressy outfits.
$49.90
A chic ivory faux leather jacket with striped sleeves, studded collar, and zippered pockets.
$59.90
A stylish ivory plaid shacket with knit lining, perfect for casual remote work settings.
$49.90
A brown faux suede moto jacket with an asymmetric zip-front and belted waist for edgy style.
$59.90
A brown faux suede moto jacket with fringe detailing, perfect for festivals and Western adventures.
$44.90
A trendy denim moto jacket featuring a faded design, standing collar, and dual front pockets.
$44.90
A casually chic cropped denim jacket with a relaxed silhouette and buttoned chest pockets.
$49.90
A black faux leather cropped jacket with an asymmetrical zipper, lapel collar, and adjustable waist belt.
$46.90
An acid-wash black denim jacket with a cropped hem, standing collar, and front zipper closure.
$64.90
A light denim cropped blazer with rhinestone trim and swag chain for a glamorous touch.
$42.90
A brown cropped denim shacket with long sleeves, button cuffs, and convenient flap pockets.
$16.90
A sleek black knit bolero with fitted long sleeves and an ultra-cropped open front design.
$54.90
A tan floral tapestry cropped jacket with a collared neckline, button-down front, and dual pockets.
$39.90
An ultra-cropped black acid wash denim jacket with button-down front and flap pockets.
$44.90
A light denim cropped jacket with button cuffs, collar neckline, and functional front flap pockets.
$49.90
A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.
$59.90
An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.
$17.97 $39.90 55% off
An ivory cropped hoodie jacket with scuba knit fabric, relaxed sleeves, and convenient pockets.
$45 $64.90 31% off
A sleek black faux leather bomber jacket with a contrast color block pattern and relaxed fit.
$34.90
An oversized dark denim vest with large flap pockets and a trendy crop silhouette.
$42.90
A trendy cropped denim jacket with a collared neckline, button-down front, and fitted silhouette.
$46.90
A light denim cropped trucker jacket with a zip-up front and functional front pockets.
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Change gears in a cropped jacket and add a little biker chic-ness to your look! Create an edgy look in this biker moto jacket that features an asymmetrical zipper front with a lapel collar, snap button accents, and a chic adjustable waist belt. Complete the look with a crop top and combat boots for major biker babe vibes. Fit & FeaturesAsymmetrical zippered front, Lapel collar, long sleeves, Zipper and snap button accents, Adjustable waist belt, Faux leather fabric with no stretch, Smooth lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Biker Chic Crop Jacket in Black | Size: M | Leather
Wherever you're headed, arrive in style! This faux leather moto jacket features long sleeves, a mock neckline with snap-button closure, front zipper closure, zippered pockets for keeping your hands warm, a cropped hem, and a trendy contrast striped pattern for added flair. Complete the look in a tee and slit midi skirt for a cute-edgy vibe! Fit & FeaturesLong sleeves, Mock neckline with snap-button closure, Front zipper closure, zippered pockets, Cropped hem, Contrast striped pattern, Faux leather fabric, sewn-in woven lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride In Style Faux Leather Moto Crop Jacket in Red | Size: XL
Layer on this denim jacket featuring long sleeves with button cuffs and a collar neckline that keeps it classic. The front flap pockets and button up closures offer functionality while the cropped length hem keeps it trendy and perfect for styling with high-rise bottoms. Fit & FeaturesLight wash denim fabric, no stretch, Long sleeves with button cuffs, Collar neckline, Front flap pockets and button up closures, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Classic Button Up Crop Denim Jacket in Light Denim | Size: M
You'll fall for this floral tapestry cropped jacket! It features a classic design with a collared neckline, button-down front, and dual pockets to hold your essentials. Complete the look with the matching mini skirt. Fit & FeaturesJacquard woven lined fabric, no stretch, Collared neckline, Multi-button down front, dual pockets , Long sleeves, Floral print , Cropped hem, Runs true to size, Shop Matching Mini Skirt: Falling For Floral Tapestry Cargo Mini Skirt Free Shipping on All Orders Over $75. | Windsor Falling For Floral Tapestry Cropped Jacket in Tan | Size: L
From errands and outings, this denim cropped jacket will have you looking trendy everywhere you go! Fit & FeaturesAcid wash denim fabric, Long sleeves with button cuffs, Collared neckline, Button-down front closures, Front flap pockets, Ultra cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trend Always Acid Wash Crop Denim Jacket in Black | Size: M
Layer on this trucker crop denim jacket on your way out looking fresh. This jacket features long sleeves with button cuffs for versatile styling, a collar neckline for a polished look, and convenient flap pockets. The elasticized crop hem and trucker silhouette add modern flair to the classic denim fabric. Complete the look in a trendy denim midi skirt for a cute fit! Fit & FeaturesDenim fabric, no stretch, Button up front closures, Flap faux pockets, Elasticized crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor On My Way Trucker Crop Denim Jacket | Size: XL
The faux leather cropped moto jacket features a lapel collar, a zippered front closure, long sleeves with a buckled cuff accent, and a belted cropped hem with a double buckle design. Complete look with high waist jeans. Fit & FeaturesFaux leather fabric with woven lining, no stretch, Lapel collar, Zipper front closure, Long sleeves, buttoned shoulder straps, buckle cuff accent, Belted cropped hem, double buckle design, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Untamed Chic Faux Leather Cropped Moto Jacket in Black | Size: XL
It's in your nature to be trendy and this woven jacket is no exception! Made from twill woven fabric, this relaxed-fitting crop jacket brings a classic utility vibe with long sleeves, a collar neckline, and cargo pockets with pull strap closures to keep your loose items secure. Complete the look in best-selling bottoms for a day or night outing! Fit & FeaturesNon-stretch twill woven fabric, Cargo pockets with pull strap closures, Front button closures, Long sleeves with button closures, Cropped hem, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Nature Cargo Woven Crop Jacket in Black | Size: S | Woven Fabric
Layer this faux suede crop jacket for the perfect finishing touch as you head out the door! Fit & FeaturesSoft faux suede fabric, minimal stretch, Long sleeves, button cuffs, Collared neckline, Button-down front, Front buttoned chest pockets, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ready To Go Faux Suede Crop Jacket in Camel | Size: XL
Layer on this trucker denim jacket for good vibes and great times! With long sleeves and a collar neckline, this jacket offers a modern and edgy look. The zip-up front closure and front pockets provide functionality, while the cropped length adds a trendy touch. Complete the look in on-trend denim jeans. Fit & FeaturesLight wash denim fabric, Collar neckline, Zip-up front closure, Front pockets, Cropped length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Good Vibes Zip-Up Crop Trucker Denim Jacket in Light Denim | Size: S
Medium Size Jackets
Medium size jackets are the ultimate style chameleons—always ready to back you up, whether you're layering up for a night out or just need that perfect finishing touch for your brunch look. These jackets are that effortlessly cool piece you reach for when you want to look put together without even trying. They’re roomy enough to layer over your favorite crop top or hoodie, but never so bulky that you lose your shape (or your edge). If you’re the kind of girl who’s always on the move—bouncing from coffee runs to impromptu road trips or even just running errands with your besties—medium size jackets are your ride-or-die. They’re that one piece you can toss over your arm, knowing you’ll be prepped for whatever the day throws your way, from breezy rooftop hangs to late-night taco runs.
When it comes to gifting, medium size jackets are a total win. They’re the kind of present that says, “I see your vibe, and I’m here for it.” Whether it’s for your sister who lives for those spontaneous adventures, your BFF who’s always cold at the movies, or even your mom who loves a little extra flair, these jackets are versatile enough to fit pretty much every personality and style. They’re the ultimate confidence booster—throw one on and suddenly you’re strutting like you own the place. And let’s be real, they’re perfect for those in-between days when the weather can’t make up its mind. You know the drill: one minute you’re basking in the sun, the next you’re ducking into the shade. That’s where Windsor jackets come in clutch, giving you just enough coverage without weighing you down. Think of them as your fashion safety net—always there to make sure you’re looking fire, no matter the forecast.
Medium size jackets are also a masterclass in versatility. Dress them up with a sleek mini and heels for date night, or keep it casual with ripped jeans and sneakers for a chill day with the squad. They’re the go-to piece for layering, letting you play with textures, colors, and silhouettes in a way that feels totally you. If you’re all about experimenting with your look, try mixing a medium jacket with bold accessories or layering it over a statement dress for an unexpected twist. And if you’re feeling extra, go ahead and stack on those rings and hoops—the jacket will only make your whole vibe pop even more. For those who love to keep things light and breezy, check out our Lightweight Jackets for even more options to play with. No matter how you style it, a medium size jacket is your secret weapon for instant cool-girl energy, ready to take on whatever the day (or night) brings your way.