Winter Dress Shirts

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160 Products
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Blue/MelonAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Blue/melon Sale price$135.00

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Blue/Melon
Product Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-MultiAlternate Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Check Dress Shirt With Contrast Trim - Multi Sale price$135.00

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Multi
Product Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-Blue/MelonAlternate Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Check Dress Shirt With Contrast Trim - Blue/melon Sale price$125.00

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Blue/Melon
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/CobaltAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/cobalt Sale price$125.00

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White/Cobalt
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-Blue/YellowAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Plaid Dress Shirt With Contrast Trim - Blue/yellow Sale price$125.00

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Blue/Yellow
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-White/BlueAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/blue Sale price$125.00

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White/Blue
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/BlackAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/black Sale price$125.00

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White/Black
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-MultiAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Multi Sale price$135.00

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Multi
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/BlueAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/blue Sale price$125.00

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White/Blue
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-WhiteAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White Sale price$135.00

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White
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/CobaltAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/cobalt Sale price$125.00

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White/Cobalt
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-PurpleAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Purple Sale price$125.00

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Purple
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-White/NavyAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/navy Sale price$125.00

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White/Navy
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1Alternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/gold Sale price$125.00

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White/gold
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-TealAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Teal Sale price$135.00

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Teal
Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Blue Sale price$125.00

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Blue
Product Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-PurpleAlternate Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Check Dress Shirt With Contrast Trim - Purple Sale price$125.00

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Purple
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-White/BlueAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/blue Sale price$125.00

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White/Blue
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/BlackAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/black Sale price$125.00

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White/Black
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-White/BrownAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - White/brown Sale price$125.00

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White/Brown
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-White/BlackAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/black Sale price$125.00

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White/Black
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/BlueAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/blue Sale price$125.00

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White/Blue
Product Image of Non-iron Cotton Tuxedo Shirt-WhiteAlternate Image of Non-iron Cotton Tuxedo Shirt-1
Non-Iron Cotton Tuxedo Shirt - White Sale price$125.00

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White
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-PurpleAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Purple Sale price$125.00

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Purple
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-White/NavyAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/navy Sale price$125.00

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White/Navy
Product Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-Blue/YellowAlternate Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Check Dress Shirt With Contrast Trim - Blue/yellow Sale price$125.00

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Blue/Yellow
Product Image of Comfort Stretch Non-iron Herringbone Dress Shirt-White/BlackAlternate Image of Comfort Stretch Non-iron Herringbone Dress Shirt-1
Comfort Stretch Non-Iron Herringbone Dress Shirt - White/black Sale price$145.00

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White/Black
Product Image of Comfort Stretch Non-iron Herringbone Dress Shirt-CobaltAlternate Image of Comfort Stretch Non-iron Herringbone Dress Shirt-1
Comfort Stretch Non-Iron Herringbone Dress Shirt - Cobalt Sale price$155.00

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Cobalt
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-WhiteAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White Sale price$135.00

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White
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Mint GreenAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Mint Green Sale price$135.00

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Mint Green
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-TanAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Tan Sale price$135.00

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Tan
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1Alternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/gold Sale price$125.00

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White/gold
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-White/BlackAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - White/black Sale price$125.00

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White/Black
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Blue/YellowAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Blue/yellow Sale price$125.00

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Blue/Yellow
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1Alternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/gold Sale price$125.00

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White/gold
Product Image of Non-iron Cotton Tuxedo Shirt-WhiteAlternate Image of Non-iron Cotton Tuxedo Shirt-1
Non-Iron Cotton Tuxedo Shirt - White Sale price$125.00

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White
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/GreyAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/grey Sale price$125.00

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White/Grey
Product Image of Comfort Stretch Non-iron Geometric Dress Shirt-White/BlueAlternate Image of Comfort Stretch Non-iron Geometric Dress Shirt-1
Comfort Stretch Non-Iron Geometric Dress Shirt - White/blue Sale price$155.00

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White/Blue
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-WhiteAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White Sale price$135.00

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White
Product Image of Comfort Stretch Non-iron Herringbone Dress Shirt-PurpleAlternate Image of Comfort Stretch Non-iron Herringbone Dress Shirt-1
Comfort Stretch Non-Iron Herringbone Dress Shirt - Purple Sale price$155.00

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Purple
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1Alternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/gold Sale price$125.00

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White/gold
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Blue/YellowAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Blue/yellow Sale price$125.00

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Blue/Yellow
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/GreyAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/grey Sale price$125.00

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White/Grey
Product Image of Comfort Stretch Non-iron Geometric Dress Shirt-White/PurpleAlternate Image of Comfort Stretch Non-iron Geometric Dress Shirt-1
Comfort Stretch Non-Iron Geometric Dress Shirt - White/purple Sale price$155.00

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White/Purple

Stay sharp and warm with our Winter Dress Shirt Collection—perfect for any occasion. Men's winter dress shirts are a staple in any man's wardrobe during the colder months. These dress shirts are designed to keep you warm while maintaining a sharp and sophisticated appearance. Made from thicker fabrics such as wool or cotton blends, they offer additional insulation against the cold. Some of our winter dress shirts feature patterns or prints that are reminiscent of the season, such as plaid or checkered designs. We even have winter shirts designed specifically for the Holidays. No matter the season, Paul Fredrick has you covered. Plus, our men's winter dress shirts are a versatile garment that can be dressed up or down, making them perfect for any formal occasion during the winter season. Pair a winter dress shirt with dark jeans or chinos for a more casual look. Add a pair of sneakers or loafers to complete the outfit. Pair the winter dress shirt with a black suit and a solid white or black tie for a formal and elegant look. At Paul Fredrick we pride ourselves by paying attention to the detail in our dress shirts, including collar styles and cuff designs, resulting in a high-quality and stylish shirt. Shop a fashionable winter dress shirts at Paul Fredrick—perfect fit guaranteed.