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The Best and Most Comfortable Flannel Shirts for Men

By March 17, 2021 No Comments
The Best and Most Comfortable Flannel Shirts for Men

It’s hard to get manlier than a flannel shirt—the wardrobe of lumberjacks, construction workers, and outdoorsmen. They are long-sleeved, brushed cotton, usually plaid, button-up garments chock-full of masculinity. And with the right assortment of fabric weights, you can have a flannel as your go-to shirt throughout most of the year and feel more comfortable than most anyone else you walk past. Sure, you’ve already got your favourite and most stylish hoodies, but let’s talk some flannel. 

Of course, there are a few things to keep in mind when you’re shopping for the right flannel. 

Climate

Depending on where you live, temperature variability will impact the sort of flannel you want to buy. If you live in a place with four defined seasons, having a heavy-duty flannel for the winter will keep you toasty, while some lighter-weight options would be ideal for those months when the breezes are a little warmer. You may even want to look at a flannel option that combines a shirt’s comfort with a jacket’s insulation. Some industrious shirtmakers are now adding product lines with quilted lining and even a hood to help take the bite out of winter. 

Occupation

As we mentioned above, the men of the forest and the construction site are the guys most people think of when it comes to using flannel as part of an everyday wardrobe, and there’s a good reason for that. Flannel shirts are made strong, and the brushed cotton allows the garment to trap air and preserve warmth. However, with modern textile mills creating a more comprehensive range of weight options, flannel is becoming more common in the boardroom than ever before. And once you get used to the comfort of a flannel shirt, it’s going to be hard to wear anything else. Just be sure to look for more tapered cuts that tuck in without bunching, and blend well with a blazer. Depending on your office, you may want to stick to the single color options or at least stay away from the bold plaids.

Form and Style

In the mid-1990s, rock musicians made the humble flannel shirt something of a cultural icon. They took a modest working garment and showed that it had so much more potential. Today, flannel shirt makers are building on that revolution. The flannel shirt is now available as heavyweight winter gear, lightweight hiking attire, and brilliantly styled, form-cut business wear. Of course, as men today lead lives of diverse hobbies and ambitions, having a range of flannel in the wardrobe from any given situation might be your best option. 

It’s hard to get manlier than a flannel shirt—the wardrobe of lumberjacks, construction workers, and outdoorsmen. They are long-sleeved, brushed cotton, usually plaid, button-up garments chock-full of masculinity. And with the right assortment of fabric weights, you can have a flannel as your go-to shirt throughout most of the year and feel more comfortable than most anyone else you walk past. 

Of course, there are a few things to keep in mind when you’re shopping for the right flannel. 

Climate

Depending on where you live, temperature variability will impact the sort of flannel you want to buy. If you live in a place with four defined seasons, having a heavy-duty flannel for the winter will keep you toasty, while some lighter-weight options would be ideal for those months when the breezes are a little warmer. You may even want to look at a flannel option that combines a shirt’s comfort with a jacket’s insulation. Some industrious shirtmakers are now adding product lines with quilted lining and even a hood to help take the bite out of winter. 

Occupation

As we mentioned above, the men of the forest and the construction site are the guys most people think of when it comes to using flannel as part of an everyday wardrobe, and there’s a good reason for that. Flannel shirts are made strong, and the brushed cotton allows the garment to trap air and preserve warmth. However, with modern textile mills creating a more comprehensive range of weight options, flannel is becoming more common in the boardroom than ever before. And once you get used to the comfort of a flannel shirt, it’s going to be hard to wear anything else. Just be sure to look for more tapered cuts that tuck in without bunching, and blend well with a blazer. Depending on your office, you may want to stick to the single color options or at least stay away from the bold plaids.

Form and Style

In the mid-1990s, rock musicians made the humble flannel shirt something of a cultural icon. They took a modest working garment and showed that it had so much more potential. Today, flannel shirt makers are building on that revolution. The flannel shirt is now available as heavyweight winter gear, lightweight hiking attire, and brilliantly styled, form-cut business wear. Of course, as men today lead lives of diverse hobbies and ambitions, having a range of flannel in the wardrobe from any given situation might be your best option. 

1. REI Co-op Wallace Lake Lightweight Flannel Shirt - Men's

We think of flannel on those cold days. When the wind is whistling, the snow is blowing, and we want a heavy-duty shirt to keep us warm. However, there are those days in early spring or autumn where you just need something a touch more insulating. A bit more warmth than a regular cotton shirt can muster, but not quite so intense as the heavy-duty variety. The Wallace Lake Lightweight Flannel is perfect for just such a day. It’s breathable and easy to wear. And rugged enough to look damn fine while you’re camping, hiking, or chopping up some wood.

Key Features

  • Button front, cuffs, and chest pocket
  • Canvas tape at sleeve placket for added durability
  • Machine washable 
  • Available in three plaid varieties

Specifications

  • Cotton flannel
  • Available sizes: S-XXL

2. Everlane - The Brushed Flannel Shirt

One-color brushed flannel with two button-up pockets on the chest totally qualifies as hipster-cool. Although, that doesn’t mean you have to be a hipster to pull this off. We’re merely suggesting that if you wanted to grow out a badass beard, get yourself an undercut, and a couple of tattoos, you’d look right at home in this shirt. The great thing about hipster style going mainstream is that this flannel also works for backcountry men, weekend BBQ men, or silicone valley boardroom men. And it’s ridiculously comfortable.

Key Features

  • 5.8-ounce flannel cotton fabric
  • soft-but-abrasion-resistant finish
  • Two-button closure flap pockets
  • Machine wash cold, gentle cycle, lay flat to dry

Specifications

  • 100% cotton
  • Available in sizes XS-XXL

3. Gitman Vintage Country Plaid

In 1932, Max Gitman started a shirtmaking tradition that’s still going strong. Inspired by vintage makers and their time producing clothing for the U.S. military, Gitman releases a small collection every year that never fails to outdo itself. This offering, a classic button-down shirt in soft brushed cotton with a windowpane plaid, is slim cut and specced for a modern fit. They include a back box pleat to improve your overall range of motion and a single buttonless breast pocket to hold something important in a pinch. It’s the sort of shirt you get when you have four generations of shirtmakers in the room.

Key Features

  • Finished with a back collar button and locker loop
  • Sewn with double-track stitching, pioneered for the U.S. Military
  • Single patch pocket at the left chest
  • 100 percent made in the USA

Specifications

  • 100% cotton
  • Available sizes: S-XL

4. Todd Snyder - Portuguese Red Plaid Flannel Shirt

This is a flannel made for urban adventures. When the autumn starts to roll in, you’re going to want to have the comfort, warmth, and style that come standard with this finely made red plaid shirt on hand as you traipse about the city. The tailoring through the chest and sleeves is slender for a modern silhouette, but the premium lightweight 100 percent cotton from Portugal makes it breathable and able to move with you as you go. This shirt might just be enough to make you look forward to the fall.

Key Features

  • Button closure
  • Button-down collar
  • Button-through breast placket
  • Machine Washable

Specifications

  • 100% cotton
  • Available sizes: S-M

5. Fjallraven Singi Heavy Regular Fit Flannel Shirt

This Swedish brand has had a massive impact on helping the Lumber-sexual look go mainstream. And this heavy flannel is just the sort of thing you need if you want to wander out on a snowy afternoon and chop wood for the evening fire in a seductive-sort-of-way. Of course, you could also wear it without any plans of being alluring. The extra weight is perfect for adding warmth, and the regular cut allows you to tuck a base layer underneath on those frigid mornings. The double, buttoned chest pockets are also great for tucking glasses, shopping lists, or left empty as a prominent deep-woods design aesthetic.

Key Features

  • Regular fit accommodates a base layer if needed
  • Sturdy fabric insulates and withstands a day of chores
  • Two flap-style button-through chest pockets
  • Button-down collar

Specifications

  • Available in sizes: S, M, XXL
  • 100% cotton
  • Weight: 15.5 oz.

6. Pendleton Men's Long Sleeve Classic Fit Board Wool Shirt

These guys have been making blankets and flannel shirts for six generations now, and if there’s one thing they know how to do, it’s to generate warmth. With its straight-cut style, this shirt works perfectly as an untucked top layer and allows you lots of space to stick a t-shirt underneath to help with layering up or down on a long hike. The two chest pockets are flap-over and bias-cut, with the capacity to tuck any number of odds and sods you might need handy.

Key Features

  • 100 percent Umatilla Virgin Wool
  • Machine Washable
  • Straight hem
  • Perfect for broad-shouldered men

Specifications

  • Available sizes: Standard, Tall, Big, Big & Tall
  • 100% wool
  • Weight: 11.22 oz.

7. Outerknown - Blanket Shirt

If you have even a little bit of grunge-rock in you, this is the perfect flannel for your collection. It’s made from heavyweight organic cotton twill, with buttons made from nuts. Yet it’s sturdy, incredibly soft, and breathable. It’s the sort of shirt that Neil Young only needs to buy once, and it will last him another 40 years on stage and rambling about the country.

Key Features

  • Buttons are made from the nut of the tagua palm
  • Designed with an easy fit, ideal for layering on chilly nights or mornings
  • No harmful synthetic chemicals

Specifications

  • 100% organic cotton

8. Patagonia Lightweight Fjord Flannel Shirt

This is going to be your favorite adventure shirt. It’s made from organic cotton with a twill weave, and it’s got a single chest pocket that’s perfectly sized for your passport. The lightweight flannel is brilliant for trekking about Machu Pichu or keeping you comfortable on a stuffy trans-Atlantic flight. All of which means you aren’t going to want to travel in anything else.

Key Features

  • Lightweight flannel with cozy warmth for après-ski activities
  • Passport-compatible pocket for a quick access
  • Crafted according to Patagonia’s eco-conscious standards
  • relaxed-fit styling

Specifications

  • 100% organic cotton
  • Weight: 11.2 oz. 

9. SID MASHBURN Cotton Flannel Shirt

Vintage, military-inspired flannel, there is no way to go wrong with this garment. An updated version of the jackets issued to Chief Petty Officers in the U.S. Navy back in the 1930s, this here is flannel with grit and sophistication. The greatest generation knew how to style a shirt. The dark green works well if you need to dress it up to business casual, but it’s most at home on top of a good pair of dark denim.

Key Features

  • Dark-green cotton-flannel
  • military-inspired
  • 100% cotton
  • Machine wash

Specifications

  • Fits true to size

10. Filson - Scout Shirt

Being a lightweight cotton twill flannel, you don’t have to pack this one away as the seasons change. This is what you call a four-seasons flannel. Its comfort, warmth, and breathability make it just the thing to have handy on a cool summer evening at the lake, as well as under a parka during a backcountry snowshoe. You never feel constrained in this flannel with its specially designed pleated shoulders. A full range of motion is always doable.

Key Features

  • Yarn-dyed fabric resists fading
  • Button-front closure with spread collar
  • Two chest pockets with button-flap closure
  • Durable, military-grade melamine buttons

Specifications

  • 100% cotton twill
  • Available sizes: XS-XXXL

11. Patagonia - Men's Long-Sleeved Fjord Flannel Shirt

When Patagonia releases a Fjord Flannel, you know it’s the sort of shirt that can go through pretty much anything and keep you comfortable. This one, made using heavyweight 6.5-ounce organic cotton flannel, is designed to be worn 300 days a year. Although, maybe keep in handy in case of a summer cold snap. Available in a bold, colorful selection of yarn dyes that will never go out of style. Which is important, as this is the sort of flannel shirt that will last you a lifetime.

Key Features

  • Two oversized button-closed chest pockets
  • Adjustable button cuffs
  • Straight cut hem
  • Heavyweight organic cotton

Specifications

  • 100% organic cotton
  • Weight: 16 oz.
  • Available sizes: XS-XXL

12. Wrangler men's Authentics Long Sleeve Quilt Lined Flannel

If you’re looking for something a little heavier for those cold mornings while the truck’s warming up, the folks at Wrangler have you covered. This hardcore flannel does double duty as a top shirt and a light jacket, and the hood is there just in case the temperature takes a surprise dip down, and you’re caught without a hat. Plus, it looks sort of cool. The Diamondback quilted polyester padding might be a touch too much for the warmer days, but it’ll ensure you stay comfortable and warm when you need it most.

Key Features

  • 100% Brushed Cotton flannel outer layer with a Polyester lining
  • 2 side seam pockets with quilted lining
  • 2 button front dual chest pockets with one pencil pocket 
  • Relaxed Fit

Specifications

  • Available in sizes S-XXL
  • Weight: 17.92 oz.

13. Flint & Tinder - Crossback Workshirt

When you show up on the job site in a Crossback work shirt, it’s pretty clear to everyone that you mean business. Flint and Tinder worked with a custom flannel mill to create this hardy flannel from scratch. It’s a loose weave twill flannel that’s softer than anything else you’ve experienced in a shirt. Not to mention it’s ridiculously comfortable and as heavy as a blanket. The plaid patterns are also completely custom, meaning you aren’t going to see this look out there on any low-grade copy. This is a flannel that can put in a day’s work and look good doing it.

Key Features

  • Crossback construction reinforces the yoke and adds comfort and mobility to the shoulders
  • Dual chest patch pockets with button closure for stashing pens and EDC
  • Triple-needle reinforcement at side seams, yoke, and armhole for long-lasting durability
  • Oversized buttons to match the thickness of the flannel

Specifications

  • 100% cotton
  • Available sizes: S-XXL

14. L.L. Bean - Men's Scotch Plaid Flannel Shirt, Slightly Fitted

There is a sort of guy who lives and breaths flannel. In the winter, they keep warm in a heavy weave cotton flannel, and in the summer, it’s a lightweight plaid number that breathes and keeps you cool. When they have to do business casual, they toss a blazer over the flannel and practically start an office trend. For those men, they can never have too many scotch plaid shirts in the closet. Tailored to fit and made tough, this incredible offering from L.L. Bean is equally at home out on the trails, at the job site, in the office, or lounging with the family.

Key Features

  • Made of high-quality Portuguese cotton flannel
  • Authentic tartans are yarn-dyed for lasting color
  • Slightly Fitted: Relaxed through the chest and sleeve, with a slightly slimmer waist
  • Shirttail hem

Specifications

  • Available sizes: S-XL
  • Available in Regular and Tall

15. Taylor Stitch - The Yosemite Shirt in Navy

This is precisely the sort of shirt you wear if you’re Earnest Hemmingway or Teddy Roosevelt. A man who is up for an adventure and ready for whatever comes his way but never too proud to admit you like the finer things. Made from a sturdy 9-oz flannel chamois, the Yosemite Shirt is incredibly soft to the touch and comes equipped with the no-nonsense features you’ve come to expect. Two flap chest pockets, a California-style collar, and a shorter cut (perfect for wearing untucked) make the Yosemite a relaxed everyday shirt that will take whatever you throw at it.

Key Features

  • Lock stitched buttons and buttonholes
  • Tailored fit and high armholes
  • Shorter tail length to be worn untucked
  • No pleats for easy ironing and clean lines

Specifications

  • Available sizes: XS-XXL
  • 100% cotton flannel
  • Weight: 9 oz.

16. Dakine Men's Reid Tech Flannel Shirt

This is proof that the flannel shirt is an evolving garment. Often with flannel, people think warm, lumberjack, working man, sturdy, but the Raid Tech Flannel is pure sophisticated style. Starting with the fabric, this shirt is made with Stretch dyed yarn 278GSM long sleeve flannel, meaning it has a little give to it, so it moves with you. The evolution doesn’t stop there, though. This shirt contains Polygiene Odor Control Technology to help ensure that you don’t need to worry even if your deodorant fails. Oh, and it’s also water-repellant!

Key Features

  • Polygiene Odor Control Technology
  • Rubber button front placket
  • Front chest pockets with button-down flap
  • Back neck hanger loop 

Specifications

  • Available sizes: S-XL

17. Taylor Stitch: The Yosemite Shirt in Dusty Red

Certain clothes can make you look forward to a season. Peacoats in winter, Birkenstocks in summer. Well, the Yosemite Shirt is just the sort of garment that will make you look forward to autumn. The leaves are changing, the air is a little crisper, and it’s time for a little extra warmth from your everyday wear. Whether you’re heading out for a long walk in Central Park or finding a winding trail to wander along, the Yosemite shirt is the perfect flannel for an autumn day. Of course, as the temperature continues dropping, it fits brilliantly under that peacoat to ride out the colder months.

Key Features

  • Lock stitched buttons and buttonholes
  • Tailored fit and high armholes
  • Shorter tail length to be worn untucked
  • No pleats for easy ironing and clean lines

Specifications

  • Weight: 9 oz.
  • 100% cotton

18. Buck Mason - Brushed Flannel Two Pocket Shirt

This mid-weight flannel is an easy-fitting work shirt in textured cotton that keeps you warm and is perfect for layering. However, there was no skimping on the details. The dish-style buttons are made from die-cut polyester blanks, burnished to a high gloss finish, so they glide effortlessly through the keyholes. A light, woven trim is applied to the collar, underneath the pockets, and behind the button-board for added strength at the major stress points. And the cotton fabric is brushed inside and out, creating more surface area to trap heat and make this shirt soft enough to be worn next to your skin.

Key Features

  • 6.2 oz Mid-weight cotton twill, brushed soft
  • Cut full to allow for layering over a t-shirt
  • Two Pocket Shirt with dish-style buttons
  • Reinforced at all major stress points

Specifications

  • Available sizes: XS-XXL
  • 100% cotton

19. Pendleton Men's Long Sleeve Super Soft Burnside Flannel Shirt

Pendleton’s has been owned by the same family for the last six generations, which means they’ve had time to perfect the flannel shirt and pass on that know-how. And as soon as you put one on, you won’t need any further convincing. They actually started out making blankets and transferred that knowledge of cozy-making onto producing shirts, and the world is a better place because of it. This particular garment is a brushed cotton flannel that goes effortlessly in the washing machine. It has two oversize chest pockets that make a handy place to stick a notepad, passport, or whatever item you need to have at the ready. And it has a relaxed feel spread collar that doesn’t take itself too seriously. It’s a brilliant shirt.

Key Features

  • Machine Washable
  • 100 percent brushed cotton
  • Two chest pockets with flaps
  • Spread collar 

Specifications

  • Medium-XXL
  • 11.85 oz.