The Best Fall Flannel Outfits for the Plaid-Obsessed


By Charles Poladian

For the flannel fanatic, autumn is the best season of the year.

The season is perhaps the best for men’s fall fashion. There’s so much variety: there are lightweight plaids, brushed flannels, long-sleeved Oxfords, and more to choose from. The bounty of stylish flannel outfits can actually be a bit of a curse when trying to narrow down your favorite looks.

Chances are you need some new flannels after wearing your favorite shirts until holes formed at the elbows. Finding a new favorite can often be tricky, but here are a few helpful tips and plaid styles to consider:

Ease Into Fall

Think about the weather. An early fall day could be cool in the morning and warm during the day, but then end with a chilly breeze at night. That’s a lot to consider when choosing a shirt, so start with something like the Midweight Flannel Shirt in Red Buffalo Check. It’s an incredibly soft shirt that can be paired with jeans or khakis. Dress it up by tucking it in, or stay cool by leaving it untucked and rolling up the sleeves.

The buffalo check is a classic flannel design standard, so it’ll look great for years to come. If you stick to the classics, you can quickly find a cut and style that works best for you.

Get Fancy

If you’re looking to dress up a bit, you can’t go wrong with the timeless look of a slim-fitting Oxford shirt. Flannel outfits that feature this Navy Tartan Crosby Oxford Shirt by Saturdays NYC will work for a casual night out with friends or a day in a laid-back office. In the hunt for your new favorite plaid shirt, versatility will go a long way.

For a more upscale look, try the Large Plaid Long-Sleeve Sport Shirt by 7 For All Mankind. The subtle colors and larger pattern blend seamlessly from far away and look even better close-up.

Stay Warm

Moving ahead in the season, the weather gets pretty consistent during the day, so it’s time for heavier flannel outfits. The Hanover Check L/s Shirt by Penfield is right at home for a fall hike or a day in the city. You could also go with the Red Mammoth Button-Down Shirt, which offers a little more rustic, rugged flavor.

Once you get closer to winter, it’s time for something warmer, but you’re still looking for versatility. Look for a classic fit in neutral colors with a warm lining. This Classic-Fit Plaid Sherpa-Lined Button-Down Shirt by Field & Stream will tide you over nicely until it’s time to pull out the heavy winter coat.

You can never go wrong with flannel in the fall, so have fun while you recharge your wardrobe. Once you figure out the weather and occasion, you can find a flannel to match. Pay attention to the weight and remember the check pattern for the future—knowing what type of plaid you like will jumpstart your next men’s fall fashion search for a new favorite shirt. Have fun and enjoy autumn!

You can never go wrong with a classic Red Buffalo Check flannel shirt. Check out this midweight option from J.Crew!


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