Bomber jackets have earned their place as a cornerstone of men’s fashion, blending everyday practicality with a timeless, military-inspired design. Whether you’re aiming for a laid-back vibe or something a bit more polished, their easy-wearing versatility makes the bomber jacket a veritable wardrobe Swiss Army knife.

Whether you’re a decorated bomber jacket veteran or are just getting into the cockpit, this guide will teach you everything you need to know to pick out the perfect bomber jacket for you and style it with confidence.

What Is A Bomber Jacket?

The bomber jacket, also known as the flight jacket, has a storied past that dates back to World War I. Originally crafted for military pilots, these jackets were designed to keep aviators warm in the open-air cockpits of early fighter planes. The early versions, known as the A-1 and A-2, were made from heavy-duty leather and lined with wool to fend off the chill.

editorial image of pilot wearing bomber jacketEdward C. Gleed, Tuskegee pilot. Image Source: Library of Congress Prints and Photographs Division Washington, D.C.

Fast-forward to the 1950s, and we see the debut of the MA-1 bomber jacket. This nylon iteration offered better water resistance and lighter weight—perfect for the needs of modern pilots. The MA-1 set the standard for the contemporary bomber jacket, featuring ribbed cuffs, waistband, and collar, a front zipper closure, and plenty of pockets for stashing essentials.

How To Style A Bomber Jacket

The Everyday Go-To

For a relaxed, effortless look, pair your bomber jacket with a simple t-shirt, selvedge denim jeans, and your favorite sneakers. This combo is perfect for a day of errands or a coffee run.

fit model posing in The Bomber Jacket in Coal Dry Wax

Layered Up

When the temperature drops, layer your bomber jacket over a sweater or sweatshirt and pair it with men's chinos or jeans for a put-together look that’ll beat back the chill all season.

Smart Casual

Take your bomber jacket up a notch by layering it over an Oxford shirt and chinos. Complete the look with loafers or brogues, making it ideal for casual Fridays at the office or a dinner date.

fit model leaning agains the wall wearing The Bomber Jacket in Fatigue Olive Dry Wax

A Touch Of Edge

For a slightly edgy look, throw your bomber jacket over a henley shirt, dark jeans, and rugged boots. This look is perfect for a night out with friends or a casual date night.

How We Do Bombers

Our approach to the bomber jacket is to honor its rugged roots while making a few thoughtful tweaks in the style and environmental responsibility departments.

From weather-resistant waxed canvas options to supple merino wool, our roster of bomber jackets is stacked to the gills with heritage-inspired wardrobe staples to see you through any season.

fit model zipping up The Portola Bomber in Navy

Explore the selection to find your new favorite wingman.

Shop Men’s Bomber Jackets

editorial image of various TS x Hypeadelic hats
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fit model walking wearing The Ojai Jacket in Organic Charcoal Foundation Twill
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The Chore Coat Style Guide

While other light layers fall in and out of style (seemingly with every season), the chore coat has endured, proving just as durable in the face of passing trends as it is on the job site. If you ask us, the staying power of this silhouette rests in that elusive combination of versatility, functionality, and practicality that we often call “timelessness.”

Whether you’ve already got a closet full of chore coats in different colors and fabrics or you’re on the hunt for your first one, this guide has everything you need to start making the most of our favorite do-it-all layering piece.

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