The chilly seasons are here, and finding something cute to wear while staying warm and comfy can feel like a challenge—especially on active days when you’re constantly on the move. This means it’s time to cue the flannel! A classic flannel jacket or shirt is known for being versatile, stylish, and a timeless piece that never really goes out of style, making them perfect for everything from weekend errands to cozy fall brunch outfits. If you’re unsure where to start, this guide will give you all the cute and easy flannel outfit inspiration you need to bring it back into rotation.
What is Flannel?
Flannel is a soft, woven fabric made from cotton, wool, or a blend that’s designed to keep you warm without feeling bulky. You’ll usually see flannel in classic patterns like buffalo check, traditional plaid, houndstooth, and other prints that make it so versatile year after year. Flannel comes in various cuts besides your flannel button downs—you can find them in thicker “shacket” versions that double as jackets, and even longline varieties that are duster-cardigan length.
What to Wear with Flannel
- Cropped Camis: The perfect layer that adds dimension, making it a cute and easy neutral base to complement any flannel outfit idea.
- Sweater Dresses: Layer a flannel over these to create a chic and cozy style that is brunch-ready.
- Wide-Leg Active Jumpsuits: Creates a sporty chic vibe when layered with a flannel jacket for a flattering last-minute look.
- Leggings: A comfy, versatile base that balances oversized flannels while keeping the outfit casual and cozy.
- Hi-Top Sneakers: A playful, laid-back option that keeps flannel looking fresh and effortlessly cool.
- Chelsea Boots: A classic, goes with anything option that pairs great with flannel when you want to bring a hint of edge to your outfit.
- Knee-High Boots: Adds instant elegance to any outfit. Bonus points for pointed-toes, as they elongate the legs!
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Flannel Outfit Ideas You’ll Actually Want to Wear
Longline Plaid Flannel Shirt and Chelsea Boots
A long flannel shirt instantly gives an effortlessly cozy vibe, while the soft cropped cami keeps the look balanced and flattering. Pair the duo with beige Chelsea boots, leggings, and a chain strap crossbody bag for a cute and casual flannel outfit that’s put together without trying.
Lantern Sleeve Cardigan and Western Boots
Layering a classic plaid flannel shirt and leggings under a button-down cardigan adds a chic touch to the laid-back base. A pair of pointed-toe faux leather western boots not only complete the outfit but also elongate the legs, making this flannel outfit effortlessly trendy.
Knit Turtleneck Dress and Flannel Jacket
I’m obsessed with this cute and comfy houndstooth flannel jacket, which pairs perfectly against a matching ribbed knit turtleneck dress! For a hint of country charm, pull on some white knee-high cowboy boots.
Houndstooth Flannel Shirt and Flared Leggings
Shop this Amazon Outfit Here (this sweater has since sold out, shop here for a similar style)
A houndstooth flannel jacket layered over a cropped knit turtleneck sweater gives this outfit a polished, put-together vibe. The flared leggings paired with suede Chelsea boots add height and edge, creating a flannel outfit that’s chic and wearable.
Flannel Jacket and Wide-Leg Athletic Jumpsuit
Shop this Amazon Outfit Here (this jumpsuit has since sold out, shop here for a similar style)
For a sporty chic look, style a sleek wide-leg jumpsuit with a flannel jacket. Finish off with a pair of white Converse Hi-Tops for a flannel outfit meant for staying warm on active days without sacrificing style.
Cap-Sleeve Sweater and Leggings
Shop this Amazon Outfit Here (these chelsea boots have since sold out, shop here for a similar style)
Create the perfect balance of cozy and structured by pairing a knit cap-sleeve sweater with an oversized houndstooth flannel shirt. Pair your high-waisted leggings with Chelsea boots for extra edge or a pair of knee-high boots if you want a more elevated finish.
Houndstooth Flannel Shirt and Crewneck Shirt
When you’re in the mood for a comfy outfit on a busy fall day, toss on a sleek long sleeve crewneck and leggings. Amp up the low-key base with a flannel button-down and knee-high boots and you’re cute and ready for running errands.
Your Flannel, Your Style
Flannel is one of those pieces that works for nearly any vibe, and it all comes down to how you style it. Play around with layers, swap out boot styles, mix in different textures or patterns, and make each outfit completely your own! You can reinvent your flannel outfits for all the cold months while still staying in style. Check out my Amazon storefront for all my cute budget-friendly finds, and make sure to follow me on Instagram for daily try-ons to stay in the know of what’s on-trend.
