History of the Fedora: From Gangsters to Fashion Icons

History of the Fedora

No other hat possesses that cultural currency and style heritage as the fedora. It emerged into the world as a beacon of rebellion and masculinity and evolved over the decades into a catwalk darling that had been worn by Hollywood icons and modern-day fashionistas. Let us go down memory lane and find out how the fedora was rebranded from underworld to catwalk.


Origins: Not Just for Men

The fedora actually did appear in the 1880s, just not exactly as you would imagine. It was first worn by women. It became popular following Victorien Sardou's play "Fédora" in 1882, when heroine Princess Fédora Romanoff sported a soft felt fedora with an indented crown. Everyone was involved in the fashion, and the cut since then has been referred to as a "fedora."

By the early 20th century, the fedora was everywhere in women's fashion and had become the symbol for free-spirited women defying the strict codes of the society.

History of the Fedora: From Gangsters to Fashion Icons

1920s–1940s: The Fedora Goes Masculine

In the 1920s and '30s, the fedora progressed from symbol of independent woman to focal point of men's fashion. Practical, stylish, and perfect for the city bachelor, felt-covered, the fedora was weatherproofing and a touch of sophistication for suit and trench coats

But its identity really coalesced during Prohibition and the zenith of organized crime.

History of the Fedora: From Gangsters to Fashion Icons

The Gangster Era

The fedora was the preferred headgear of notorious gangsters like Al Capone, Bugsy Siegel, and John Dillinger. Along with pinstripe suits, cigars, and trench coats, the fedora became the embodiment of danger, power, and rebellion.

Hollywood had a hand in cementing the image. From The Godfather to Scarface to dozens of noir films, the fedora became irretrievably attached to the official cap of the anti-hero.

🔹 In popular culture, the gangster fedora was not just an accessory — it was an attitude.

Explore our full Fedora Collection to find designs inspired by this era.


Hollywood & the Golden Age of the Fedora

By the 1940s and '50s, the fedora was basically a requirement for any leading man. Humphrey Bogart, Frank Sinatra, Cary Grant, and Fred Astaire all made the fedora legendary.

One moment that's in your memory forever? Casablanca's final scene, Bogart in his trench coat and slouchy fedora — cinematic history pure and simple.

The fedora was equated with cool, sophistication, and confidence.

History of the Fedora: From Gangsters to Fashion Icons

The Decline: 1960s–1970s

With the rise of casual clothing and changing attitudes toward formal clothing, the fedora fell out of favor. Hats as a whole went out of favor in the 1960s and '70s, as youth culture turned away from long hair, blue jeans, and away from the tailored "establishment" look.

The fedora was perceived as being for older generations or something old-fashioned.


The Return: 1980s to the Present

With trends in pop culture, the fedora didn't stay down for long.

• Indiana Jones brought back the frayed, adventuring-cut fedora during the 1980s.

• Michael Jackson had already set the black fedora as part of his fashionably timeless wardrobe.

• Musicians, fashionistas, and hipsters in the 2000s and 2010s enjoyed the hat, who wanted to marry retro swagger with modern pizzazz.

Even though it's at times the target of ridicule and memes online, the fedora keeps reinventing itself — covering catwalks, music festival stages, and urban streets ahead of fashion.


Rebels to Icons

Most dramatic of all is how the fedora has crossed cultural divides and reimagined itself over time:

  • Women's liberation (1880s)
  • Gangster charm (1930s)
  • Hollywood glamour (1950s)
  • Pop culture revival (1980s–2000s)
  • Street-style sophistication today

Whether perched upon a jazz great, film legend, or fashion-hero celeb, the fedora never apologizes and always keeps its cool.


Last Word

The fedora is not just a hat — it's a statement. From its unexpected beginnings to its roller-coaster ride through fashion history, it's one of the most iconic, shape-shifting accessories ever devised.

Still on the fence about whether or not a fedora is for you?

If you’ve got the confidence, the fedora’s got the style.

Browse our Men’s Fedora Collection to find your next signature look.

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