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.
$45 $64.90 31% off
A sleek black faux leather bomber jacket with a contrast color block pattern and relaxed fit.
$49.90
A sleek black faux leather jacket with a collared neckline and zip-up front closure.
$59.90
A stylish ivory plaid shacket with knit lining, perfect for casual remote work settings.
$35 $49.90 30% off
An effortlessly cute navy blue plaid shacket with a relaxed fit and dual chest pockets.
$42.90
A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual style.
$49.90
A black cotton-blend moto denim jacket with a lapel collar, zippered accents, and belted waist.
$59.90
An oversized denim cotton jacket featuring playful fringe trim, button-down front, and classic collar neckline.
$46.90
A blue denim jacket featuring relaxed long sleeves, cropped hem, and classic button-up trucker style.
$52.90
An olive twill cropped jacket with a fleece-lined hoodie, perfect for stylish, cozy layering.
$44.90
A trendy denim moto jacket featuring a faded design, standing collar, and dual front pockets.
$64.90
A black faux leather moto jacket featuring an asymmetrical zipper and adjustable waist belt.
$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.
$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.
$49.90
A chic ivory faux leather jacket with striped sleeves, studded collar, and zippered pockets.
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Short, sweet, and exceptionally poised! This sleeveless button vest is everything for elevating your style. Pair with the matching shorts. Shop Matching Bottoms: Exceptional Poise High Rise Denim ShortsFit & FeaturesDark wash denim fabric with stretch, Crew neckline, Button-up front, Center split accent, Mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Exceptional Poise Sleeveless Button Denim Vest in Dark Denim | Size: S
Get ready to turn some heads with your edgy arrival in this moto denim jacket! Featuring long sleeves with button cuffs and a standing collar neckline with button closure, this jacket adds an extra edge to any outfit. The front zipper closure and cropped hem with button strap add a unique style. Complete the look in booties. Fit & FeaturesAcid-wash denim fabric, Long sleeves with button cuffs, Standing collar neckline with button closure, Front zipper closure, Cropped length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Arrival Moto Acid Wash Denim Jacket in Black | Size: L
A perfectly trendy denim vest with cute details like button-front accents and a center split that flaunts your figure. Complete the look with the matching pants. Shop Matching Bottoms: Fresh Perfection High-Rise Wide-Leg Denim PantsFit & FeaturesPinstripe pattern, denim fabric, Square neck, Wide shoulder straps, Button-front accents, Center split, Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection Button Split Denim Vest in Dark Denim | Size: M
Windsor Iconic Cutie Bow Trucker Denim Jacket in Light Denim
$14.97 $59.90
75% off
Looking to be an iconic cutie? Slip on this trucker denim jacket decorated with adorable bow embroidery and the perfect relaxed fit. Pair with sneakers. Fit & FeaturesLight wash denim fabric with bow embroidery, Long sleeves with button cuffs, Collared neckline, Front button-down closures, four front pockets, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic Cutie Bow Trucker Denim Jacket in Light Denim | Size: L
A trendy denim vest that'll get you in the going-out mood with cute lace-up sides and a crop hem that flaunts your figure! Fit & FeaturesVintage-inspired denim fabric with color fade design, V-neckline, Button front closures, Faux suede lace-up sides, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Such A Mood Lace-Up Side Denim Vest | Size: XS | Faux Suede
Cause A Commotion Tie Front Denim Crop Top
$9.97 $26.90
63% off
Cause a commotion with your trendsetting style in this denim crop top! Featuring short sleeves and a flirty tie-front design leading to the cropped hem that highlights your figure. Complete the look with the matching bottoms. Shop The Matching Bottoms: Cause A Commotion High Rise Flare Denim PantsFit & FeaturesDenim fabric, minimal stretch, Short sleeves, Tie front, Cropped length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cause A Commotion Tie Front Denim Crop Top | Size: M
Stay trendy with this button-down cropped denim vest to elevate your casual summer style. Pair with high-rise shorts and knee-high boots for a fab look. Fit & FeaturesDenim fabric, Sleeveless crew neckline, Button-down front, Dual buttoned chest pockets, Cropped hem, Relaxed fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Mood Cropped Denim Vest | Size: L
Layer on this crop denim vest to match your edgy mood! It features a collar neckline, button-down front closures, large flap pockets perfect for loose items, and a trendy oversized crop silhouette. Complete the look in shorts and western boots for a concert, summer fair, or casual plans! Fit & FeaturesDenim fabric, non-stretch, Collar neckline, Button-down front closures, Large flap pockets, Oversized crop silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Mood Pocket Oversized Crop Denim Vest in Dark Denim | Size: S
Giving cowboy core but make it cropped. This denim halter vest levels up your basics with button-front drama and a snatched fit that means business (or trouble).Fit & FeaturesDenim fabric, non-stretch, Halter V-neckline, cinched strap, Button front closures, Open back, adjustable belted strap, Fitted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She Means Denim Halter Vest | Size: S
Show up to your weekend plans in this trendy denim moto jacket with a cool faded design. Layer over a crop top paired with your fave jeans. Fit & FeaturesFaded denim fabric with stretch, Standing collar with button detail, Long sleeves with button detail, Front zipper closure, Dual front faux pockets, Fitted cropped hem, front button detail, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Arrival Denim Moto Jacket | Size: XL
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.