There was a time in history when men wouldn’t even dare leaving the house before putting on a hat first. But things have largely changed, and instead of being an essential part of men’s daily looks, hats are now mostly worn for their practicality. However, that doesn’t mean they have lost their cool factor. Actually, the fact that hats are now rarely worn makes them the perfect stylish accessory to make your look stand out from the crowd. And if you want to make an even bigger fashion statement, vintage style hats are a perfect choice.

Vintage Baseball Caps

The Porkpie

When you think about vintage hats, the first thing to come to mind is usually the formal or the wide brim hats worn by 1920s gangsters. However, there is one type of vintage hats that can have a bit of a sporty look to them as well. The hats in question are baseball caps. Although being the popular headwear in the 1950s, these are classic urban caps that can also be worn with a variety of modern casual outfits with a high degree of success. Seriously, the easiest way to make a rather safe jeans and T-shirt combo more stylish is by putting on a baseball cap. But not just any cap. Today’s baseball caps usually feature bright and zany designs that will just make you look like a small child or an overly-enthusiastic fan, On the other hand, reproductions of vintage urban caps come with a classic simple elegance that you can match with any outfit.

The Porkpie

Vintage Baseball Caps

While the fedora and the homburg may scream too dressy for you, the porkpie walks a thin line between casual and formal. This makes it the perfect fashion accessory for a variety of looks. And today, this vintage hat has received a cult status due to being worn by Bryan Cranston’s character Walter White in Breaking Bad. The porkpie is also a very popular accessory in the jazz, blues, ska, and hipster cultures today.

Train Driver Cap

Train Driver Cap

Also called the engineer cap, field cap or fatigue cap, the train driver cap has a long history. But as opposed to most vintage hats which were associated with higher status, this one was solely worn by manual labour workers and the US army in the 1940s. Being favoured by everyone from Fidel Castro, to Bono and Chris Martin, this distinct looking cap sure makes anyone who wears it seem a lot cooler. As long as you know how to pair it that is. For a winning look, make sure to wear the train driver cap with other military style pieces.