The Coolest Leather Jacket Silhouettes To Wear This Winter

Once seen as something just for motorcyclists, the leather jacket has has become a true wardrobe staple. The leather jacket has been omnipresent for decades. Originally worn by pilots during wartime, this iconic piece of outerwear entered the cultural mainstream as a symbol of rebellion, adopted by bikers, greasers and punks alike. By the ’90s, it had been embraced by the supermodels du jour — and has remained a fashion icon ever since.

With winter 2026 fast approaching, we're seeing the leather jacket take on plenty of new and interesting forms. The classic biker leather jacket is timeless, but this year is about putting a modern spin on this tried-and-true classic: expect offices filled with babes wearing leather blazers and leather trench coats gracing street-style lists.

As the air gets crisper and cooler, leather jackets aren't just a practical go-to, that just happen to ooze sexiness and cool-girl energy. Ahead, we've rounded up the very best leather jackets that we're loving for winter.

Ah, the classic biker jacket. This style is probably what immediately springs to mind when someone says the words 'leather jacket'. With a pronounced collar and zip, biker jackets are usually more fitted and feature customisable belts and studs (lots of 'em). While they were popularised by 1950s rock 'n' roll hooligans, this style of leather jacket has steadily cemented itself in many wardrobes. Tough, yet feminine. Edgy, yet classic.

There's no better match than a biker jacket and a pair of baggy jeans. But if you want to pare down this bad boy for a sleeker look, consider teaming it with tailored trousers or a pair of boot-cut jeans. C'est chic!

At the intersection of cool and sleek lies the leather blazer — a bonafide wardrobe staple. While blazers were once considered office wear, the leather version is a completely different vibe that definitely deserves a spot in your wardrobe.

A leather blazer is practically the Hailey Bieber uniform: the Rhode Beauty founder is often seen around town sporting one, usually thrown on over a pair of blue jeans and a cropped white tee. It's probably the easiest way to inject effortless polish into a casual outfit.

Slouchy, relaxed yet effortlessly chic, you can't look past a leather bomber jacket. We've always loved bomber jackets for their unique yet flattering silhouettes, and they've already gained serious traction in 2026. Come winter, we're predicting a revival of this old favourite.

For an effortless weekend look, pair a leather bomber with some camo pants — or channel your best 'Intimidating Hot Girl' energy by layering your leather jacket over a dress. Throw on a no-nonsense pair of dark aviators to complete the look.

Simone Ashley looked like a dream arriving at the AW26 Burberry show dressed in a leather trench coat with fringe detailing on the sleeves. Paired with a mini dress, the coat was centre focus, demonstrating that a leather trench literally is the outfit.

A leather trench coat oozes elegance without compromising on edge. If you want to make a statement, consider sporting a longline trench that almost sweeps the ground. Want something a bit more timeless? Pick one in a buttery leather that hangs just below the knee and wait for the compliments to roll in.

When you hear the words 'leather jacket', it's an almost natural instinct to reach for the blackest jacket on the rack (darker than my soul, thanks). But brown leather jackets are having a hot moment. Not only is it actually more flattering than black against a wider variety of skin tones, but brown leather jackets also instantly elevate a look with a retro feel.

Really lean into an autumnal colour palette and team a brown leather jacket with browns and neutrals, or pair it with black for an understated look.

Cocoon up in a shearling leather jacket, the biker jacket’s glamorous boho sister. A shearling jacket is typically made from sheepskin with the wool still attached, providing the wearer with a warm, fleecy lining that’s not only practical, but super chic when it peeks out from the collar.

Rugged, sensual and effortlessly cool, a shearling leather jacket is perfect for injecting a bit of boho flair into your winter closet.