25 products

Men's Plaid Shirts

Shop the Weatherproof® Vintage flannel shirt collection

Classic plaid flannels, brushed cotton button-downs, and sherpa-lined flannel jackets built for warmth and comfort. Our flannels are a cornerstone of the Weatherproof® Vintage lineup, crafted from heavyweight brushed cotton that feels soft from the first wear.

Choose from a range of classic plaid patterns in seasonal colorways. Our standard flannels are perfect for layering over a tee on cool mornings, while our sherpa-lined flannel shirts double as lightweight outerwear with a warm fleece interior. Every flannel shirt features a relaxed fit through the chest and shoulders, with enough room to move comfortably whether you're stacking firewood or meeting friends for coffee.

Weatherproof® Vintage flannels have been a customer favorite since we started making them - warm, durable, and designed to look better with every wash. Available in sizes S through 2XL, with free shipping on orders over $99.

From flannel shirt jackets and shackets to classic button-down flannels, our collection covers every style of men's flannel shirt. Pair a lined flannel with our denim for a complete cold-weather look, or throw on a flannel shacket over a henley for easy layering.

Frequently Asked Questions

  • Plaid is a pattern, flannel is a fabric. A plaid shirt can be made from any fabric (cotton, linen, flannel, poplin), and a flannel shirt can be plaid, solid, or any other pattern. Most plaid shirts in this collection are made from flannel fabric, but we also carry plaid shirts in lighter cotton weaves for warmer weather and more refined styling.

  • A plaid shirt is one of the most versatile pieces in a vintage menswear wardrobe. Tucked into jeans or chinos with a belt for a clean casual look. Worn open over a plain tee for a relaxed layered fit. Layered under a vest, denim jacket, or shacket for cold-weather wear. For warmer weather, roll the sleeves and leave the bottom button undone.

  • Yes. Wash cold with similar colors and tumble dry on low. Avoid bleach to preserve the dye and pattern definition. Hang to dry occasionally to extend the life of the fabric and prevent shrinkage on heavier weight plaids.

  • Both. Heavier plaids in flannel fabric run 6 to 8 ounces and work for fall and winter wear as a primary layer. Lighter plaids in cotton or cotton blends run 3 to 5 ounces and work as year-round shirts or under a vest in cooler weather. Each product page notes the fabric and weight.

  • The shoulder seam should land at the edge of your shoulder bone. The chest should be snug but not pulling at the placket. The hem should hit at the middle of your back pocket when worn untucked. Sleeves end at the wrist with a cuff that closes cleanly. Sizing usually matches your normal shirt size; size up if you prefer a relaxed fit or plan to layer heavily.

  • Sizes run small through XXL across most styles, with select fits available in tall and big-and-tall sizing. Each product page lists exact size availability and a measurement chart for chest, sleeve, and length.