Mens Casual Winter Shirts
Mens casual winter shirts are designed to help you stay comfortable and confident when the temperatures drop. With timeless styles and versatile options, these shirts make it easy to layer up for everything from backyard gatherings to weekend errands. Enjoy lasting quality and dependable comfort, all in one collection—so you can focus on making the most of every winter day.
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Men's Fleece-Lined Flannel Shirt, Traditional Fit
A supercozy black plum plaid shirt with a soft cotton flannel exterior and warm polyester fleece lining.
Pros: Quality Comfort Warmth Softness Versatility
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Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted
A slightly fitted, ultrawarm plaid shirt with Sherpa fleece lining, made from 100% cotton flannel.
Pros: Soft and cozy Versatile design Great warmth High-quality construction Comfortable fit
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Men's Scotch Plaid Flannel Shirt, Traditional Fit
A soft, traditional fit flannel shirt in blue Mackellar plaid, made from high-quality Portuguese cotton.
Pros: Perfect fit Well-made Warmth Versatile Soft and comfortable material
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Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A katahdin khaki houndstooth flannel shirt offering superior softness, warmth, and resistance to shrinking and wrinkling.
Pros: Great quality Warm and cozy Excellent fit Superior softness Beautiful color
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Men's Chamois Shirt, Traditional Fit, Plaid
A heavyweight chamois flannel shirt in barley plaid, offering exceptional softness and durability.
Pros: Great fit High durability Exceptional warmth Comfortable feel Excellent quality
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Men's Chamois Shirt, Traditional Fit
A heavyweight brown flannel shirt crafted from ultra-soft Portuguese cotton with durable double-stitched seams.
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Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley
A traditional fit Henley with a wool blend outer layer and soft cotton inner, in black cherry heather.
Pros: Good quality Warmth True to size Comfortable fit Versatility
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Men's Flannel-Lined Hurricane Shirt
A warm, wind-resistant raven blue shirt with a flannel lining and water-resistant 100% cotton shell.
Pros: Perfect fit Well-made Warmth Versatile Comfortable
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Men's 1912 Heritage Lined Shirt Jac, Corduroy
A walnut-colored corduroy shirt jacket with ultrasoft berber fleece lining and durable triple-needle stitching.
Pros: Perfect for fall Well-made Warmth Comfortable fit Classic design
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Men's Katahdin Performance Flannel Shirt, Slightly Fitted
A slightly fitted, quick-drying flannel shirt in deep red or shale gray with reinforced elbows and snap front.
Pros: High quality fabric Stylish design Comfort Warmth Durable
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Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
A slim-fit plaid shirt in golden cider, made from 100% cotton flannel for vintage softness.
Pros: Beautiful design High quality Warmth Soft fabric Comfortable fit
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Men's Fleece-Lined Flannel Shirt, Snap Front, Slightly Fitted
A supercozy, fleece-lined flannel shirt with snap front and side pockets, in coal, size XXXL.
Pros: Soft and cozy Durable quality Versatile use Excellent warmth Comfortable fit
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Men's Signature 1933 Chamois Cloth Shirt, Slim Fit
A slim-fit chamois flannel shirt in barley, made from 100% cotton and brushed for softness.
Pros: Perfect fit Great quality Softness Warmth Durability
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Men's Chamois Shirt, Slightly Fitted, Plaid
A slightly fitted, heavy-weight blue ridge flannel shirt made from 7.5 oz. Portuguese cotton.
Pros: Excellent quality Warm and cozy Versatile use Durable material Comfortable fit
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Men's Chamois Shirt, Slightly Fitted
A brown, slightly fitted shirt crafted from thick Portuguese cotton flannel for exceptional warmth and softness.
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Men's Signature Heritage Textured Flannel Shirt
A soft, midweight cotton flannel shirt in American Khaki, featuring a slim fit and durable triple-needle stitching.
Pros: High quality Perfect fit Colorful True to size Versatile
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Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
A rugged midweight cotton flannel shirt in currant plaid, slightly fitted with a trimmer waist.
Pros: Great fit High-quality material Well-built Very comfortable Excellent return policy
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Men's Maine Guide Shirt with PrimaLoft
A warm PrimaLoft wool blend shirt in cobalt and black, perfect for layering with a relaxed fit.
Pros: Great fit Excellent quality Warmth Comfortable Stylish appearance
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Men's Maine Guide Shirt
A durable, 85% wool and 15% nylon plaid shirt, perfect for layering in red and black.
Pros: Great fit High quality Good quality Stylish Warm
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Men's Washed Cotton Double-Knit Chamois Shirt, Long-Sleeve
A versatile, heathered Atlantic Blue Heather shirt combining cotton and nylon for supreme comfort and style.
Pros: High durability Great color Classic style Quality stitching Excellent warmth
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Men's Katahdin Performance Flannel Shirt-Jacket, Hi-Pile Fleece-Lined Plaid
A durable, quick-drying flannel shirt-jacket with hi-pile fleece lining, available in eucalyptus and deep admiral blue.
Pros: High quality Perfect fit Great warmth Stylish appearance Soft fabric
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Men's Maine Guide Zip-Front Jac-Shirt, Plaid
A rugged red and black plaid jac-shirt made from 85% wool and 15% nylon, perfect for layering.
Pros: Great fit High quality Warmth Durable Comfortable fabric
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Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
A green plaid long-sleeve shirt in a breathable cotton blend with stretch and moisture-wicking comfort.
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Men's Signature 1933 Chamois Cloth Shirt, Lined, Pattern
A slim-fitting otter brown chamois flannel shirt with cozy polyester insulation and side pockets.