21 Best Trucker Hats for Men: The Ultimate List

If you’re new to the world of trucker hats for men, you should know right off the top: they’re a really cool look that is almost customizable. Take a look at fashion and style magazines, and you’ll see that mesh trucker hats are bashed or loved.

But we know that kind of thing doesn’t matter to you because anyone who’s got the style to wear one of these fun, cool, still-on-trend hats is someone who doesn’t care what anyone else says. If you’re not new to trucker hats, you’ve come to the right place to up your TH game.


Price: $ – $
21 Listed Items

You should also check out the best sunglasses for men in 2020 here.

Trucker Hats: A Quick History

According to Trucks.com, cheap trucker hats were mass-produced in the 1980s (or as early as the 60s, depending on where your research takes you) by companies like John Deere and given away as promotional items. In fact, they were sometimes known as "gimme hats."

The next phase in THT (trucker hat history) was in the early 2000s when shows like The Simple Life (with Paris Hilton and Nicole Richie) and Punk'd (with Ashton Kutcher) were popular. The hosts of those shows often wore cheap (or not-so-cheap) trucker hats and a trend was established. Celebrities bust out the trucker hats, they're a thing. To bring things up to date, one of the Kardashian clan has been seen sporting the hats, so has The Beebs, and so has rapper Lil Uzi Vert. The trucker hat remains a thing.

The prices are all pretty good in this list. There's a reason that people talk about the "cheap trucker hat." Some of them are very affordable, but some of them are a little more expensive, especially if they're organic. (You read that right. No spoilers here, but one of the hats in the list is organic.)

Whatever hat you choose from our list of the 21 Best Trucker Hats for Men: The Ultimate List (2020), wear it proudly cuz you're the star of your own show.

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