Cool Weather Outfits

Cool weather outfits are your ticket to slaying every chilly-day vibe without missing a beat. Whether you’re making power moves at brunch, planning a rooftop hang with your ride-or-die crew, or just living your main character moment, these looks have your back. Get ready to layer up, turn heads, and keep the good vibes rolling—because cold days are no match for your hot style.

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$49.90

A sleek black faux leather jacket with a collared neckline and zip-up front closure.

$52.90

A trendy olive twill crop jacket with a fleece-lined hoodie, perfect for cozy, casual nights.

$46.90 - $49.90

4.643357 star rating

A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.

Best Seller

$39.90

4.681416 star rating

A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.

$49.90

4.647059 star rating

A black faux leather cropped jacket with an asymmetrical zipper and adjustable waist belt for edgy style.

Best Seller

$29.90

4.611111 star rating

A natural oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.

$39.90

4.95 star rating

An ivory knit bolero with faux fur cuffs and collar, featuring an ultra-cropped hem and open front.

Best Seller

$49.90

4.947369 star rating

A stylish pair of black high-rise cargo denim jeans with a straight-leg silhouette and flap pockets.

Best Seller

$39.90

4.933333 star rating

A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.

$46.90

3.4 star rating

An acid-wash black denim jacket with a standing collar and cropped hem for an edgy look.

$49.90

5 star rating

A chic ivory faux leather jacket with striped sleeves, studded collar, and zippered pockets.

$44.90

5 star rating

A sleek black faux leather cropped blazer with a relaxed fit and lapel collar.

$44.90

5 star rating

A trendy denim moto jacket featuring a cool faded design and fitted cropped hem.

$54.90

A burgundy faux leather moto jacket featuring a belted crop hem and zippered pockets.

$42.90

A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual wear.

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Windsor Cool Girl Chic Striped Faux Leather Jacket in Ivory
(1) 5 star rating

Hop on the style train with the cool girl chic striped faux leather jacket. Rock those stripes and studded collar, zip up, and flaunt the fitted cropped hem. It's your new go-to vibe! Fit & FeaturesFaux leather fabric with smooth woven lining, no stretch, Striped design down the shoulders and sleeves, Standing collar neckline with studded detailing and button closure, Zip-front, Dual zippered lined pockets, back buckle and button strap detailing, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Girl Chic Striped Faux Leather Jacket in Ivory | Size: L

Chic Layer Faux Leather Cropped Blazer in Black
(1) 5 star rating

Layer on a chic vibe with this sleek faux leather cropped blazer. The cropped relaxed silhouette will give your 'fit that effortlessly cool look. Fit & FeaturesSmooth faux leather fabric with sleek woven lining, no stretch, Lapel collar, Long sleeves, Cropped 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 Chic Layer Faux Leather Cropped Blazer in Black | Size: L

Shift Into Glam Faux Leather Moto Jacket in Black
(1) 5 star rating

Shift into glam faux leather moto jacket brings edgy vibes with its asymmetrical zipper, zippered pockets, and adjustable waist belt. Perfect for your fearless adventures! Fit & FeaturesFaux leather fabrication, woven sewn-in lining, Lapel collar, Asymmetrical zipper closure, Zippered side pockets, Long sleeves, Adjustable waist belt with metal grommets, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shift Into Glam Faux Leather Moto Jacket in Black | Size: L

Keep It Trendy Oversized Faux Leather Blazer in Brown

Keep your fall and winter wardrobe trendy with this sleek faux leather blazer! It features a lapel collar, an open front with a single button closure, long sleeves, front pockets, and a chic oversized fit. The faux leather fabric includes a smooth lining. Style over a corset top and mini skirt. Fit & FeaturesLapel collar, Open front, single button closure, Long sleeves, Dual front pockets, Slit accent at the back, Faux leather fabric, smooth lining, no stretch, 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 Keep It Trendy Oversized Faux Leather Blazer in Brown | Size: M

Fashionable Edge Button Down Faux Leather Vest in Black

Fashionable-edge combine on this faux leather vest to upgrade your concert or festival fits'! Fit & FeaturesSleek faux leather fabric, Square neckline, Wide shoulder straps, Button down front closures, Front pockets, Split center front hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fashionable Edge Button Down Faux Leather Vest in Black | Size: L

Hit Your Mark Faux Leather Moto Vest in Black

An edgy faux leather vest featuring a collared neckline, snap buttons, and front zipper closures give it a functional style while the cropped length hem keeps it modern. Fit & FeaturesFaux leather material, sewn-in woven lining, Collared neckline, Snap buttons and front zipper closures, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Hit Your Mark Faux Leather Moto Vest in Black | Size: M

Windsor Keep Your Cool Collared Faux Leather Jacket in Black

Sleek and stylish, this faux leather jacket is essential for layering on a cool vibe! Fit & FeaturesFaux leather fabric, woven sewn-in lining, Long sleeves, Collared neckline, Zip-up front closure, Side pockets, Mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep Your Cool Collared Faux Leather Jacket in Black | Size: L

Windsor Ride With Me Faux Leather Moto Jacket in Burgundy

Dare to ride in style with the ride with me faux leather moto jacket. Featuring sleek faux leather, zippered pockets, and a belted crop hem, it's your go-to for effortless cool vibes. Fit & FeaturesSleek faux leather fabric, sewn-in woven lining, Relaxed long sleeves, Lapel collar neckline, Zippered three pockets, Front zip-up closure, Belted crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride With Me Faux Leather Moto Jacket in Burgundy | Size: XS

Throttle Babe Faux Leather Moto Vest in Black

Bold girl vibes with a zip-up twist. Rev the engine to your cool style in this faux leather moto vest designed with a vintage-inspired look and a cropped length that flaunts your edgy allure! Fit & FeaturesVintage-inspired faux leather fabric, sewn-in knit lining, Standing collar neckline with snap-button closure, Front zip-up closure, Faux chest zippered pockets, functional side zipper pockets, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Throttle Babe Faux Leather Moto Vest in Black | Size: M | Leather/Knit Fabric

Windsor Speed Dial Faux Leather Motocross Jacket in Black

Giving moto muse in the chicest way—this faux leather jacket was made to own the scene. The cropped fit and mixed textures add instant edge, whether you’re layering over a tank or styling with your favorite mini dress. Fit & FeaturesWashed faux leather fabric, Ribbed knit fabric on the front and down the sleeves, High neck, button closure, Zippered pockets, zip-front design, Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Speed Dial Faux Leather Motocross Jacket in Black | Size: L | Leather/Knit Fabric

Cool Weather Outfits