Best Men's Flannel Shirts

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.

The Yosemite Shirt in Blackwatch Plaid

The Yosemite Shirt in Blackwatch Plaid

Perhaps the finest example of a flannel shirt being made today comes at you from the great team at Taylor Stitch. With an eye for harnessing heritage design inspiration, beautiful materials and unique silhouettes, the Yosemite Shirt is part shirt, part jacket and oft-coveted. It’s ridiculously soft, modeled after classic chamois shirts and featuring the type of durable style details — like unbreakable Japanese urea buttons and flap chest pockets — that you’ve come to expect from the brand. Wear this over a henley, style it atop a cable crewneck sweater and button it up to take a weekend stroll. – $125

Stock Mfg Clark Plaid Flannel

Stock Manufacturing Clark Plaid Flannel

To the east of Taylor Stitch, making equally lauded product right in Chicago, lies Stock Mfg. Co. With deep family roots and the type of production quality you can only get from a factory that produces military-grade goods, Stock Mfg. Co. makes a heck of a flannel shirt — unsurprisingly. The Clark Plaid Flannel is a true keeper, made with a yarn-dyed flannel and a unique red, white and blue color. This is the type of flannel you’d be easily able to pair with your favorite pair of worn-in dark denim and trusty leather boots for hours of weekend adventures. – $82

Todd Snyder Flannel Plaid Shirt

Todd Snyder Flannel Plaid Shirt

Todd Snyder takes the same approach that’s made him a fashion favorite and translates it to a rugged piece that every guy should definitely have in his closet this season. The designer’s version of the Flannel Plaid Shirt manages to feel classic and yet modern at the same time thanks to the cool grey and navy colorway. Throw in a modern fit and the sort of design that looks dressy and yet casual at the same time, and you just might have found your new favorite flannel shirt — and then some. – $248

Roark Revival Highway 4 Flannel

Roark Revival Highway 4 Flannel

Named for a fictional character embodied by the brand’s spirit of rugged adventure and exploration, the Highway 4 Flannel pays fitting tribute to the highway to Tofino on Vancouver Island. You can be sure that the rugged, durable flannel can withstand every adventure you take in your day-to-day life, as well. In a neat red-and-blue allover plaid, it’ll offset a classic pair of slim khaki chinos nicely in dressier situations, and it’ll team just as readily with worn-in denim and beat-up leather boots for the type of rugged style you should reach for every day. – $60

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. – $129

Woolrich x Huckberry Wool Overshirt

Woolrich x Huckberry Wool Overshirt

When Woolrich and Huckberry team up, you should stop and pay attention. And when they team up on a washable wool overshirt that you can wear through the cold months ahead, you’d definitely do well to pay attention — and buy one as fast as you can. Utility chest pockets and adjustable button cuffs ensure that the shirt moves with you, not against you, and the washable wool is the sort of technological advancement one can only expect from the great folks at Woolrich and Huckberry. Pick it up now, wear it with your fall favorites tons. – $113

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. – $115

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. – $50

The Jack in Brushed Navy Plaid Flannel

The Jack in Brushed Navy Plaid Flannel

Taylor Stitch has managed to make another great flannel shirt. The Jack in Brushed Navy Plaid features 100 percent cotton flannel in a midweight, breathable 7oz. Flannel for durability and layering potential. The navy color and neat plaid pattern make it suitable for both weekend outings and business casual situations, particularly with the brand’s famous slim chinos. With a noted slim fit and high armholes, it offers mobility and a clean, tailored look — that means you can wear it untucked or tucked in without fear of looking out of place, no matter the situation. – Learn More

Wallace & Barnes Heavyweight Flannel Shirt

Wallace & Barnes Heavyweight Flannel Shirt

While the J. Crew main brand can still make all manner of shirts — from chambrays to flannels — with the best of ‘em, its Wallace and Barnes line is worth just as much of your time. The heritage-inspired line finds its roots in rugged, real-life workwear and pieces built for outdoor living. In this case, the Heavyweight Flannel Shirt is sure to become a seasonal style staple. Featuring a rich green-and-blue color and large front chest pockets, this is the shirt to wear on a cold, early morning dog walks or coffee runs — right? Right. – $98

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. – $69

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. – $125

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. – $50

Captain Fin Genuine Flannel

Captain Fin Genuine Flannel

Captain Fin is all about the classics, and the Genuine Flannel is a classic keeper — and then some. With front button chest pockets to hold a few pieces of your everyday carry, it’s the type of easygoing flannel shirt that would look great under a bomber jacket or over a thermal shirt. Add in your favorite denim, and there’s no question you’re set for every type of fall and winter style situation. The classic fit is everything you’d expect from a flannel, and seeing as it’s available for under $60, it’s just the right type of shirt to buy. – $58

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. – $125

Roark Revival Faller Flannel by Raph

Roark Revival Faller Flannel by Raph

When a brand like Roark Revival puts out what it calls the “heartiest shirt in its lineup,” you stop and pay attention. When that shirt just happens to be a rich, rugged shirt-jacket lined in nylon for durability and warmth, it’s pretty easy to see why this piece is a fall and winter style essential. The navy allover stripe is unique and visually interesting, allowing it to pair with rugged denim or slim garment-dyed chinos through almost any chilly weather you can think of encountering this coming season — and definitely beyond that. – $98

Grayers Harper Heritage Flannel

Grayers Harper Heritage Flannel

From its lightweight linen shirts in the spring and summer to its hearty flannel shirts for fall and winter, Grayers never fails to use excellent-quality fabrics and reliably stylish designs. The Harper Heritage Flannel falls right in line with the brand’s ethos, featuring a soft brushed heather twill fabric, plus a navy-and-cream color scheme. The pattern and construction make it casual-yet-refined; you should team this shirt with a herringbone blazer and dark denim for rugged high-low style, or match it with chinos and a grey crewneck sweater for the sort of look that’s ideal for grabbing a weekend coffee. – $98

Howler Brothers Harkers Flannel

Howler Brothers Harkers Flannel

You know a Howler Brothers shirt when you see one, from the classic plaid pattern to smaller details like the button chest pocket and reinforced elbow patches. It’s a hearty, tough and stylish shirt that’s just meant to be worn with other fall style staples, like a leather field jacket and beat-up leather boots. Team it with slim navy chinos and suede chukkas for an office-ready look, or take it off the beaten path with a shearling flight jacket and your toughest camping gear. The way this shirt is built, it can take it. – $65

Relwen Plaid Double Flannel

Relwen Plaid Double Flannel

You sometimes have to look high and low to find a flannel shirt you can wear more than one way — that is, as both a jacket and a shirt. This double-layer flannel shirt features 100 percent cotton yarn-dyed chamois for extra softness and comfort. The Red Tartan color is particularly stylish — it would contrast nicely with slim charcoal flannel trousers and wingtip boots, or pair up nicely with broken-in denim and black Chelsea boots. high-low style. For nearly $250, you should certainly aim to style it in ways both dressy and more laidback — it’s worth the investment. – $248

J.Crew Buffalo Check Midweight Flannel

J.Crew Buffalo Check Midweight Flannel

J. Crew continually gets a lot of things right in terms of its approach to casual, essential and relatively affordable men’s shirting. The Midweight Flannel shown here is just the ticket to accessible, easily wearable style wherever you go this fall. It’s the kind of effortless piece the brand has perfected over the years, made with a midweight flannel that should layer nicely under a crewneck sweater or a shawl-collar cardigan. It can also go dressier — you should aim to pair this with a worsted wool navy blazer and dark denim for standout everyday style. – $80

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