12 Chic & Easy Ways How to Style a Flannel Shirt
I don’t know about you, but I have a soft spot for a good flannel. There’s something about a flannel shirt outfit that instantly feels cozy, effortless, and stylish without trying too hard. Over the years, I’ve collected a few favorites — everything from bold reds to soft browns — and honestly, they’ve become some of my most-worn pieces once the weather cools down.
So if you’ve been wondering how to style a flannel shirt or you just need some fresh inspo for fall and winter, here are 12 outfits I keep going back to. These flannel outfits for women are simple, wearable, and genuinely cute for everyday life.
Oversized Flannel Shirt With Leggings and Boots
This is my “running out the door” uniform. An oversized flannel outfit with black leggings and black boots always works — it’s cozy, practical, and still looks put-together. Add a tote bag and you’re ready for anything.
Plaid Shirt With Black Jeans
Just a simple everyday outfit. Easy to style, but stylish pick for everyday tasks. Accessorize wisely to create this stylish look. Cool sunglasses, clogs and trendy bag can make this outfit standout.
Brown Flannel With Straight Jeans
I reach for my brown flannel outfit whenever I want something earthy and autumnal. It looks amazing with straight-leg jeans and ankle boots. It’s just one of those outfits that feels instantly right on a chilly day.
Classic Red Plaid Shirt With Blue Jeans
A red plaid shirt outfit will forever be a fall staple in my book. I love wearing it open over a white tee with relaxed jeans. It’s simple, cozy, and gives that classic flannel vibe we all adore.
Black & White Flannel With Leather Pants
If I’m in the mood for something a little edgier, a black and white flannel outfit with faux-leather pants is my go-to. It’s bold without being too loud, and it looks great with chunky boots.
Plaid Button-Up Tucked Into a Mini Skirt
For something a bit cuter, I’ll tuck a plaid button up shirt outfit into a mini skirt. Add tights and loafers or boots and suddenly it’s giving chic-meets-preppy. This is one of my favorite ways to dress up flannel.
Read more: How to Style Oversized Shirts for Winter Wardrobe
Wear Your Flannel as a Jacket
One trick I swear by: treat your flannel like a light shacket. Throw an oversized flannel outfit over a fitted tank and high-waisted jeans or leggings. It’s effortless layering — and it works with pretty much everything.
Black And White Plaid Shirt Styling
A black and white plaid shirt outfit is a classy choice. Just pair it with other black and white clothing pieces for the coherent look. Black coat, black boots and jeans make it really easy to style. Add white bag for that unexpected moment.
Plaid Shirt For the Office
You know you can wear your plaid shirt for the office as well? Just pair it with smart pants, add loafers, tote bag and finish with smart trench coat. Minimal accessories can make your outfit to standout.
Red Flannel Shirt With Leggings and UGGs
On days when I just want comfort, I grab a red flannel outfit with black leggings and UGGs. It’s warm, simple, and honestly feels like a hug. I throw on a big tote and call it a day.
Read more: How to Style UGG Tasman Slippers in 2026 (10+ Outfit Ideas)
Brown Plaid Shirt With White Jeans
I love styling brown plaid shirt with white jeans. It matches perfectly and gives this easy yet sophisticated look. Perfect combo for the office or brunch date.
Flannel Shirt Under a Structured Blazer
If you want to dress flannel up a bit, try layering your flannel shirt outfit under a blazer. A subtle plaid shirt outfit works especially well here. The mix of casual and structured pieces makes the whole look feel intentionally stylish.
Flannel honestly never goes out of style. Whether you love bold reds, soft browns, or a clean black-and-white pattern, there are so many ways to make cute flannel outfits feel fresh and new. These are the looks I come back to year after year, and I hope they give you some inspiration for your own wardrobe.
