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Trending Flannel Shirts

Cozy, Cool, and Timeless: 16 Flannel Shirts That Define Fall Style

Image credits: tuckernuck

Fall and winter fashion are all about layering, and to layer well, you need a few essential pieces—including the coveted, cozy flannel shirt. Whether you’re bundling up for a chilly day out or just want to add a touch of classic style to your look, flannels are the perfect go-to. Soft and effortlessly chic, flannel shirts pair perfectly with jeans, tees, and everything in between, making them a must-have for any cold-weather wardrobe.

From traditional plaids to bold checkerboard prints, flannel shirts have the power to take your fall and winter layering up a notch. So, before the temperatures really dip, you might want to seriously consider adding the versatile staple to your everyday rotation. You can dress them up with a trench coat and boots for a polished look or keep it casual with joggers for a relaxed day at home. To help you find your new favorite, we’ve rounded up 20 of the trendiest flannel shirts from retailers like Anthropologie, Old Navy, and L.L. Bean that combine comfort, warmth, and style. Keep scrolling to find your new favorite flannel today.

All products and deals are sourced by the Rank & Style team using data and expert insights. If you shop through our links, we may earn a commission—at no extra cost to you.

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October 21, 2025

Written By:Beth Zerdecki

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Image credits: eddie bauer

eddie bauer

Eddie Bauer Ballard Flannel

$90

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Frank & Eileen Eileen Relaxed Button-Up Shirt

$238

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L.L.Bean Scotch Plaid Flannel Shirt

$90

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Zeagoo Cropped Jacket Flannel Wool Blend Plaid Button Down Shirt

$37

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We The Free Ashley Plaid Shirt

$148

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Talbots Flannel Modern Classic Shirt

$95

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Tuckernuck Flannel Cropped Jasper Button Down

$128

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Amazon Essentials Regular-Fit Long-Sleeve Lightweight Plaid Flannel Shirt

$23

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Old Navy Plaid Flannel Button-Down Boyfriend Shirt

$37

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Faherty Legend Sweater Knit Plaid Button-Up Shirt

$178

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Ralph Lauren Relaxed Fit Plaid Cotton Twill Shirt

$168

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MOTHER The Lazy Sunday Shirt

$248

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Tuckernuck Nadine Boyfriend Button Down

$148

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AE Oversized Flannel Shirt

$50

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superdown Audriana Oversized Flannel Top

$88

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J.Crew Flannel Shirt

$98

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