13 High-Flying Bomber Jackets to Send Your Style Into the Stratosphere

They’re slick, they’re boxy, they look good with absolutely everything.

A collage of Robin Williams Jamie Foxx and Luka Sabbat all wearing different bomber jackets on a colorful background of...

Photographs courtesy Getty Images; Collage by Gabe Conte

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The best bomber jackets for men are sartorial chameleons. More than any almost other type of outerwear, they can go from rugged to sleek to street in the blink of an eye, and will work with virtually any fit in virtually any wardrobe—which is why you absolutely need one in yours. 

The bomber jacket began life, as so many menswear staples do, in the military, originally designed to keep pilot warm in the cockpit during World War I. Eventually, those early flight jackets evolved into wide spectrum of civilian takes we know and love today—from slick nylon windbreakers to boxy leather varsities—but a handful of the most iconic details remain the same: ribbed hems and sleeve cuffs to keep the cold air out; fuller fits for easy layering; a cropped, above-the-waist length to make it easier to sit in a cramped fighter jet while wearing one. That cropped length goes beyond mere functionality. It’s also extremely flattering, perfect for lengthening your legs and showing off all the squat work you’ve been putting in at the gym. Whether you’re throwing your jacket over a pair of high-waisted pants or mid-rise jeans, the bomber flatters every body type out there. 

And with so many versions on the market today, there’s absolutely a high-flying bomber jacket to fit your style and taste. Whether you’d prefer to keep things clean and classic, dip into something a little wilder and louder, or ball outrageous with a high-end designer interpretation, we’ve rounded up a baker’s dozen of the absolute best men’s bomber jackets to slip into over and over and over.


The Bomber Jacket

Alpha Industries MA-1 bomber jacket

When you picture a bomber jacket, the Alpha Industries MA-1 is likely the first thing that comes to mind. It’s long been a staple in streetwear culture, showing up on the backs of Pharrell and Ye and countless other style icons. Alpha dabbles in modern interpretations and high fashion collaborations, but their MA-1 bomber remains a timeless icon for a reason: it’s made to the exact same specifications as the ones issued to Air Force pilots in the ‘60s, constructed from hardy, water-resistant nylon with a plethora of pockets inside, outside, and on the sleeve. It also happens to be reversible, with an extra swervy orange on the other side for those days you’re feeling extra. Whether you’re rocking a plain white T-shirt and faded jeans or a button-up shirt and slim-fit pants, there’s no outfit this classic bomber jacket can’t pilot.

The Minimalist Bomber Jacket

Everlane bomber jacket

Everlane’s take on the bomber jacket is the ideal toned-down version, if you’re not so keen on the classic puffy and cropped fit. It’s slimmer through the body and cut from a subtle, matte cotton-poly twill. Those design decisions make an already sleek jacket even sleeker, which means it’ll slide right into any wardrobe with ease. 

The Big Man on Campus Bomber Jacket

Stewart & Strauss original varsity lettermans jacket

Thanks to fellas like Tyler, the Creator, the varsity jacket is all kinds of cool again. Maybe you never earned a varsity letter in high school, but the prepped-up take on the bomber can still earn you plenty of style points on the streets. Stewart & Strauss’s classic varsity is affordable and well made, but it’s biggest selling point is the sheer number of color combinations (48!) to choose from. 

The Wallet-Friendly Bomber Jacket

Rothco MA-1 flight jacket

Rothco has been supplying garments to the military since 1953 and continue to produce some of the hardest-wearing goods on the planet. Their MA-1 flight jacket is about as authentic as it gets, with its water-resistant nylon outer, utility pockets, reversible hi-vis orange lining, and surplus-store-level price tag. 

Nine More Bomber Jackets We Love

Uniqlo Harrington jacket

Lightweight, preppy, and a perfect match for some aviator shades and a classic convertible sports car.

Rag & Bone Manston recycled nylon bomber

A crisp white jacket like this is high risk, but very high reward.
$595

Rag & Bone

Loro Piana reversible Windmate bomber jacket

The most luxe nonchalant jacket you’ll ever come across.

Thom Browne 4-bar bomber jacket

Bombers look A-1 with a hoodie layered underneath. But what if your bomber simply…came with a hood? The answer, it turns out, is handsome as all hell.

Recto wool accent jacket

Pairing the roomy silhouette of a bomber jacket with the details of a vintage work jacket, this Recto number is clean enough to shine on the red carpet.

Oliver Spencer Linfield bomber jacket

Say goodbye to your puffer jacket, because this Oliver Spencer bomber—with its gorgeous plaid wool outer, decadent faux shearling collar, and impeccable tailoring—is gunning for the top spot in your winter outerwear rotation.

King Kennedy Rugs Dron limited edition bomber jacket

The biggest glow-up a garment can have? Going from laying on the floor of your apartment to a high-altitude jacket.

Helmut Lang strapped bomber jacket

Equal parts bomber and bondage makes this blacked-out jacket the sexiest in your closet.

The Real McCoy’s Type C-2 winter flying vest

This zip-up splices the DNA of a bomber jacket with the skin of a knitted cardigan. Originally meant as a layer for fighter pilots to wear under their flight jackets, this reproduction garment looks killer on its own, but can offer some serious layering power when paired with a windbreaker, a trucker jacket, or a burly winter coat.
$590

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