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16 Flannel Shirt Outfits That Feel Fresh and Fun

"What, this old thing? I've had it for years."

flannel shirt outfit
Christian VierigGetty Images

The flannel shirt is not only a closet staple but also my default shirt for fall. I know I'm not alone here. Perhaps you’re like my boyfriend and own about 20 different flannels (that are all somehow from Costco—no judgment, babe). For years, I've been buttoning up my flannels and tucking them into jeans or letting it all hang out and leaving them unbuttoned over a t-shirt. But, truth be told, I’m a little bored with these outfits, and it's time to amp up my fall-back, fall look. So, after some street style scouring, I've uncovered 16 fresh ways to rework and accessorize your flannels. Just pick your favorite, below.

stockholm, sweden   august 29  a guest is seen on the street during fashion week stockholm ss19 wearing a navygreen plaid shirt with orange plaid skirt on august 29, 2018 in stockholm, sweden  photo by matthew sperzelgetty images
Matthew Sperzel
1 of 16
Flannel on Flannel

A flannel-on-flannel look is the new denim-on-denim. Pair yours with an equally cozy pencil skirt and leather boots for a fashion-forward fall look.

copenhagen, denmark   august 07 claire rose cliteur seen wearing plaid button up shirt, flared salmon colored pants, orange fendi bag outside munthe during copenhagen fashion week springsummer 2020 on august 07, 2019 in copenhagen, denmark photo by christian vieriggetty images
Christian Vierig
2 of 16
Pastel Pink

Grab your oversized flannel and add some color to a cloudy fall day with these pastel bootcut jeans and simple sandals.

london, england   february 16 model liu huan wears a black jacket, orange loewe puzzle bag, white pants after the roksanda show during london fashion week february 2020 on february 16, 2020 in london, england photo by melodie jenggetty images
Melodie Jeng
3 of 16
Just Add Sherpa

With the cold days ahead, your edgy leather jacket may not cut it. Here's your solution—add a sherpa-lined flannel for that effortlessly cool, layered-look you were going for.

milan, italy   september 18 madelynn furlong is seen wearing brown pleated mini skirt, plaid jacket, prada bag, socks, shoes outside the prada show during milan fashion week springsummer 2020 on september 18, 2019 in milan, italy photo by christian vieriggetty images
Christian Vierig
4 of 16
Fall Grunge

Go full grunge with a pleated burgundy skirt and chunky Chelsea boots and keep your flannel unbuttoned from the top-section down to show a little more skin.

milan, italy   september 20  lena lademann seen wearing yellow green checkered flannel button shirt, green pants, bottega veneta pouch bag outside the sportmax show during milan fashion week springsummer 2020 on september 20, 2019 in milan, italy photo by christian vieriggetty images
Christian Vierig
5 of 16
Highlighter Party

Love color? Feeling bold? Why not go all-out fluorescent? Pair this standout look with muted accessories, like this pouch clutch.

london, england   october 17  ashley roberts seen leaving heart radio studios on october 17, 2019 in london, england photo by neil mockfordgc images
Neil Mockford
6 of 16
Around Town

Swap out your white button down this fall for an oversized flannel. Pair with the season's biggest trend of wide-leg denim, a bodysuit for the perfect tuck, and nude mules for perfect lunch date look.

berlin, germany   january 15 maria barteczko is seen wearing white turleneck cos, brown checked shirt zara, brown corduroy pants zara, black leather strap sandals zara, black bag chanel boy, gold round retro glasses ray ban during the berlin fashion week autumnwinter 2019 on january 15, 2019 in berlin, germany photo by christian vieriggetty images
Christian Vierig
7 of 16
Know Your Basics

Don't underestimate your thin knits. On breezy days, just adding a light turtleneck underneath a slightly undone flannel is the perfect fall layering piece.

hamburg, germany   december 15 sonja paszkowiak wearing zara pants, shoes, coat and sweater, ganni hat and chanel bag and maike schmitz wearing zara shoes and flannel, closed shirt, levi’s ribcage jeans, ysl bag and ariane ernst chain on december 15, 2019 in hamburg, germany photo by jeremy moellergetty images
Jeremy Moeller
8 of 16
City Slicker

Wear your wool flannel as a jacket with platform boots, cropped denim and the perfect chunky beanie to keep you warm in the city.

paris, france   february 28 digital influencer ksenia chilingarova wears balenciaga shoes and skirt, margiela bag, y project jacket, raf simons shirt on february 28, 2019 in paris, france photo by kirstin sinclairgetty images
Kirstin Sinclair
9 of 16
Pair With A Slip Dress

Style your fall flannel by throwing your favorite slip dress underneath and a oversized plaid blazer on top. It's a sleek, sophisticated and a chic way to wear your summer dresses all year round.

london, england   february 18   bella hadid seen attending sony music brit awards 2020 after party at the standard on february 18, 2020 in london, england photo by neil mockford  ricky vigil mgc images
Neil Mockford / Ricky Vigil M
10 of 16
Bike B*tch

Be the chicest biker babe by pairing your flannel with a retro leather jacket and black cargo denim pants for a lived-in cool look.

stockholm, sweden   august 28  felicia akerstrom ma is seen on the street during fashion week stockholm wearing plaid shirt with tan corduroy pants on august 28, 2018 in stockholm, sweden  photo by matthew sperzelgetty images
Matthew Sperzel
11 of 16
Pumpkin Spice

We love an autumn color scheme! Give your flannel a quick tuck into a pair of copper corduroys while carrying a pop of yellow and you're all set to grab your nearest PSL.

milan, italy   february 22 fashion week guest is seen before salvatore ferragamo during milan fashion week fallwinter 2020 2021 on february 22, 2020 in milan, italy photo by jeremy moellergetty images
Jeremy Moeller
12 of 16
We Heart Fringe

Go for an edgy look by throwing on an oversized fringe jacket on top of your flannel. Finish off the look with a pair of tall combat boots—they're all the rage this season.

paris, france   march 03 vika gazinskaya is seen outside chanel during paris fashion week   womenswear fallwinter 20202021  day nine on march 03, 2020 in paris, france photo by christian vieriggetty images
Christian Vierig
13 of 16
Crisp and Clean

Button your flannel all the way up and keep it untucked while layering a oversized wool coat on top and finish off with a pair of white sneakers. This look has the same relaxed feel as a sweat set, but is so much chicer.

london, england   june 09 a guest wears necklace, a black v neck top, a black and white checkered shirt, a white ruffled and gathered skirt, black sneakers, during london fashion week mens june 2019 on june 09, 2019 in london, england photo by edward berthelotgetty images
Edward Berthelot
14 of 16
Teen Angst

Add a little bit of '90s grunge to your peasant skirt. Layer this springtime skirt with a flannel, choker, and Chuck Taylor's for all the 90's vibes.

paris, france   september 30  a guest wears a checkered shirt, a redd bag, white pants, red shoes, outside cdg comme des garcons, during paris fashion week womenswear springsummer 2018, on september 30, 2017 in paris, france  photo by edward berthelotgetty images
Edward Berthelot
15 of 16
Belt It

Take an ordinary flannel and accessorize it! Sport a colorful belt, a fun heel, and a vintage bag for the perfect relaxed yet polished look.

beijing, china   october 28 actress sheng yue arrives at airport on october 28, 2019 in beijing, china photo by vcgvcg via getty images
VCG
16 of 16
Sweater Vests Are Back

A chic way to support two of fall's biggest trends: Layer a sweater vest over any of your best flannels.

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