This is a functional outfit because the flannel provides warmth, while the raincoat provides water resistance.

Flannel Over a Button Up

Since flannel shirts are heavier and often more relaxed than standard button ups, you can wear them as light jackets over denim or Oxford shirts.

Just make sure your base shirt is somewhat fitted, and your flannel is somewhat relaxed. Otherwise, you’ll sacrifice mobility and comfort.

With a Denim Jacket

Flannel and denim go together like Wes Anderson and Bill Murray: they were simply meant to be.

In this case, the lighter blue jacket and sherpa collar are right at home with the brown flannel shirt.

The dark denim jeans glue everything together while avoiding the wrong Canadian Tuxedo aesthetic.

Flannel Shirt with a Suit

You can wear a flannel shirt with a suit, provided your suit is also made from a heavier fabric (in this case, worsted wool flannel).

Of course, you’re going to want to ditch the tie. Bonus points if your pocket square picks up any accent colors from your shirt.

Over a Turtleneck

Here’s a unique layering combo for those shockingly blustery fall and winter days.

Using a turtleneck sweater as your base layer, wear a flannel shirt unbuttoned, almost like a light jacket or cardigan.

Top this look off with a heavy wool topcoat. On bottom, jeans and boots are perfect, but you could wear wool trousers too.

Flannel Shirt and Chinos

Here’s a simple business casual look for fall and winter:

The green plaid shirt looks great with the acorn colored chinos and dark brown work boots.

With a Field Jacket

Flannel shirts and field jacket have a similar vibe: they’re both products of utility.

Combined, these pieces product a rugged, workwear aesthetic.

Questions About Flannel Shirts

Here are answers to some of the most frequently asked questions about wearing flannel shirts: