Womens Medium Jackets
Ready to level up your layering game? Dive into our collection of women's medium jackets, where style meets comfort in the most fabulous way possible. Whether you're hitting the town or just want to add a little flair to your everyday look, these jackets have got you covered—literally! Embrace the cool-girl vibe with designs that make you feel like you're strutting down a runway, even if it's just to grab your morning coffee. From sleek silhouettes to playful patterns, find your perfect match and let your jacket do all the talking. Get ready to turn heads and break hearts, Windsor girl!
$49.90
A black faux leather cropped jacket with an asymmetrical zipper and adjustable waist belt for edgy style.
$16.90
A chic white bolero with sheer mesh and flared sleeves, perfect for any occasion.
$69.90
A red faux leather moto jacket with long sleeves, zippered pockets, and a trendy striped pattern.
$46.90
An acid-wash black denim jacket with a cropped hem, standing collar, and front zipper closure.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for cozy layering and casual style.
$49.90
A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.
$46.90
A blue denim jacket featuring relaxed long sleeves, cropped hem, and classic button-up trucker style.
$64.90
A black faux leather moto jacket featuring an asymmetrical zipper and adjustable waist belt.
$45 $64.90 31% off
A sleek black faux leather bomber jacket with a contrast color block pattern and relaxed fit.
$44.90
A trendy denim moto jacket featuring a faded design, standing collar, and dual front pockets.
$49.90
A black cotton-blend moto denim jacket with a lapel collar, zippered accents, and belted waist.
$52.90
An olive twill cropped jacket with a fleece-lined hoodie, perfect for stylish, cozy layering.
$59.90
A stylish ivory plaid shacket with knit lining, perfect for casual remote work settings.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual style.
$39.90
An ivory bolero with faux fur cuffs and collar, featuring a ribbed knit and ultra-cropped hem.
$49.90
A black faux leather cropped moto jacket with a zippered front and belted hem.
$49.90
A chic ivory faux leather jacket with striped sleeves, studded collar, and zippered pockets.
$54.90
A chic oversized brown faux leather blazer with a lapel collar and single button closure.
$59.90
A charcoal faux leather bomber jacket with a cropped oversized fit and zipper front closure.
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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: XL | 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: M
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: L
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: M
This trendy classic cropped denim jacket features a collared neckline with a button-down front, long sleeves with a single button detail you can cuff, buttoned chest pockets, and a fitted silhouette. Layer over a basic crop top for everyday styling. Fit & FeaturesCotton-blend denim fabric, moderate stretch, Collared neckline, Button-down front, Long sleeves with single-button detail, Buttoned chest pockets, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Classic Cropped Denim Jacket | Size: L | Cotton
Off-duty but still on. This cropped denim bomber jacket adds instant cool style to anything you throw it over—because basics deserve better. Fit & FeaturesCotton denim fabric, no stretch, Standing collar neckline, Front hidden zip-up closure, snap-button closures, Front flap pockets, Elasticized cropped-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Street Cue Crop Denim Bomber Jacket in Brown | Size: M | Cotton
Soft, plush, and made to turn heads—this cropped faux fur jacket is your instant upgrade to glam. Toss it over a satin slip, a mini dress, or even denim when you want that luxe-but-effortless vibe. Fit & FeaturesPlush faux fur, sewn-in woven lining, Long sleeves, Open front design, Cropped-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Faux The Drama Cropped Jacket in Burgundy | Size: S | Satin Fabric
Soft, plush, and oh-so-glam—this faux fur jacket is the ultimate finishing touch for your cold-weather party fits. Cropped and chic, it’s perfect for layering over mini dresses, gowns, or anything that needs a little luxe. Fit & FeaturesFaux fur fabric, Long sleeves, Open front design, Cropped-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pure Luxe Faux Fur Crop Jacket in Ivory | Size: M
A comfy and cute zip-up crop jacket perfect for post-pilates and grabbing coffee! Pair with the matching bottoms. Fit & FeaturesStretchy rib knit fabric, Fitted long sleeves, Mock neckline, Zip-up front closure, Fitted crop hem, Runs true to size, Shop The Matching Pants: At Your Leisure Mid-Rise Flare Pants Free Shipping on All Orders Over $75. | Windsor At Your Leisure Zip-Up Crop Jacket in Pink | Size: S | Knit Fabric
Slay casual cool vibes in a faux leather bomber that features a crew neckline, zipper front closure, side pockets, long sleeves, and a cropped oversized fit. Complete with a cargo skirt and lug boots for an edgy feel. Fit & FeaturesFaux leather fabrication, sewn-in woven lining, Crew neckline, Long sleeves, Zipper front closure, side pockets, Cropped hem, Runs true to size , Free Shipping on All Orders Over $75. | Windsor Casual Slay Cropped Oversized Faux Leather Bomber Jacket in Charcoal | Size: M
Womens Medium Jackets
Let’s talk about medium jackets—the ultimate move for that in-between weather when the forecast just can’t make up its mind. Every Windsor girl knows that a medium jacket isn’t just a layer, it’s a statement. Whether you’re dashing out for brunch, sneaking into a rooftop party, or just making your daily coffee run, the right jacket is the cherry on top of your look. These styles are perfect for those “not too hot, not too cold” moments, giving you just enough coverage to keep the breeze at bay without sacrificing your vibe. Think of that sweet spot when the sun’s still shining but there’s a hint of chill in the air—a medium jacket is your bestie for those moments. It’s that piece you grab when you want to look put-together but not like you tried too hard. Toss one over your favorite dress or layer it with a crop top and high-waisted jeans, and suddenly you’re giving main character energy wherever you go.
Medium jackets are also the ultimate gift-for-her move, whether you’re shopping for your BFF, your sister, or just treating yourself (because self-love is the best love, right?). They’re versatile enough to fit every personality—edgy, classic, glam, or laid-back—and they instantly elevate any outfit. Plus, let’s be real, who doesn’t love a jacket that can go from day to night without missing a beat? Picture this: you’re heading to a late-night drive with your crew, music blasting, wind in your hair—the only thing you need is that perfect medium jacket to keep you cozy and cute. Or maybe you’re surprising your ride-or-die with a jacket that matches her fearless energy, something she’ll reach for again and again because it just *gets* her. When you’re picking out a jacket, it’s all about the details: look for flattering fits, fun textures, and those little extras like cinched waists or bold hardware that make it feel uniquely you. And don’t sleep on the pockets—a place for your phone, lip gloss, and maybe even a sneaky snack (we don’t judge).
If you’re loving the energy of medium jackets but want to explore more options for that just-right length, check out our Womens Mid Length Jackets collection for even more inspo. Whether you’re layering up for spontaneous adventures or just need something to throw on over your go-to ‘fit, the right jacket is always the finishing touch that takes your look from “cute” to “who is she?” Remember, it’s not just about staying comfortable—it’s about owning your style, turning heads, and feeling unstoppable every time you step out the door. So go ahead, make some trouble, break a few hearts, and let your jacket do the talking.