The 20 Best Oversized Leather Jackets Are Understatedly Cool

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Best Overall Oversized Leather Jacket

Reformation Dalia Jacket

Dalia Jacket

Best Overall Oversized Leather Jacket

Reformation Dalia Jacket

Credit: Reformation

Reformation’s in-house leather label Veda hits the sweet spot with stylish and durable leather jackets that you’ll find use of for the long term. This relaxed blazer is great for work or play.

Size: 1X-3X

Material: 100% leather

Color: Black

Best Trendy Oversized Leather Jacket

Mango Oversized worn-effect leather jacket

Oversized worn-effect leather jacket

Best Trendy Oversized Leather Jacket

Mango Oversized worn-effect leather jacket

Credit: Mango

If you’re looking for something similar to what you spotted on the runways at a slightly more accessible price point, this Mango jacket will fit the bill.

Size: XS-L

Material: Leather

Color: Brown

Best ’90s-Inspired Oversized Leather Jacket

The Frankie Shop Chicago Oversized Biker Jacket

Chicago Oversized Biker Jacket

Best ’90s-Inspired Oversized Leather Jacket

The Frankie Shop Chicago Oversized Biker Jacket

Credit: Frankie Shop

“Our 90-inspired leather jackets are super boxy, usually with power shoulders, so play with the volume for a modern vibe,” says Drevet. “It’s a cool styling piece, adding a touch of texture to any look.” We can see the appeal here.

Size: One Size

Material: 100% Polyurethane

Color: Black

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Best Oversized Bomber Jacket

Prada Oversized Bomber Jacket

Oversized Bomber Jacket

Best Oversized Bomber Jacket

Prada Oversized Bomber Jacket

Credit: Prada

Building on the popularity of oversized streetwear silhouettes, this bomber jacket is an everyday style with a soft, rounded shape and nicely exaggerated proportions.

Size: 34-54

Material: Leather

Color: Black

Best Very Oversized Leather Jacket

Raey Curved Pocket Biker Jacket

Curved Pocket Biker Jacket

Best Very Oversized Leather Jacket

Raey Curved Pocket Biker Jacket

Credit: Matchesfashion

“Oversized” is a term with a lot of wiggle room. Sometimes it can mean fitting a bit looser than your usual size, but in this case, it’s truly a baggy fit. This one is perfect for layering chunky sweaters underneath.

Size: XXS-L

Material: Leather

Color: Black

Best Non-Neutral Oversized Leather Jacket

Universal Standard Leeron Leather Moto Jacket Sangria

Leeron Leather Moto Jacket Sangria

Best Non-Neutral Oversized Leather Jacket

Universal Standard Leeron Leather Moto Jacket Sangria

Credit: Universal Standard

Black or brown may be the classic hues for a leather jacket, but don’t be afraid to embrace a bit of color. A deep red pops, but will coordinate with all your neutrals.

Size: 00-40

Material: Leather

Color: Sangria, chocolate, camo, black, steel blue

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Best Minimal Oversized Leather Jacket

Khaite Shallin Oversized Leather Jacket

Shallin Oversized Leather Jacket

Best Minimal Oversized Leather Jacket

Khaite Shallin Oversized Leather Jacket

Credit: Moda Operandi

New York label Khaite embodies the city’s edge and elegance in perfect harmony. This streamlined take on the leather jacket is one you’ll wear for years to come (if not decades).

Size: XS-XL

Material: Leather

Color: Black

Best Celebrity-Inspired Leather Jacket

The Attico Anja Bomber Jacket

Anja Bomber Jacket

Best Celebrity-Inspired Leather Jacket

The Attico Anja Bomber Jacket

Take cues from Hailey Bieber’s off-duty outfits with one of The Attico’s oversized leather jackets. It’s crafted from soft, genuine leather with comfortable elasticated cuffs.

Size: 38IT–40IT

Materials: Leather

Color: Brown

Best Zip Oversized Leather Jacket

Remain Berger Christensen Leather Oversized Jacket Brown

Leather Oversized Jacket Brown

Best Zip Oversized Leather Jacket

Remain Berger Christensen Leather Oversized Jacket Brown

Credit: Remain Berger Christiansen

The two most common styles of leather jacket are button or zip-up. This zip style features a collar that you can wear wide for a stylish outwear look.

Size: 32-42

Material: Leather

Color: Brown

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Best Bohemian Oversized Leather Jacket

We The Free Skyline Leather Jacket

Skyline Leather Jacket

Best Bohemian Oversized Leather Jacket

We The Free Skyline Leather Jacket

Credit: Free People

If your style skews more boho, Free People is the first place to check for a leather jacket. This take has wide sleeves and block detailing to set it apart.

Size: XS-XL

Material: Leather

Color: Caramel, washed black

What reviewers are saying: “I was dying to have this leather jacket, it was gorgeous. I usually wear a size 8 US, I highly suggest sizing down.”

Best Oversized Biker Jacket

Madewell Distressed Leather Oversized Motorcycle Jacket

Distressed Leather Oversized Motorcycle Jacket

Best Oversized Biker Jacket

Madewell Distressed Leather Oversized Motorcycle Jacket

Credit: Madewell

One of the most classic leather jacket silhouettes is the bomber jacket, complete with wide lapels and a belt at the bottom. Madewell’s distressed design is timeless and oh-so-cool, no motorcycle necessary.

Size: XS-XXL

Material: Leather

Color: Distressed brown

What reviewers are saying: “I love this jacket. Very well made and the leather is very good quality. It has just the right amount of heaviness. I dislike lightweight leather.”

Best Oversized Grained Leather Jacket

By Malene Birger Beatrisse Oversized Leather Moto Jacket

Beatrisse Oversized Leather Moto Jacket

Best Oversized Grained Leather Jacket

By Malene Birger Beatrisse Oversized Leather Moto Jacket

Credit: Moda Operandi

Instead of slick leather, embrace a more textured take with this cow skin grained leather. It’s still durable, and timeless with a edgy twist.

Size: 34-40

Material: Leather

Color: Green

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Best Recycled Leather Jacket

As by DF Brando Jacket

Brando Jacket

Best Recycled Leather Jacket

As by DF Brando Jacket

Credit: As by DF

Leather scraps, which usually would go to waste, are given a new life thanks to As by DF. This jacket is also jersey lined for a comfy interior.

Size: XS-3X

Material: Recycled leather

Color: Black

Best Reversible Leather Jacket

Saks Potts Ada Jacket

Ada Jacket

Best Reversible Leather Jacket

Saks Potts Ada Jacket

Credit: Saks Potts

If you’re going to splurge on a leather jacket, you want it to be a style that you can imagine wearing a million different ways. This reversible jacket from Saks Potts has a shearling interior that will keep you cozy, but can also add a texture look on days when you want to mix up your look.

Size: One Size

Material: Leather

Color: Brown, navy, black

Best Aviator Oversized Leather Jacket

Tibi Aviator Leather Oversized Bomber

Aviator Leather Oversized Bomber

Best Aviator Oversized Leather Jacket

Tibi Aviator Leather Oversized Bomber

Credit: Tibi

Tibi celebrates the “creative pragmatist,” someone who enjoys having fun with fashion but is still practical. This sleek aviator jacket fits the bill.

Size: XXS-XL

Material: Leather

Color: Black

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Best Oversized Leather Jacket Under $100

Zara Biker Jacket

Biker Jacket

Best Oversized Leather Jacket Under $100

Zara Biker Jacket

Credit: Zara

Found: a classic faux leather biker jacket with a perfectly oversize fit, and for an impulse-worthy price.

Size: XS-XXL

Material: 100% Polyurethane

Color: Black

Best Oversized Leather Blazer

Stella McCartney Oversized Leather Blazer

Oversized Leather Blazer

Best Oversized Leather Blazer

Stella McCartney Oversized Leather Blazer

Credit: Net-a-Porter

Stella McCartney doesn’t use any animal products in the production of her fashionable designs. Vegan or not, you’ll find plenty of ways to wear this blazer silhouette.

Size: IT34-40

Material: 100% polyester

Color: Black

Best Leather Cape Jacket

Burberry Leather Jacket

Leather Jacket

Best Leather Cape Jacket

Burberry Leather Jacket

Credit: Burberry

British label Burberry is undergoing a modern update under creative director Daniel Lee. This cape leather jacket is not your usual silhouette, but that’s what makes it cool.

Size: 0-10

Material: Leather

Color: Taupe

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Best Oversized Shirt Jacket

Studio Nicholson Santos Leather Overshirt

Santos Leather Overshirt

Best Oversized Shirt Jacket

Studio Nicholson Santos Leather Overshirt

Credit: Matchesfashion

For a different take on the classic leather jacket, swap out more traditional bomber or biker silhouettes and try a shacket—a shirt-jacket hybrid.

Size: 0-3

Material: Leather

Color: Black

Best Relaxed Oversized Leather Jacket

Acne Studios Crinkled leather biker jacket

Crinkled leather biker jacket

Best Relaxed Oversized Leather Jacket

Acne Studios Crinkled leather biker jacket

Credit: Acne Studios

Acne Studios is beloved both for its denim and its outwear, namely leather jackets. This crinkled leather style has a relaxed look that can work with dresses or jean and a tee.

Size: 32-42

Material: Leather

Color: Black

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