A teal plaid flannel shirt, faux leather leggings in black, blue sunglasses, and black booties.

Just Some Seriously Cute Outfits That All Start With a Flannel Shirt

As soon as the temperatures drop below 80 degrees, a flannel shirt is a must. (Don’t @ me. You know it’s true.) Cozy, festive, and typically a bit oversized, these tops cannot be beat. They’re so easy to stock up on throughout the season, too—so if you already have a closet full of flannels, you’re not alone. Styling them, on the other hand? That can get a bit tricky. Sure, it’s easy to throw on a flannel with your favorite pair of leggings and sneakers, but elevating the shirt so it looks totally Instagram-ready is an entirely different battle.

Luckily, there are plenty of ways to wear a flannel that take things up a notch. (!) Plus-size flannel shirt outfits simply require a bit of creativity with a few trends thrown in here and there—and, of course, your coziest flannel. Whether you’re into a grungy aesthetic or prefer to keep things polished all day every day, you’ll have no trouble styling your flannels in a way that reflects your own personal style.

Try wearing a pair of on-trend faux leather pants or toss on a flannel shirt over a midi dress for an unexpected cool and casual look. Alternatively, keep things simple with a flannel and jeans—and then add some seriously stand-out accessories. Quite frankly, the possibilities are endless, but they all begin with one thing: a flannel shirt.

Plus-size flannel shirt outfits are *the* way to go this season, so take some inspiration from the ensembles below and incorporate them into your own wardrobe. Because staying comfortable, cozy, and chic all fall and winter long should be everyone’s prerogative.

Here at Unruly, we’re committed to featuring plus-size pieces we genuinely love and want to share with you. We’re connected to an affiliate revenue program, which means we might make a small commission when you buy products through our shopping guides. This in no way affects the pieces we choose to feature, and it never will. (Confused? We’d love to answer any questions you have about this. Email us at beunrulyinfo@gmail.com!)

1. The Trendy Leather Leggings Look

It’s no secret that leather leggings have been ruling the scene this season—so try a pair with your coziest flannel for an easy, trendy look. Add some heeled booties and some adorable sunnies to top things off, and you’re good to go. Simple. As. That.

A teal plaid flannel shirt, faux leather leggings in black, round sunglasses, and black booties.

shop the look

flannel — $72.99 from Madewell
leggings — $25.74 from Torrid
shoes — $149 from Franco Sarto
sunglasses — $65 from Quay Australia

2. The Grungy but Chic Ensemble

Calling all grunge-lovers. Take an oversized flannel shirt, pair it with some barrel leg jeans, lug-sole booties (so trendy right now, ICYMI), and a fuzzy bag for a look that’s begging to be shared on social media.

A green plaid flannel, light-wash jeans, brown purse, and black booties.

shop the look

flannel — $24 from Boohoo
pants — $34.99 from H&M
shoes — $48 from ASOS
bag — $58 from Topshop

3. The No Pants, No Problem ‘Fit

Not into restricting your legs this season? No worries. Just throw on a plaid flannel shirt with a classic black midi dress. (We love a layering moment.) Keep things interesting with some pops of color from your accessories. You can’t go wrong with some green booties and blue sunglasses!

A black and white plaid shirt, black dress, green booties, and blue sunglasses.

shop the look

flannel — $29.70 from Torrid
dress — $62 from Universal Standard
shoes — $56 from ASOS
sunglasses — $189 from Apercu Eyewear

4. The Lounging Around Look

Even if you’re just hanging out the house, you can style your flannels to look amazing in any mirror selfie. Just add a pair of joggers and mules that double as slippers. Then, take it up a notch by making your phone case part of the outfit. It’s the little things, OK?

A red and black plaid shirt, gray joggers, black mules, and a phone case.

shop the look

flannel — $29 from Old Navy
pants — $32.70 from Torrid
shoes — $23.70 from Torrid
phone case — $65 from Casetify

5. The Yes, Another Pair of Leather Pants Outfit

If you love the faux leather look, but aren’t too into leggings, try a pair of leather pants instead. Add your favorite flannel, some square-toe heels, and drama queen sunglasses. Then get ready to rake in the compliments.

A blue and purple plaid flannel shirt, leather pants, black sunglasses, and nude heels.

shop the look

flannel — $19.20 from Boohoo
pants — $34.99 from H&M
shoes — $169 from Good American
sunglasses — $55 from Quay Australia