The 10 Types of Jackets to Know (and Wear) This Fall

Man, it feels like we’ve been heralding fall’s arrival for a minute now. And for good reason! The season deserves a little fanfare. It’s a bona fide fact that fall is the time of year most conducive to getting these fits off, and that’s all you really care about, right? RIGHT?! C’mon. I can’t be the only one. Every time I hear someone start lamenting the end of summer weather I have to chuckle nervously and pretend I’m not secretly stoked to start busting out the lightweight outerwear with impunity. Fuck your impromptu jaunts to the beach, bro! I could care less about working on a tan. I’m just out here trying to rock, like, at least three different jackets all at once.

Well, folks, the time has finally come to embrace fall weather with gusto. The dog days of summer are nearing their end and there’s a distinct crispness to the air that means autumn is definitely around the corner. And, I, for one, am fucking gassed about it. You know what that crispness means? Jackets, baby. Lots and lots of jackets.

Which means it’s also time to start thinking about what’s missing from your rotation. In the coming weeks, we’ll continue to break down every piece of outerwear you should consider copping this season in juicy detail. But there’s a lot of real solid options out there right now, so we did the legwork for you–yet again!–and tracked down the 10 styles to keep top of mind this autumn, along with one of each type we particularly dig. Because lord knows 2020 has proven to be a real shitshow so far, but I’ll be damned if I’m going to let it ruin this for me.

Fall outerwear today, fall outerwear tomorrow, fall outerwear for life. *Drops mic*

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The Harrington Jacket



Though you might nominally associate the harrington jacket with your preppiest friend’s preppiest friend, rest assured—the style ain’t just for the country-club set anymore. A nascent neo-prep revival has infused the once-stuffy silhouette with renewed relevancy, and this one is an ideal way to embrace the look without dropping a whole lot of cash on it. 

The Work Jacket



The work jacket is a hard-wearing, no-frills style that just gets the job done, no matter what that job is. And after all these years, Dickies still makes the Platonic form of the damn thing (for less than fifty bucks, no less). 

The Chore Jacket



What more is there left to say about the chore jacket that hasn’t already been discussed ad nauseam in post after post on this very site? By now we shouldn’t have to justify its prominent placement on this list. Bottom line: we’re big fans of the style and this fall you should be, too. 

The Denim Jacket



Aaah, the denim jacket. *Breathes in deeply* Just about the trustiest lightweight outerwear option on the market, and in the form of this one from Levi’s—an actual originator of the style—it’s never looked so damn good. 

The Field Jacket

Flint and Tinder


The field jacket riffs on an iconic military silhouette with functional details galore, including enough pockets to make any cargo pant-wearer green with envy. Flint and Tinder’s garment-dyed version—inspired by a trip to Joshua Tree—packs all the punch of the vintage styles that inspired it sans any of the cobwebs. 

The Trucker Jacket



Like its denim counterpart, the trucker jacket is a timeless silhouette beloved by outwear enthusiasts of all stripes. J.Crew’s light grey style, in a hefty (and famously durable) duck canvas, will only look better the more beat-to-shit it gets.  

The Bomber Jacket

Buck Mason


A bomber is about as classic as it gets when it comes to lightweight outerwear, and for good reason. Buck Mason’s sturdy oil cloth style comes with angled hip pockets and heat-gunned seams, done up in a wash that makes it look like you’ve had it for years. 

The Anorak Jacket

Pilgrim Surf + Supply


An anorak is key for fending off any pesky rain showers in style. This roomy take on the silhouette,  of Brooklyn’s Pilgrim Surf + Supply, is retro inspired in all the right ways with ample pocket room for added storage space. 

The Coach’s Jacket

Todd Snyder


Don’t sleep on the coach’s jacket, a simple, streamlined silhouette that looks good on every dude. Todd Snyder’s is made out of a water-repellent technical fabric straight from Italy and come fall, it’ll be just what the, ah, coach ordered. 

The Leather Jacket

John Elliott


Look, this one’s definitely an investment. There’s no two ways about it. But if you spring for the right leather jacket now it’ll pay dividends for the rest of your life, and this biker style from John Elliott—a rock star American designer of the highest order—is just what you’ll need this fall (and every one down the line). 

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Avidan Grossman is the Style eCommerce Editor at Esquire, covering men’s fashion, shoes, grooming, and accessories.

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Source : Esquire