Nav menu
Nav search Nav cart

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.

editorial image of The Insulated Bomber Jacket in Fatigue Olive Dry Wax hanging

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 Insulated Bomber Jacket in Dark Navy 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 posing in The Clark Bomber in Soil Moleskin

Explore the selection to find your new favorite wingman.

Shop Men’s Bomber Jackets

fit model posing in The Ryder Jacket
November 06, 2025

How to Style Trucker Jackets

Some pieces earn their reputation the honest way—through decades of use, refinement, and reinvention. The trucker jacket is one of them. Born from the needs of labor and loved for its timeless versatility, it’s become a fixture of men’s outerwear for over half a century. Short and structured, tough but never heavy-handed, it’s the kind of layer that can slot into anyone’s heavy rotation without a second thought.

Read more
fit model posing in wool sweater
October 31, 2025

The Hardworking History of Wool

Long before wool became a mark of refinement, it was a material of necessity. Shepherds, sailors, and tradesmen relied on it not for fashion, but for survival—a natural fiber that kept them warm in the damp, breathed through the heat, and held its shape through seasons of labor.

Over centuries, that same grit became the fabric’s greatest luxury. Today, wool still carries the soul of its workwear past, but with a polish that earns it a place in any modern wardrobe.

Read more
Get There Quicker

Keyboard Shortcuts

General

  • Keyboard Help Shift+?
  • Search S
  • Go to Account/Login ME
  • Go to Help HELP

Main Navigation

  • Go to Home GH
  • Go to Men's Home GM
  • Go to The Dispatch GD
  • MAG
  • Go to Cart GC

Categories

  • Go to Shirts GCS
  • Go to Outerwear GCO
  • Go to Bottoms GCB
  • Go to Denim GCD
  • Go to Footwear GCF
  • Go to Accessories GCA
  • Go to Essentials GCE

Search