Winter Dress Shirts

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185 Products
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-Red/GreenAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Red/green Sale price$149.00
Red/Green
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White MultiAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White Multi Sale price$129.00
White Multi
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$129.00
White
Product Image of Comfort Stretch Non-iron Windowpane Dress Shirt With Contrast Trim-GreenAlternate Image of Comfort Stretch Non-iron Windowpane Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Windowpane Dress Shirt With Contrast Trim - Green Sale price$129.00
Green
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-BlackAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - Black Sale price$129.00
Black
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Blue
Product Image of Comfort Stretch Non-iron Paisley Dress Shirt With Contrast Trim-BurgundyAlternate Image of Comfort Stretch Non-iron Paisley Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Paisley Dress Shirt With Contrast Trim - Burgundy Sale price$149.00
Burgundy
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-Red/GreenAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Plaid Dress Shirt With Contrast Trim - Red/green Sale price$129.00
Red/Green
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt-RedAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt-1
Comfort Stretch Non-Iron Plaid Dress Shirt - Red Sale price$129.00
Red
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-BlackAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Black Sale price$149.00
Black
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-Red/GreenAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Red/green Sale price$149.00
Red/Green
3 for $199
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$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Blue
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-GreenAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Green Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Green
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$129.00
Multi
3 for $199
Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-Black/BlueAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Black/blue Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Black/Blue
3 for $199
Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-GreenAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Green Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Green
Product Image of Comfort Stretch Non-iron Check Dress Shirt-BurgundyAlternate Image of Comfort Stretch Non-iron Check Dress Shirt-1
Comfort Stretch Non-Iron Check Dress Shirt - Burgundy Sale price$149.00
Burgundy
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Black Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Black
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Black Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Black
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Blue
3 for $199
Product Image of Non-iron Cotton Windowpane Dress Shirt-GreenAlternate Image of Non-iron Cotton Windowpane Dress Shirt-1
Non-Iron Cotton Windowpane Dress Shirt - Green Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Green
3 for $199
Product Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-RedAlternate Image of Non-iron Cotton Check Dress Shirt With Contrast Trim-1
Non-Iron Cotton Check Dress Shirt With Contrast Trim - Red Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Red
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-GreenAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Green Sale price$149.00
Green
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Black Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Black
3 for $199
Product Image of Non-iron Cotton Windowpane Dress Shirt-PurpleAlternate Image of Non-iron Cotton Windowpane Dress Shirt-1
Non-Iron Cotton Windowpane Dress Shirt - Purple Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Purple
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Blue Sale price$149.00
Blue
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-RedAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Red Sale price$149.00
Red
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Blue
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-RedAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Red Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Red
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-TanAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Tan Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Tan
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt-BlackAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt-1
Comfort Stretch Non-Iron Plaid Dress Shirt - Black Sale price$149.00
Black
Product Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-RedAlternate Image of Comfort Stretch Non-iron Novelty Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Novelty Dress Shirt With Contrast Trim - Red Sale price$149.00
Red
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Navy/gold Sale price$129.00
Navy/Gold
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Blue
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-Navy/GoldAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Plaid Dress Shirt With Contrast Trim - Navy/gold Sale price$129.00
Navy/Gold
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-Red/GreenAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Red/green Sale price$129.00
Red/Green
3 for $199
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Blue Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Blue
3 for $199
Product Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-CobaltAlternate Image of Non-iron Cotton Solid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Solid Dress Shirt With Contrast Trim - Cobalt Sale price$119.00

3 for $199 Essential Shirts | Special Bundle Offer

Cobalt
Product Image of Comfort Stretch Non-iron Botanical Dress Shirt With Contrast Trim-CharcoalAlternate Image of Comfort Stretch Non-iron Botanical Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Botanical Dress Shirt With Contrast Trim - Charcoal Sale price$149.00
Charcoal
Product Image of Comfort Stretch Non-iron Check Dress Shirt-BlackAlternate Image of Comfort Stretch Non-iron Check Dress Shirt-1
Comfort Stretch Non-Iron Check Dress Shirt - Black Sale price$149.00
Black
Product Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-Green/BlueAlternate Image of Comfort Stretch Non-iron Plaid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Plaid Dress Shirt With Contrast Trim - Green/blue Sale price$129.00
Green/Blue
Product Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-Black/RedAlternate Image of Comfort Stretch Non-iron Check Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Check Dress Shirt With Contrast Trim - Black/red Sale price$129.00
Black/Red

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.