The Best Ways to Style Your Flannel This Fall—Trust Me
Photo by Hawk i i
Flannel shirts aren't just for lumberjacks or cozy cabin weekends anymore! They've snuck their way into every stylish closet as the ultimate fall must-have, blending unmatched comfort with that effortlessly cool vibe we all aim for. And the best part? They're surprisingly versatile. Whether you’re grabbing coffee or headed to a casual meeting, there’s a flannel look that’s just right.
Let’s talk style! A crisp red flannel shirt, your trusty black jeans, and a statement leather jacket to tie it all together—perfect for those brisk autumn days. Or maybe take a classic blue flannel, pair it with light chinos, and throw on some white sneakers for a look that screams 'weekend ready.' From the streets to the office, there's a flannel combo to elevate your fashion game.
Stick with me, and your flannel will work harder than ever this fall, ensuring you look cool, feel comfortable, and stay on-trend. Let’s dive into the flannel phenomenon and give your wardrobe that much-needed autumnal twist!
Casual Flannel Outfit Idea
Graphic tees are a great way to style a flannel, especially when aiming for that casual, classic fall look. Normally, this outfit would be paired with tennis shoes, but to add a more feminine touch, it’s styled with ankle boots and a YSL bag. The flannel can either be worn or tied around the waist for a versatile finish.
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Comfy Work From Home Outfit
As a stay-at-home or work-from-home mom, you're always on the lookout for ways to make everything you wear both stylish and cozy. This look is no exception. The loafers are simply comfortable, and the sweatpants make working at your desk feel a little less stressful.
You can add a fitted bodysuit to keep the outfit looking neat and polished. Sometimes a basic tee doesn't quite give the same put-together vibe, and for this outfit, that's exactly what you're aiming for.
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Flannel Dress with a Belted Twist
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Flannel Button Down Shacket
Choose a longline flannel shirt and style it as a dress, cinching it at the natural waist with a wide statement belt. This gives your flannel outfit a unique, polished appearance, perfect for the colder months.
Complete the look with knee-high, chunky boots and a wide-brimmed fedora for a chic, fall-ready ensemble that works as a great choice for both casual outings and more formal occasions.
Flannel Layered Under a Blazer
Layer a tailored sports jacket or blazer over a fitted flannel, tucked into cropped, wide-leg trousers for a sophisticated business-casual look. The flannel fabric adds a stylish touch to your workwear staple.
Add sleek loafers or low heels and a structured top-handle bag to nail that perfect workday outfit, blending your flannel top with a polished, professional vibe.
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Flannel Paired with a Midi Skirt
Tuck a slim-fit flannel shirt into a leather or pleated midi skirt for a fashion-forward office look. This flannel outfit idea adds a classic style to your work wardrobe while keeping things fresh and modern.
Finish with pointed-toe flats and minimalist jewelry for a refined, stylish outfit that balances comfort and sophistication, perfect for those formal events or a smart casual look.
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Flannel and Leggings, But Make It Fashion
Pair an oversized flannel with faux-leather leggings for a cozy yet stylish weekend outfit. This combination offers a relaxed, casual feel while maintaining a chic appearance.
Add chunky socks peeking out of your lace-up boots and a slouchy beanie for that ultimate laid-back vibe, perfect for those casual outings during the colder months.
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Flannel Peeking Out from a Sweater
Layer a flannel under an oversized, chunky knit sweater, letting the collar and cuffs show for a pop of pattern. This is one of the most stylish ways to incorporate flannel into your fall look.
Pair with distressed boyfriend jeans and classic Chelsea boots for a cozy but cool outfit that’s perfect for everyday wear during winter weather
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Fall Pumpkin Patch Outfit
This season, the puffer vest is a must-have item that's trending everywhere. The puffer vest offers endless styling possibilities, one of the best being layered over a flannel shirt.
This look is perfect for a fall visit to the pumpkin patch. Loafers were added for comfort and a touch of style, but ankle boots or tennis shoes can also be worn to keep the outfit casual and practical.
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Let’s face it—finding jeans that check all the boxes (stylish, comfortable, and with a little extra tummy support) can feel like a never-ending quest.
You’ve spent hours scrolling Pinterest, organizing your closet, and trying on endless outfits, but no matter what you do, your capsule wardrobe still isn’t working. Sound familiar?
If you’ve ever had that moment—where you look at another woman and think, Wow, she just looks so effortlessly feminine, this article is for you.
Let’s be real—digging through a cluttered closet first thing in the morning is a struggle.
We’ve all had those moments—standing in front of the mirror, wondering why an outfit that should work just isn’t hitting the way we imagined.
Are you in the process of taking your first brand photos?
This blog post is jammed pack with tips to help you revamp your style for a new season.
What I love about statement tops is the fact that you can wear them with comfortable pants!
Disclaimer:This blogpost was originally published September 22, 2022 and was updated August 22,2024
Autum Love
Autum Love is the founder of AutumLove.com and MensOutfitsDaily.com. With a BFA in Fashion Design and certifications in Body Image and Virtual Styling, she’s all about keeping style real, practical, and confidence-boosting. Autum’s mission is simple: to help women look good and feel even better, no matter where life takes them.
Her expertise has been featured in Newsweek, Apartment Guide, StyleCaster, and InStyle, where she shares fresh, no-nonsense fashion insights. For Autum, style isn’t just about clothes—it’s about showing up as your best self, every day.