The best flannel shirts for men are wardrobe heavy-hitters. Famously tough but comfortable, flannel has its origins among 17th century Welsh farmers who prized its ruggedness and warmth. In the centuries since, men’s flannel shirts have been field-tested by generations of factory workers, frontiersmen, lumberjacks — and dads. By the turn of the 20th century in the U.S., Paul Bunyan’s red-plaid work shirt wasn’t just the classic men’s flannel shirt — it was the iconically American shirt: tough, affordable, and bold, synonymous with rugged independence.
Whether it’s a chilly spring morning, a trip to the mountains, or an evening campfire, there’s nothing better than a heavy, thick, soft flannel shirt. And you’ll find that the best flannel shirts for men give off a classic look that’s surprisingly versatile. They are comfortable, can be layered easily under a jacket or over a tank top, and, thanks to its collar and buttons, quickly dressed up when the occasion calls for it.
Best Flannel Shirts
This men's flannel has a major lumberjack vibe, and is made of 100 percent organic heavy weight cotton. If you're into thick flannel shirts this might just be the way to go.
This Blackwatch patterned flannel is constructed with triple yarn weave for a heavy weight feel. The slim cut outline gives a modern fit to this classic look.
A commanding classic that's brushed on both sides for extra softness, this sharp, medium-weight flannel sails easily from yard work to dinner out.
This is serious flannel. As in, not understated. The legendary buffalo-check plaid is a great match for tried-and-true flannel fans. But while the print is classic, this shirt itself has a more modern silhouette, with button-flap patch pockets and single-button cuffs.
Carhartt has been a dependable workwear brand for generations of men doing dirty jobs. It shouldn’t come as a surprise that its flannel shirt is one of the most durable on the list, and it’s a must for any man doing manly things. Made from a thick 8-ounce, ring-spun cotton flannel, this is a beefy fabric that can handle a few weekends spent working under a car. It’s pre-shrunk, has a roomy fit for plenty of movement and ample opportunity to layer underneath.
Combining classics can be hit-or-miss, but Legendary Whitetails gets it right by not overdoing either. The thick cotton fabric comes in some great complimentary-colored patterns, which are handsome in their own right and durable thanks to triple-stitched seams. But look closer and you’ll find the traditional Western shirt details — it’s genre-bending in all the best ways. Bonus: In addition to standard lengths, it’s also available in several tall sizes.
Let's start with the ultimate classic, a Pendleton flannel that will stand the test of time. This Pendleton flannel shirt, like its brethren, is woven in American mills and is made of midweight virgin wool. It has a notched spread collar, flap chest pockets, and adjustable two-button cuffs.
If red isn't your color, the brand has a huge variety of patterns, plaids, and colors to choose from. The shirts are warm, thick, comfortable, and well fitted. So order true to size. The pockets are sizable and actually functional, as opposed to being ornamental, which is a nice touch.
One of our favorite brands, of course, delivers one of our favorite flannel shirts for men. This flannel shirt stands out thanks to its wind-resistant fabric, meaning you can wear it to do yard work, or when you run from your car to the restaurant for dinner on a blistery night. You get adjustable button cuffs, a back pleat, a straight collar, and a full button front. It's made of 100 percent cotton.Thanks to its relaxed shoulders and wider armholes, you never feel constrained and have more freedom of movement.
The old-school men's flannel shirt may be a classic, but it fits like a garbage bag. That’s why we love the Amazon house brand Goodthreads, which has updated this traditionalist flannel shirt with a trimmer fit for the modern man.The all-cotton fabric has been specially processed so that it already feels like your favorite shirt from the first wear. The rounded hem is also great for an untucked, casual weekend look, though you can easily stuff it under a belt for relaxed nights out. The slim fit traces the chest without being overly restrictive.
Surprise: Classic menswear brand Chaps makes a damn good classic flannel shirt. A single chest pocket, button-down front and sleeves, and soft all-cotton flannel: This is the quintessential men’s shirt. But there are also a few nice details we’d be remiss not to highlight. Lighter in weight, this is easier to wear year-round than the heftier options on this list. We also like the fact that its fabric is moisture wicking — another benefit in warmer temps. If you’re looking for a shirt to look good in and wear often, this leads the pack.
Fashion is rarely cheap, but the J.Crew Mercantile flannel shirt is surprisingly affordable for such a good-looking shirt. While updating the fit and feel of this American classic, it hews closely enough to the original to warrant inclusion on this list.
The standout feature of this flannel shirt is its yarn blend, which lets it dry fast while also giving you ultimate comfort and softness. This is ultra-soft flannel, with rolled shoulders, a button-down collar, front pockets with button-through flap closure and an extended tail. You'd expect nothing less from a brand founded in 1883 in Michigan.
Classic New England prep meets an American standard in the Vineyard Vines shirt. Maybe it’s the faded colors or the embroidered spouting whale, but this shirt just screams the Northeast aesthetic. But lest you think that the company is breaking all the rules, this shirt still features a medium-weight cotton fabric, button-down placket and Oxford collar. Possibly just because of its preppy associations, we'd peg this as the most versatile shirt on the list, equally at home playing family-reunion football or jammed into a pair of khakis for casual Friday.
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