Winter Dress Shirts

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155 Products
Product Image of Comfort Stretch Non-iron Windowpane Dress Shirt With Contrast Trim-Pink/BlueAlternate Image of Comfort Stretch Non-iron Windowpane Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Windowpane Dress Shirt With Contrast Trim - Pink/blue Sale price$129.00
Pink/Blue
Product Image of Comfort Stretch Non-iron Tattersall Dress Shirt With Contrast Trim-Blue/PinkAlternate Image of Comfort Stretch Non-iron Tattersall Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Tattersall Dress Shirt With Contrast Trim - Blue/pink Sale price$129.00
Blue/Pink
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-PinkAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Pink Sale price$129.00
Pink
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$129.00
White/Blue
Product Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-White/PinkAlternate Image of Comfort Stretch Non-iron Solid Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Solid Dress Shirt With Contrast Trim - White/pink Sale price$129.00
White/Pink
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-GreenAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt With Contrast Trim-1
Comfort Stretch Non-Iron Stripe Dress Shirt With Contrast Trim - Green Sale price$129.00
Green
Product Image of Comfort Stretch Non-iron Herringbone Dress Shirt-YellowAlternate Image of Comfort Stretch Non-iron Herringbone Dress Shirt-1
Comfort Stretch Non-Iron Herringbone Dress Shirt - Yellow Sale price$159.00
Yellow
Product Image of Comfort Stretch Non-iron Stripe Dress Shirt-Light BlueAlternate Image of Comfort Stretch Non-iron Stripe Dress Shirt-1
Comfort Stretch Non-Iron Stripe Dress Shirt - Light Blue Sale price$159.00
Light Blue
Product Image of Comfort Stretch Non-iron Check Dress Shirt-MultiAlternate Image of Comfort Stretch Non-iron Check Dress Shirt-1
Comfort Stretch Non-Iron Check Dress Shirt - Multi Sale price$159.00
Multi
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-BlueAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Blue Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-BlueAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Blue Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
Grey
Black
Blue
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-French BlueAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - French Blue Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-Blue StripeAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Blue Stripe Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-EcruAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Ecru Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-YellowAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Yellow Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-PinkAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Pink Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-LavenderAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Lavender Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-EcruAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Ecru Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Spread Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Spread Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Spread Collar Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
Blue
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-LavenderAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Lavender Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-BlackAlternate Image of Non-iron Cotton Pinpoint Solid Button Down Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Button Down Collar Dress Shirt - Black Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
French Blue
Blue
Blue Stripe
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-GreyAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Grey Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-CobaltAlternate Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-1
Non-Iron Cotton Windowpane Dress Shirt With Contrast Trim - Cobalt Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Cobalt
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-BlackAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Black Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-PinkAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar Dress Shirt - Pink Sale priceFrom $99.00 Regular price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
White
Pink
Black
3 for $179
Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-BlueAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Blue Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Snap Tab Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Snap Tab Collar Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Snap Tab Collar Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

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$129.00
White
3 for $179
Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Blue/RedAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Blue/red Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue/Red
3 for $179
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$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Snap Tab Collar French Cuff Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Snap Tab Collar French Cuff Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Snap Tab Collar French Cuff Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt-BlackAlternate Image of Non-iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Point Collar French Cuff Dress Shirt - Black Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
Grey
Black
Blue
3 for $179
Product Image of Non-iron Cotton Pinpoint Solid Spread Collar French Cuff Dress Shirt-WhiteAlternate Image of Non-iron Cotton Pinpoint Solid Spread Collar French Cuff Dress Shirt-1
Non-Iron Cotton Pinpoint Solid Spread Collar French Cuff Dress Shirt - White Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

White
Blue
3 for $179
Product Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-Black/GreenAlternate Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-1
Non-Iron Cotton Houndstooth Dress Shirt With Contrast Trim - Black/green Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Black/Green
Product Image of Non-iron Cotton Herringbone Point Collar Dress Shirt-WhiteAlternate Image of Non-iron Cotton Herringbone Point Collar Dress Shirt-1
Non-Iron Cotton Herringbone Point Collar Dress Shirt - White Sale price$129.00
White
3 for $179
Product Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-CobaltAlternate Image of Non-iron Cotton Stripe Dress Shirt With Contrast Trim-1
Non-Iron Cotton Stripe Dress Shirt With Contrast Trim - Cobalt Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Cobalt
3 for $179
Product Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-BlackAlternate Image of Non-iron Cotton Windowpane Dress Shirt With Contrast Trim-1
Non-Iron Cotton Windowpane Dress Shirt With Contrast Trim - Black Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Black
3 for $179
Product Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-Black/RedAlternate Image of Non-iron Cotton Houndstooth Dress Shirt With Contrast Trim-1
Non-Iron Cotton Houndstooth Dress Shirt With Contrast Trim - Black/red Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Black/Red
3 for $179
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$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Red
3 for $179
Product Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-Blue/PurpleAlternate Image of Non-iron Cotton Plaid Dress Shirt With Contrast Trim-1
Non-Iron Cotton Plaid Dress Shirt With Contrast Trim - Blue/purple Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue/Purple
3 for $179
Product Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-Blue/BlackAlternate Image of Non-iron Cotton Gingham Dress Shirt With Contrast Trim-1
Non-Iron Cotton Gingham Dress Shirt With Contrast Trim - Blue/black Sale price$109.00

3 for $179 Select Shirts & Knits | Ends 6/15

Blue/Black

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.