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  • Writer's pictureDavid Connolly

8 Best Men's Trucker Jackets for Fall

Updated: May 25, 2021

When we talk about the best jackets for fall, there’s a style we find ourselves reaching for over and over … and over. We’re talking about a silhouette that looks as cool and tough now as it did when it first hit the market: the trucker jacket. The purview of road riders, Wild West cowboys and anyone with a job to get done, the trucker jacket has taken on an aura of mystery through the years thanks to the guys who’ve worn it best.

For you, maybe the fella who showed you the all-consuming appeal of the trucker jacket was your father or grandfather. The style, with front button chest pockets, side hand pockets and tough construction to hang with the best of them, was made for hard work, adventure and a cold pint at the end of the day. Done up in everything from waxed cotton to washed indigo denim, today’s crop of trucker jackets is lean, mean, ready for fall layering & designed to help you seek out your next great adventure (or your next cup of coffee on the weekend).

Here’s where we come in. The best trucker jackets are yours for the taking, and not a moment too soon. Recommended side servings with your new favorite fall jacket include a durable henley, slim denim in a contrasting shade, and rugged leather boots. The main course, though, is all about your jacket. Start your next adventure here.

Flint and Tinder Flannel-Lined Waxed Trucker Jacket

You know this jacket. You love this jacket (much like the rest of the team at Huckberry). And if not? Your fall outerwear rotation just got a heck of a lot more stylish. Call us biased, but the Flint and Tinder Flannel-Lined Waxed Trucker Jacket is perhaps the perfect ideal when it comes to the trucker jacket you need this fall.

It starts with the durable and rugged, weather-ready Martexin sailcloth exterior, sourced from New Jersey. The list of positive attributes from there is nearly too lengthy to write about properly, whether it’s the striped blanket lining for added warmth or the Flint and Tinder antique metal buttons. Throw in more fall-ready color options than you can shake a stick at, and this is a true essential. Heck, you’re looking at a jacket that’s so dependable and functional —yet so stylish—you just might wonder why you haven’t had one in your wardrobe before.

Ben Harper Cord Trucker Jacket

What goes better with the soulful stylings of timeless folk music than an equally timeless trucker jacket? There’s certainly not a more suitable combo out there, if you ask us. Heck, think of another effortlessly cool jacket that you can grab off the hook, throw on and forget about when heading out to the bar, a show, or a dinner with the in-laws.

No doubt that the trucker jacket checks all the right boxes in that sense, and that’s why we were so thrilled to partner up with legendary folk rocker Ben Harper to codesign another iteration of the iconic Cord Trucker Jacket from Flint and Tinder. The cut is impeccable, the color is highly versatile alongside faded denim, and it all gets another shot in the arm when you pick up the felt hat we also designed with Ben. Talk about a match made in heaven, right?

Flint and Tinder Unlined Waxed Trucker Jacket

What if we told you the legendary Flint and Tinder Waxed Trucker Jacket could be made even better? Like, a lot better -- how about that, ehh? It might sound too good to be true, but it’s been done. Meet the Unlined Waxed Trucker Jacket from Flint and Tinder, the same perfectly rugged trucker jacket as before, just stripped away of the blanket lining and done up in a lightweight fabric for breezy, temperate conditions.

To wit: the fabric in question is British Millerain’s Tekwax Evolution 6 fabric, a lightweight waxed cotton canvas that delivers more flexibility and breathability than the heavier Martexin Sailcloth found in the OG waxed trucker. Chest pockets, side hand pockets and durable Flint and Tinder hardware finish off this handsome, never-not-versatile trucker jacket. If it were up to us, we’d tell you to pair it with a Flint and Tinder slub T-shirt and stretch selvage denim.

Outerknown Paz Cord Trucker Jacket

Color us impressed by what Outerknown has been able to do season after season when it comes to blending sustainability and style. Though their roots are firmly in the surf world (our pal Kelly Slater is the co-founder), their design aesthetic works as handily back in the city or on the trail as it does near the water. The Outerknown Paz Cord Trucker Jacket updates the classic silhouette with a sustainable hemp blend corduroy build and a supremely soft poly sherpa lining, all the better to keep you warm and toasty anywhere this season. Tough on the outside, comfortably soft on the inside, just like most of our favorite people.

Flint and Tinder Cord Trucker Jacket

You know the drill: fall and winter weather rolls around, and the Flint and Tinder Trucker Jacket comes roaring to life in its many iterations. Since the temperature and leaves began to fall, we've been combing two of our fall favorites: trucker jackets and corduroy. FNT anticipated our fall needs with their Cord Trucker Jacket, the latest piece of rugged apparel jockeying for a coveted spot in your fall quiver. The classic, edgy black color is sure to break in every time you wear it, while the specs (including custom Flint and Tinder hardware) are exactly what you expect from such a reliable style.

Flint and Tinder Light Wash Denim Jacket

It’s basically a fact at this point. No list of the best trucker jackets is possibly complete with a light wash denim jacket. Fear not, though. This isn’t some overly acid-washed number you’d find at a Motley Crue concert. No sir, the Flint and Tinder Light Wash Denim Jacket is exactly the kind of denim jacket you can wear, well, anywhere. On the road, on the trail, at home, grabbing beers on the run … make this trucker jacket your go-to style move.

True to form, it’s got chest flap pockets and zig-zag stitching along the front buttons for a bit of throwback trucker jacket style. The 8oz. indigo cotton denim is pleasingly faded, making this trucker jacket the perfect foil to tan five-pocket pants or black denim in equal measure.

Flint and Tinder Vintage Wash Jacket

Starting with a silhouette as classic as the trucker jacket only leads to good things down the road. Take this fittingly adventure-ready, vintage wash trucker jacket from Flint and Tinder. Crafted in America from an 11oz. sulfur stretch denim for seasonal layering, it’s designed to look like you’ve already had it for years. That’s great news, because you will in fact have this very jacket for years to come.

Unlined for comfort and ease of layering with your favorite henley or a chambray shirt (or both), consider this one of the best trucker jackets to add to your arsenal of fall coats. In fact, you just might find yourself reaching for this trucker jacket even more than you had planned — it’s just that good.

Faherty Brand Home Spun Storm Rider Jacket

If you know anything about the family-minded folks at Faherty Brand, you know that a name like “Home Spun” is pretty fitting. The brand does things the old-school way, going the extra mile and working with top craftsmen and women to get things just right. The good news for you is, that’s exactly what they’ve done with the aptly name Home Spun Storm Rider Jacket.

Call it one of the best trucker jackets for men, call it one of the coolest jackets on the market … just make sure it ends up in your shopping cart ASAP, ideally worn with other picks from Faherty Brand.

The undyed natural cotton denim eschews chemical treatments in favor of a straight-up construction that’ll age and break in handsomely over time. At the end of the day, the Home Spun Jacket will leave you with plenty of stories to tell, this season and beyond.

Author: Beau Keyhoe

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