If you’re looking for some stylish outfits to wear during cooler weather, you are going to love these 11 irresistible leather jacket outfits to wear this fall and winter!
Nothing says edgy chic quite like a leather jacket, right? Whether you’re embracing the crisp fall air or braving the winter chill, a leather jacket outfit is your go-to for a cute & effortless look.
I mean, the versatility of a leather jacket is seriously unmatched! Ready to revamp your fall and winter wardrobe? These 11 irresistible leather jacket outfits will have you feeling fierce, fashionable, and, most importantly, warm this season.
And don’t worry, leather jackets have evolved far beyond the biker crowd, offering endless ways to elevate your everyday style 😉
This post contains affiliate links from which I may make commission at no extra cost to you. Read full disclosure here.
Fitted Skirt and T-Shirt
Feeling a little edgy? When you mix a leather jacket with a fitted skirt and a casual tee, you’ve got yourself a perfect blend of edgy and laid-back.
Throw on your favorite ankle boots or sneakers for a comfy and “I woke up like this” vibe. It’s the perfect combo for running errands in chilly weather or grabbing coffee with friends while still looking effortlessly put together.
Get the Look:
Skirt and Riding Boots
Nothing screams fall like riding boots, and paired with a leather jacket? Chef’s kiss!
This look is even cuter if you add a comfy sweater and mini skirt with tights. This look is equal parts chic and functional for those days when you want to look fab while also staying warm.
Get the Look:
Sweater and Denim Skirt
Denim skirts aren’t just for summer! Pair one with a chunky sweater and a leather jacket for that cool-girl aesthetic.
Add some tights if it’s getting frosty outside, and complete the look with riding/knee-high boots or flats. It’s the perfect mix of cozy and stylish, proving that denim skirts are coveted wardrobe pieces year-round.
Get the Look:
Denim Jeans & Ankle Boots
You can’t go wrong with the classic combo of denim jeans, a leather jacket, and ankle boots.
This look is iconic for a reason—it’s effortlessly chic and works for nearly any casual occasion. Whether you’re heading out for brunch or just taking a stroll, this leather jacket outfit keeps things simple but stylish.
Collared Leather Jacket & Jeans
Add a twist to the classic leather jacket look by styling a collared version.
sPaired with jeans, it gives off major “biker chic” energy, without actually needing to hop on a motorcycle.
Go for some bold accessories to make the outfit pop, or keep it minimal with just a cute handbag for a more sleek and polished vibe.
Get the Look:
Satin Skirt and Boots
Who says leather and satin can’t mix? The contrast of textures between a leather jacket and a satin skirt is pure magic.
Add in some knee-high boots, and you’ve got a fall/winter outfit that oozes chic while still keeping things a little edgy. This look is perfect for date nights or when you want to feel fancy, but not too fancy.
Get the Look:
Jeans and Baseball Cap
A leather jacket paired with jeans and a baseball cap? Okay, now we’re talking casual cool.
Add your favorite pair of denim jeans – perhaps black denim for a sleek monochrome look. Sneakers or ankle boots complete the look, and let’s be honest—who doesn’t love an excuse to rock a cute cap?
Get the Look:
Slip Dress and Bucket Hat
Feeling a bit daring? Pair your leather jacket with a slip dress for a cool-girl vibe that’s impossible to ignore. Top it off with a bucket hat, and you’ve got a look that’s equal parts trendy and unexpected.
dsThe leather jacket adds just the right amount of edge to balance the feminine feel of the dress.
Get the Look:
Leopard Print Pants & Ugg Slippers
Leopard print and leather? Yes, please! Pair your fave leather jacket with some leopard print pants and throw on your cozy Ugg slippers for an outfit that’s comfy, bold, and absolutely Instagram-worthy.
Leopard print pants are very hot this season and especially this pair from Ganni that are pretty difficult to find. Luckily, there are many similar and affordable leopard print pants out there like these from Urban Outfitters, or these from Amazon.
Get the Look:
Camisole and Wide Leg Pants
For a more polished take on the leather jacket look, try pairing it with a camisole and wide-leg pants. It’s ideal for a night out or any occasion where you want to look chic and stylish but with a little extra flair.
Fitted Ribbed Dress and Combat Boots
Nothing says “cool and confident” like a fitted ribbed dress paired with combat boots and a leather jacket.
Combat boots like these popular Dr. Martens or this similar affordable option, add a little toughness, while the leather jacket pulls the whole look together for a fall/winter outfit that’s equal parts fierce and fabulous.
Get the Look:
Taking Proper Care of Leather Jackets
A leather jacket is an investment piece that never goes out of style, so taking care of it properly is essential to make it last.
With the right care, your jacket can age gracefully, developing that iconic lived-in look that makes it even more unique over time. Here are some care tips:
- Store properly: Hang your leather jacket on a sturdy, padded hanger to maintain its shape.
- Avoid sunlight and humidity: Keep your jacket out of direct sunlight and away from humid areas to prevent cracking or fading.
- Skip the washing machine: Use a damp cloth to clean surface dirt and avoid putting your leather jacket in the washer.
- Condition regularly: Apply a leather conditioner to keep the material soft, supple, and well-moisturized.
- Air dry naturally: If your jacket gets wet, let it air dry away from heat sources like radiators or hair dryers.
And there you have it—11 leather jacket outfits that will have you looking effortlessly chic all season long.
As you see, leather jackets aren’t just for motorcycle fans, so grab your favorite jacket, mix and match these looks, and get ready to bring out the best of fall and winter fashion.
Xoxo,
Diana Colibri