Fall Fashion
Do Denim the (Bob) Dylan Way With These 8 Trucker Jackets for Men
From brands like Tecovas, Lee, and Levi's these are the best denim jackets that you can buy online
Alexis Mikulski Ruiz
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September 9, 2025
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Few clothing items are as iconic (or American) as the denim jacket. First introduced to the market in the late 1800s (many credit Levi Strauss & Co. as the originator), this type of outerwear quickly became popular with blue-collar workers (think: cowboys and locomotive operators).
While denim jackets gained more and more traction throughout the early twentieth century, it wasn’t until the counterculture of the sixties and seventies that they really started to obtain mass appeal.
Thanks to famous musicians like Bruce Springsteen, The Rolling Stones, The Beatles, and Bob Marley, denim jackets began to pop up everywhere. Designers quickly took notice of this and started to build-out entire collections, and now, they’re still a hot commodity (especially with the crisp fall air right around the corner).
The Best Denim Jackets for Men in 2025
Whether you wear one to your next rock concert, a Saturday night out, or even the office (hey, we work at Rolling Stone, we’ll allow it), shop our favorite picks below.
Levi’s Premium Trucker Jacket
$98.00
For a classic denim jacket, why not source an option from the guys who started it all? Available in three different color options, this style has a front-button closure, a relaxed fit, and Levi’s signature red tag.
Bonobos Gramercy Denim Jacket
$169.00
At less than $200, this dark wash Bonobos jacket is a steal. Pair it with a button-up shirt for a more formal fit or with your favorite concert tee for a casual vibe.
Wrangler Rugged Denim Jacket
$49.99
Wrangler has been making best-in-class denim products since 1947, and this oversized trucker jacket is no exception. Crafted with a comfortable cotton fabric, it’s the type of outerwear you’ll reach for time and time again.
Agolde Stefano Trucker Jacket
$295.00
If you want to splurge on a denim jacket, there’s no better place to do it than Mr. Porter. Made by AGOLDE — one of our fashion editor’s favorite denim brands — this option has cool panel detailing and a pronounced collar that can help you channel your inner James Dean.
Flint and Tinder Denim Trucker Jacket
$288.00
Looking for a little bit of extra warmth? You found it here with this Flint and Tinder flannel-lined trucker jacket. While it may not be the most suitable option to wear on those hot autumn days, it’s a great investment piece for transitional seasons.
Lee Relaxed Fit Rider Jacket
$119.95
Priced just under $120, this Lee Rider Jacket is available in sizes small to extra, extra large, can be thrown in the wash (after someone accidentally spills their concert beer on it), and is made with eco-friendly materials. What’s not to love?
Joseph Abboud Trucker Jacket
$29.99 $79.99 63% off
Here’s something that may surprise you: Men’s Wearhouse, an iconic brand known for formal attire, has a great selection of casual jackets, like this trucker one by Joseph Abboud. It’s affordable (less than $30 is hard to beat), fits true to size, and allows for a wide range of movement so you never feel restricted.
Tecovas Ranch Hand Trucker Jacket
$155.00
Tecovas makes denim jackets for two types of men — the urban cowboy and the actual farm worker — and that’s what we like best about them. This perfectly cut silhouette is a new style that is chic enough to wear while walking down Fifth Avenue but still rugged enough to wear out with the cattle.
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