Best Flannel Shirts For Men

20 Best Men’s Flannel Shirts

Posted in GEAR GUIDES, SHIRTS By

While there are certain shirts that can be worn year-round, there’s no shirt that exemplifies rugged fall and winter style quite like the perfect flannel shirt. The best men’s flannel shirts harken back to the hearty, outdoor-oriented nature of this tough, yet comfortable fabric. And yet, brands are finding newer and better ways to update them for today’s modern guy.

Whether you find yourself squarely in the outdoors set or are more inclined to stroll to Sunday brunch, there’s definitely a place — or several — in your wardrobe for the flannel shirt. And you’ve got plenty of brands and options to pick from, as heritage brands are making flannels right alongside more familiar menswear labels. The durability and versatility of a flannel shirt is such that you can layer it over a henley or thermal shirt, you can style it atop — or beneath — a slim crewneck sweater, and you can certainly wear it on its own. The rest of the time, you should wear it exactly how you please — the best men’s flannel shirts can handle anything you throw at ‘em.

Taylor Stitch Yosemite Shirt In Red Buffalo Plaid

Taylor Stitch Yosemite Shirt In Red Buffalo Plaid

Perhaps the best flannel shirt on the market this year — or any year, for that matter — the much-loved Taylor Stitch Yosemite Shirt is back again, and in an extremely fall-ready color at that. The rich Red Buffalo Plaid makes this flannel shirt a favorite, easily to style with rugged dark denim and brown leather boots atop a thermal henley. And the tailored-yet-not-too-tight fit is exactly what you want when it comes to fall and winter layering. The organic cotton flannel chamois fabric is classic and extremely soft, making this the perfect shirt for chilly weekend mornings and work days – preferably when worn under a tailored topcoat with herringbone trousers. – Shop Now

Todd Snyder Button Down Flannel Shirt

Todd Snyder Button Down Flannel Shirt

Is there such a thing as a refined flannel shirt? Absolutely — and Todd Snyder, a personal favorite of ours and lauded American menswear designer, is right on track when you want to upgrade your fall and winter shirting collection. Crafted in rich, sleek black-and-white plaid, this button down flannel shirt is the ideal option for pairing with a tan herringbone blazer and broken-in black denim — think of it as adding some rock n’roll edge to your office look. Made in Portugal from brushed flannel, it’s a perfect addition to layered looks aplenty. – Shop Now

Outerknown Highline Shirt

Outerknown Highline Shirt

For sustainable and seriously durable, rugged style, it’s tough to beat Outerknown — the brand churns out laidback essentials that deserve a spot in your wardrobe, none moreso than the Highline Shirt. Made from a blend of organic and regular cotton, plus linen, this shirt features the type of easy-going styling that only comes from years of wear — maybe that’s why we like it so much, especially when worn with broken-in denim and suede chukka boots. It’s the rare lightweight flannel you can layer with ease — atop a slub T-shirt, then under a premium hoodie for a fall bonfire. – Shop Now

Bonobos Flannel Shirt

Bonobos Flannel Shirt

Bonobos excels at making office-friendly gear that’s a cut above average — and they’ve also done quite the job when it comes to dipping their toes into the casual territory of off-duty style. Witness the Red Falls Plaid Flannel Shirt, a handsome number that makes fall weekend style quite easy. Simply pair it with the brand’s slim denim or tan chinos and a crisp white pocket T-shirt for a weekend coffee date — simple style made easy, in a way that’s premium and refined. – Shop Now

Topo Designs Plaid Field Shirt

Topo Designs Plaid Field Shirt

So, you’ve got your rugged backpack, tough chore pants and durable hiking boots — what are you wearing up top? The Topo Designs Plaid Field Shirt, modeled off classic workwear and military shirting for extreme toughness and fall-ready style. Made from twill organic cotton and featuring oversized buttons for an easy-to-layer appeal, we appreciate the utility pockets (made large to hold your everyday carry essentials) and the option to also pick one up in Navy and Red Plaid. For under $100, it could be the best flannel shirt you buy for the season. What could be more perfect than that? – Shop Now

Filson Scout Shirt

Filson Scout Shirt

Filson’s Scout Shirt is worth every bit of the price tag — more than $100 can feel like a lot for a flannel shirt, but particularly when it comes to this piece, you won’t regret it. With a neat multi-color plaid pattern and the type of classic, rugged durability one expects from Filson, you should put this piece in your bag every time you need a tough fall or winter outer layer. However, in more relaxed weekend outings, you could wear it on its own with a knit cap and trusty gloves. Not bad for one shirt — not bad at all. – Shop Now

L.L. Bean Fleece-Lined Flannel Shirt

L.L. Bean Fleece-Lined Flannel Shirt

L.L. Bean is likely one of the first brands that pops to mind when you think of classic, New England-style pieces. That ethos starts with the brand’s lauded “Duck Boots,” and it carries just as much weight when it comes to warm, easily layered pieces like its Fleece-Lined Flannel Shirt. Made with garment-dyed and brushed flannel for extra comfort, this classic shirt is going to feel right at home this holiday season and into the cold winter, especially with a plethora of color options and a reliably affordable price point. – Shop Now

Taylor Stitch Crater Shirt

Taylor Stitch Crater Shirt

It’s clear to us — and hopefully, to you — that Taylor Stitch can make a heck of a flannel shirt. The Crater Shirt is another much-loved style that would work handsomely with dark indigo denim and brown leather moc toe boots — it’s got “outdoor weekend adventure” written all over it, to say the very least. Available in a handsome and essential Burgundy Plaid, it’s fitting that the Crater Shirt would work exceptionally well with rugged chore pants or tan chinos in equal measure — both style staples at which Taylor Stitch excels, naturally. What’s stopping you from picking up the Crater Shirt and wearing the heck out of it this fall? Only you. – Shop Now

Portuguese Flannel Studio Shirt

Portuguese Flannel Studio Shirt

Oftentimes, you just need a shirt to throw on and stay warm on chilly fall and winter weekends. It helps if the shirt is cut stylishly from supremely soft and comfortable fabric, as the Portuguese Flannel Shirt just so happens to be. These are a sleeper favorite, available via Huckberry and primed to pick up just in time for chilly fall weather. We love the Maroon Plaid for its versatility — it’ll team readily with slim black denim or tough tan canvas field pants in equal measure — and you can even wear it with a grey flannel blazer and black chinos at the office. – Shop Now

Wallace & Barnes midweight flannel shirt in rustic plaid

Wallace & Barnes Midweight Flannel Shirt in Rustic Plaid

The Wallace & Barnes line at J. Crew has always taken the brand’s heritage to the next level, playing off military and workwear silhouettes in premium ways — the Midweight Flannel Shirt shown here is no different. Cut in a fitting Rustic Plaid color that pairs seamlessly with inky blue denim and a crisp white tee for timeless fall weekend style. Two front-button pockets offer a bit of workwear-inspired styling, while the price (under $80) means you should consider picking up multiple colorways and then pairing them with style staples like a long-sleeve henley or a thermal shirt for weekend outings on end. – Shop Now

Woolrich Oxbow Bend Plaid Flannel

Woolrich Oxbow Bend Plaid Flannel

Sometimes, it pays to stick with classic fall shirting — particularly when it comes to flannel shirts. And in that regard, the Woolrich team knows what it’s doing. Make no mistake, they stick to their guns with authority, and the Oxbow Bend Plaid Flannel Shirt, especially in a classic Old Red Buffalo color, gets the job done nicely. Made from a 7oz. boulder-washed cotton flannel, it features reinforced underarm gussets for greater range of movement — not to mention double flap chest pockets for extra storage space. Cold fall and winter mornings just met their match. – Shop Now

Filson Alaskan Guide Shirt

Filson Alaskan Guide Shirt

When only rugged, durable gear will do, why not reach for a flannel shirt from Filson? There are few brands who do tough outdoor shirting better, and the Alaskan Guide Shirt definitely exemplifies that. It’s built from a medium-weight cotton flannel that features built-in wind resistance — definitely rare among flannel shirts. The pleated back offers ease of movement, while the fabric itself is also abrasion-resistant; again, this is definitely a flannel shirt that can stand up to your toughest test this season. Pair it with your toughest denim, and you’ll be set for cold weather to come. – Shop Now

Quiksilver Motherfly Flannel Shirt

Quiksilver Motherfly Flannel Shirt

For a brand that’s built its name on the quality of its surfing gear, Quiksilver makes just the type of flannel shirt you’d want on when you’re camping on the beach, too. The Motherfly Flannel combines Northwest-inspired looks with a brushed cotton flannel for the type of style that’s fit for wearing when the night gets breezy. The contrasting pattern chest pocket adds some visual interest, and the modern fit should slide easily over a broken-in tee on chilly fall mornings — and don’t forget to bring it with you on your next beach trip. – Shop Now

Topo Designs Mountain Shirt

Topo Designs Mountain Shirt

A made-in-America flannel shirt is exactly what you should reach for when it comes time to dress for your next outdoor — or indoor — adventure. The Topo Designs Mountain Shirt is just the pick you should make, crafted to fit trim and modern with enough room for layering other rugged menswear essentials. Available in two color options — including the always-classic red-and-black plaid, the Western styling and two front pockets are neat touches. And seeing as it’s made by a brand that knows a thing or two about great style, you can be sure it can take a beating. – Shop Now

John Elliot Plaid Flannel Shirt

John Elliot Plaid Flannel

The brand that pioneered the rise of athleisure — in a no-nonsense, premium way — is back at it with a flannel shirt that channels edgy style in a way that’s still on-brand. John Elliott doesn’t pull any punches when it comes to a sharp flannel shirt that would team nicely with slim black jeans or skinny light wash denim for a bit of grunge-inspired style. What does that mean for you? It means this is a well-cut flannel shirt that should be easy to team with high-top sneakers and a leather moto jacket — how’s that for a new way to wear your flannel shirt? – Shop Now

Howler Brothers Stockman Flannel Snapshirt

Howler Brothers Stockman Flannel Snapshirt

Howler Brothers has always taken an innovative and outdoor-ready slant on the classic flannel shirt, and the rugged and tough Stockman Flannel Snapshirt is no different. Made with a brushed cotton poly-flannel — ideal for wearing on a day hike, and then to your favorite brewery — the rich color and easy-going mobility of the Stockman Flannel Snapshirt. Complete with small touches like a sunglass-cleaning microfiber at the shirt hem, the Stockman teams up quite nicely with the adventure-ready gear you know and love (think tough chore pants and beat-up leather hikers). – Shop Now

Brooks Brothers Regent Fit Plaid Flannel Sport Shirt

Brooks Brothers Regent Fit Plaid Flannel Sport Shirt

Surely, you know Brooks Brothers for the brand’s classic, timeless Oxford shirts in shades like crisp white and blue — but did you know the brand makes quite a seasonally ready flannel shirt, too. The Regent Fit Plaid Flannel Sport Shirt is dependable & made from brushed cotton for an exceptionally easy-to-wear take on the flannel shirt, but this time cut in a way that makes it a bit more refined. To us, that means you can wear it with a cream cable cardigan and crisp blue denim to a formal dinner party just as readily as you can wear it atop a thermal henley for a relaxed Saturday night at home in front of the fire. Brooks Brothers just delivers. – Shop Now

Save Khaki United Checked Cotton-Flannel Shirt

Save Khaki United Checked Cotton-Flannel Shirt

The great thing about diversity in the menswear space these days has to be sheer number of unique options you get when searching for menswear essentials like the flannel shirt from Save Khaki United shown here. Known for, well, khaki trousers and other crisp menswear staples, this checked cotton flannel shirt is just different enough, from the flap button pocket to the cool color to the fact that it’s a bit dressier than your average flannel shirt. That’s great enough to qualify it for inclusion in our list of the best flannel shirts, just in time for fall and winter. Want to dress it down a bit? Pair it with a rugged cotton crewneck and dark jeans. – Shop Now

Pendleton fitted Board Shirt

Pendleton Fitted Board Shirt

Pendleton definitely delivers on yet another classic iteration of its Fitted Board Shirt — still the brand’s top-selling shirt today. Made from the brand’s one-of-a-kind machine-washable wool sourced near the Pendleton mill, it doesn’t get much better for a modern-fitting, durable shirt. The midweight fabric is crafted to resist water and stains. It’s also available in a range of colors, so if you like your flannel shirts well-crafted and easy to wear no matter the situation, you should definitely go right out and buy the Board Shirt. While you’re at it, wear it as much as you can. – Shop Now

Faherty Brushed Alpine Flannel Shirt

Faherty Brushed Alpine Flannel Shirt

The folks at Faherty Brand continue to add to their arsenal of stylish, rugged and laidback gear for each and every season — the Alpine Flannel Shirt features a midweight flannel that’s ideal for layering. It only helps that the Autumn Plaid color teams nicely with other Faherty Brand staples, pieces like an indigo thermal shirt or a crisp natural pocket tee. Like other essentials from Faherty, you’re investing your hard-earned dollars, but in a way that pays off weekend after weekend. – Shop Now

Best Men's Flannel Shirts

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