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Classic Fit Dress Shirts

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  • 54 Items
Classic-Fit Button Down Collar Dress ShirtClassic-Fit Button Down Collar Dress Shirt
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Polo Ralph LaurenClassic-Fit Button Down Collar Dress Shirt

$130.00
Full StarFull StarFull StarFull StarEmpty Star(18)
Classic Fit Spread Collar Solid Poplin Dress ShirtClassic Fit Spread Collar Solid Poplin Dress Shirt
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Polo Ralph LaurenClassic Fit Spread Collar Solid Poplin Dress Shirt

$130.00
Full StarFull StarFull StarFull StarEmpty Star(8)
Classic Fit Spread Collar Striped Poplin Dress ShirtClassic Fit Spread Collar Striped Poplin Dress Shirt
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Polo Ralph LaurenClassic Fit Spread Collar Striped Poplin Dress Shirt

$130.00
Classic Fit Long Sleeve Solid ShirtClassic Fit Long Sleeve Solid Shirt
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AriatClassic Fit Long Sleeve Solid Shirt

Permanently Reduced
Orig. $62.95
Now $42.17
Full StarFull StarFull StarFull StarFull Star(5)
Classic-Fit Button Down Collar Solid Dress ShirtClassic-Fit Button Down Collar Solid Dress Shirt
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Polo Ralph LaurenClassic-Fit Button Down Collar Solid Dress Shirt

$130.00
Full StarFull StarFull StarFull StarFull Star(8)
Classic Fit Point Collar Solid Pinpoint Dress ShirtClassic Fit Point Collar Solid Pinpoint Dress Shirt
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Polo Ralph LaurenClassic Fit Point Collar Solid Pinpoint Dress Shirt

$130.00
Full StarFull StarFull StarFull StarHalf Star(9)
Classic Fit Spread Collar Glen Plaid Dress ShirtClassic Fit Spread Collar Glen Plaid Dress Shirt
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Polo Ralph LaurenClassic Fit Spread Collar Glen Plaid Dress Shirt

$130.00
Classic Fit Non-Iron Button Down Collar Solid Poplin Dress ShirtClassic Fit Non-Iron Button Down Collar Solid Poplin Dress Shirt
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Roundtree & YorkeClassic Fit Non-Iron Button Down Collar Solid Poplin Dress Shirt

$69.00
Dillard´s Exclusive
Classic Fit Striped Oxford ShirtClassic Fit Striped Oxford Shirt
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Polo Ralph LaurenClassic Fit Striped Oxford Shirt

$130.00
Full StarFull StarFull StarFull StarHalf Star(11)
Classic Fit Performance Stretch Spread Collar Solid Twill Dress ShirtClassic Fit Performance Stretch Spread Collar Solid Twill Dress Shirt
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STANTTClassic Fit Performance Stretch Spread Collar Solid Twill Dress Shirt

$115.00
Full StarFull StarFull StarFull StarHalf Star(10)
Classic Fit Non-Iron Button Down Collar Solid Pinpoint Dress ShirtClassic Fit Non-Iron Button Down Collar Solid Pinpoint Dress Shirt
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CremieuxClassic Fit Non-Iron Button Down Collar Solid Pinpoint Dress Shirt

$69.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(7)
Classic Fit Non Iron Spread Collar Solid Dress ShirtClassic Fit Non Iron Spread Collar Solid Dress Shirt
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CremieuxClassic Fit Non Iron Spread Collar Solid Dress Shirt

$89.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Classic Fit Stretch Poplin Long Sleeve ShirtClassic Fit Stretch Poplin Long Sleeve Shirt
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Polo Ralph LaurenClassic Fit Stretch Poplin Long Sleeve Shirt

$130.00
Classic Fit Spread Collar Purepress Poplin Dress ShirtClassic Fit Spread Collar Purepress Poplin Dress Shirt
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Polo Ralph LaurenClassic Fit Spread Collar Purepress Poplin Dress Shirt

$130.00
Full StarFull StarFull StarFull StarEmpty Star(7)
Classic Fit Non Iron Spread Collar Checked Dress ShirtClassic Fit Non Iron Spread Collar Checked Dress Shirt
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CremieuxClassic Fit Non Iron Spread Collar Checked Dress Shirt

$89.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(1)
Classic Fit Non-Iron Point Collar Mitered Cuff Poplin Tuxedo Dress ShirtClassic Fit Non-Iron Point Collar Mitered Cuff Poplin Tuxedo Dress Shirt
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Tre VeroClassic Fit Non-Iron Point Collar Mitered Cuff Poplin Tuxedo Dress Shirt

$65.00
Full StarFull StarFull StarFull StarFull Star(1)
Classic Fit Non-Iron Point Collar Pinpoint Print Dress ShirtClassic Fit Non-Iron Point Collar Pinpoint Print Dress Shirt
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Roundtree & YorkeClassic Fit Non-Iron Point Collar Pinpoint Print Dress Shirt

$69.00
Dillard´s Exclusive
Classic Fit Stretch End-on-End Long Sleeve Woven ShirtClassic Fit Stretch End-on-End Long Sleeve Woven Shirt
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Polo Ralph LaurenClassic Fit Stretch End-on-End Long Sleeve Woven Shirt

$130.00
Full StarFull StarFull StarFull StarFull Star(1)
Classic Fit Performance Stretch Spread Collar Mini-Houndstooth Dress ShirtClassic Fit Performance Stretch Spread Collar Mini-Houndstooth Dress Shirt
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STANTTClassic Fit Performance Stretch Spread Collar Mini-Houndstooth Dress Shirt

$115.00
Full StarFull StarFull StarFull StarFull Star(2)
Classic Fit Spread Collar Premium Luxe Sateen Dress ShirtClassic Fit Spread Collar Premium Luxe Sateen Dress Shirt
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Perry EllisClassic Fit Spread Collar Premium Luxe Sateen Dress Shirt

Permanently Reduced
Orig. $75.00
Now $18.75
Classic Fit Spread Collar Premium Luxe Sateen Dress ShirtClassic Fit Spread Collar Premium Luxe Sateen Dress Shirt
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Perry EllisClassic Fit Spread Collar Premium Luxe Sateen Dress Shirt

$75.00
Full StarFull StarFull StarFull StarHalf Star(28)
Classic Fit Non Iron Spread Collar Striped Dress ShirtClassic Fit Non Iron Spread Collar Striped Dress Shirt
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CremieuxClassic Fit Non Iron Spread Collar Striped Dress Shirt

$89.50
Dillard´s Exclusive
Classic Fit Non Iron Spread Collar Striped Dress ShirtClassic Fit Non Iron Spread Collar Striped Dress Shirt
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CremieuxClassic Fit Non Iron Spread Collar Striped Dress Shirt

$89.50
Dillard´s Exclusive
Classic Fit Non-Iron Point Collar Striped Dobby Dress ShirtClassic Fit Non-Iron Point Collar Striped Dobby Dress Shirt
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Roundtree & YorkeClassic Fit Non-Iron Point Collar Striped Dobby Dress Shirt

$69.00
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(2)
Classic Fit Non Iron Spread Collar Printed Dress ShirtClassic Fit Non Iron Spread Collar Printed Dress Shirt
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CremieuxClassic Fit Non Iron Spread Collar Printed Dress Shirt

$89.50
Dillard´s Exclusive
Classic Fit Non-Iron Spread Collar Mitered Cuff Poplin Tuxedo Dress ShirtClassic Fit Non-Iron Spread Collar Mitered Cuff Poplin Tuxedo Dress Shirt
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Tre VeroClassic Fit Non-Iron Spread Collar Mitered Cuff Poplin Tuxedo Dress Shirt

$65.00
Classic Fit Striped Oxford Long Sleeve Woven ShirtClassic Fit Striped Oxford Long Sleeve Woven Shirt
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Polo Ralph LaurenClassic Fit Striped Oxford Long Sleeve Woven Shirt

Permanently Reduced
Orig. $130.00
Now $91.00
Full StarFull StarFull StarFull StarFull Star(1)
Classic Fit Striped Oxford Long Sleeve Woven ShirtClassic Fit Striped Oxford Long Sleeve Woven Shirt
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Polo Ralph LaurenClassic Fit Striped Oxford Long Sleeve Woven Shirt

Permanently Reduced
Orig. $130.00
Now $91.00
Classic Fit Plaid Performance Long Sleeve Oxford ShirtClassic Fit Plaid Performance Long Sleeve Oxford Shirt
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Polo Ralph LaurenClassic Fit Plaid Performance Long Sleeve Oxford Shirt

$125.00
Only size S, M available
Full StarFull StarFull StarFull StarHalf Star(2)
Classic Fit Stripe Oxford Long Sleeve Woven ShirtClassic Fit Stripe Oxford Long Sleeve Woven Shirt
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Polo Ralph LaurenClassic Fit Stripe Oxford Long Sleeve Woven Shirt

$130.00
Internet Exclusive
Full StarFull StarFull StarEmpty StarEmpty Star(1)
Classic Fit Non-Iron Spread Collar Solid Pinpoint Dress ShirtClassic Fit Non-Iron Spread Collar Solid Pinpoint Dress Shirt
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CremieuxClassic Fit Non-Iron Spread Collar Solid Pinpoint Dress Shirt

$69.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarHalf Star(10)
Classic Fit Stretch Poplin Long Sleeve Woven ShirtClassic Fit Stretch Poplin Long Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic Fit Stretch Poplin Long Sleeve Woven Shirt

$130.00
Full StarFull StarFull StarFull StarHalf Star(17)
Classic Fit Non-Iron Point Collar Solid Pinpoint Dress ShirtClassic Fit Non-Iron Point Collar Solid Pinpoint Dress Shirt
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CremieuxClassic Fit Non-Iron Point Collar Solid Pinpoint Dress Shirt

$69.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(19)
Classic Fit Performance Stretch Long Sleeve Woven ShirtClassic Fit Performance Stretch Long Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic Fit Performance Stretch Long Sleeve Woven Shirt

Permanently Reduced
Orig. $130.00
Now $91.00
Full StarFull StarFull StarFull StarFull Star(2)
Classic Fit Performance Stretch Hidden Button Down Collar Mini Grid Check Dress ShirtClassic Fit Performance Stretch Hidden Button Down Collar Mini Grid Check Dress Shirt
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STANTTClassic Fit Performance Stretch Hidden Button Down Collar Mini Grid Check Dress Shirt

Permanently Reduced
Orig. $99.00
Now $24.75
Only size 15.0 x 32, 33 available
Classic Fit Large Plaid Oxford Long Sleeve Woven ShirtClassic Fit Large Plaid Oxford Long Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic Fit Large Plaid Oxford Long Sleeve Woven Shirt

Permanently Reduced
Orig. $130.00
Now $91.00
Full StarFull StarFull StarFull StarFull Star(1)
Classic Fit Tattersall Stretch Poplin Long Sleeve Woven ShirtClassic Fit Tattersall Stretch Poplin Long Sleeve Woven Shirt
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Polo Ralph LaurenClassic Fit Tattersall Stretch Poplin Long Sleeve Woven Shirt

$130.00
Classic-Fit Button Down Collar Micro Grid Check Dress ShirtClassic-Fit Button Down Collar Micro Grid Check Dress Shirt
Quick View

Polo Ralph LaurenClassic-Fit Button Down Collar Micro Grid Check Dress Shirt

$130.00
Full StarFull StarFull StarFull StarFull Star(11)
Classic Fit Non Iron Spread Collar French Cuff Poplin Tuxedo Dress ShirtClassic Fit Non Iron Spread Collar French Cuff Poplin Tuxedo Dress Shirt
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Tre VeroClassic Fit Non Iron Spread Collar French Cuff Poplin Tuxedo Dress Shirt

$65.00
Full StarFull StarFull StarFull StarFull Star(6)
Classic-Fit Stretch Oxford Long-Sleeve Woven ShirtClassic-Fit Stretch Oxford Long-Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic-Fit Stretch Oxford Long-Sleeve Woven Shirt

$130.00
Full StarFull StarFull StarFull StarFull Star(14)
Classic-Fit Oxford Long-Sleeve Woven ShirtClassic-Fit Oxford Long-Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic-Fit Oxford Long-Sleeve Woven Shirt

$130.00
Full StarFull StarFull StarFull StarFull Star(7)
Classic Fit Twill Plaid Performance Stretch Long Sleeve Woven ShirtClassic Fit Twill Plaid Performance Stretch Long Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic Fit Twill Plaid Performance Stretch Long Sleeve Woven Shirt

Permanently Reduced
Orig. $130.00
Now $91.00
Solid Classic-Fit Oxford Long-Sleeve Woven ShirtSolid Classic-Fit Oxford Long-Sleeve Woven Shirt
Quick View

Polo Ralph LaurenSolid Classic-Fit Oxford Long-Sleeve Woven Shirt

$130.00
Full StarFull StarFull StarFull StarEmpty Star(34)
Classic Fit Non-Iron Spread Collar Presidential Herringbone Dress ShirtClassic Fit Non-Iron Spread Collar Presidential Herringbone Dress Shirt
Quick View

CremieuxClassic Fit Non-Iron Spread Collar Presidential Herringbone Dress Shirt

$79.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarFull Star(16)
Regent Classic Fit Spread Collar Checked Oxford Dress ShirtRegent Classic Fit Spread Collar Checked Oxford Dress Shirt
Quick View

Polo Ralph LaurenRegent Classic Fit Spread Collar Checked Oxford Dress Shirt

$130.00
Classic-Fit Chambray Long-Sleeve Woven ShirtClassic-Fit Chambray Long-Sleeve Woven Shirt
Quick View

Polo Ralph LaurenClassic-Fit Chambray Long-Sleeve Woven Shirt

$130.00
Full StarFull StarFull StarFull StarFull Star(3)
Classic-Fit Chambray Short-Sleeve Woven ShirtClassic-Fit Chambray Short-Sleeve Woven Shirt
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Polo Ralph LaurenClassic-Fit Chambray Short-Sleeve Woven Shirt

$120.00
Full StarFull StarFull StarFull StarHalf Star(24)
Regent Classic Fit Spread Collar Checked Poplin Dress ShirtRegent Classic Fit Spread Collar Checked Poplin Dress Shirt
Quick View

Polo Ralph LaurenRegent Classic Fit Spread Collar Checked Poplin Dress Shirt

$130.00
Internet Exclusive
Classic Fit Non-Iron Spread Collar Long Sleeve Presidential Herringbone Dress ShirtClassic Fit Non-Iron Spread Collar Long Sleeve Presidential Herringbone Dress Shirt
Quick View

CremieuxClassic Fit Non-Iron Spread Collar Long Sleeve Presidential Herringbone Dress Shirt

$79.50
Dillard´s Exclusive
Full StarFull StarFull StarFull StarEmpty Star(13)
Gold Label Roundtree & Yorke Classic Fit Non Iron Point Collar Striped Dress ShirtGold Label Roundtree & Yorke Classic Fit Non Iron Point Collar Striped Dress Shirt
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Roundtree & YorkeGold Label Roundtree & Yorke Classic Fit Non Iron Point Collar Striped Dress Shirt

$69.00
Dillard´s Exclusive
Jackson Classic Fit Stretch Knit Spread Collar Solid Dress ShirtJackson Classic Fit Stretch Knit Spread Collar Solid Dress Shirt
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Psycho BunnyJackson Classic Fit Stretch Knit Spread Collar Solid Dress Shirt

$128.00
Full StarFull StarFull StarFull StarFull Star(2)
Big Boys Long Sleeve Stratford Classic Fit ShirtBig Boys Long Sleeve Stratford Classic Fit Shirt
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AriatBig Boys Long Sleeve Stratford Classic Fit Shirt

$39.95
Full StarFull StarFull StarFull StarFull Star(1)
Big Boys Pro Series Soloman Classic Fit ShirtBig Boys Pro Series Soloman Classic Fit Shirt
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AriatBig Boys Pro Series Soloman Classic Fit Shirt

$39.95
Big Boys Long Sleeve Team Logo Twill Classic Fit ShirtBig Boys Long Sleeve Team Logo Twill Classic Fit Shirt
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AriatBig Boys Long Sleeve Team Logo Twill Classic Fit Shirt

$49.95
Full StarFull StarFull StarFull StarHalf Star(15)
  • 54 Items

About Classic Fit Dress Shirts

Discover the timeless elegance of classic fit dress shirts, designed for comfort and style. These shirts feature a tailored silhouette that provides a relaxed yet polished look, making them perfect for both professional and casual settings. Crafted from high-quality fabrics, they offer breathability and durability, ensuring you stay comfortable throughout the day.

With a variety of collar styles and patterns available, classic fit dress shirts can easily elevate any outfit. Whether you prefer a button-down collar or a spread collar, these versatile shirts can be paired with dress pants, chinos, or even jeans for a sophisticated appearance.

What is a classic fit dress shirt?

  • A classic fit dress shirt is designed with a traditional cut that offers a comfortable fit through the chest and waist. This style provides ample room for movement while maintaining a polished look, making it suitable for various occasions.

How does a classic fit differ from a slim fit dress shirt?

  • Classic fit dress shirts have a more relaxed silhouette, providing extra room in the body and sleeves, while slim fit shirts are tailored closer to the body for a more modern, streamlined appearance. The choice between the two often depends on personal style and comfort preferences.

Are classic fit dress shirts suitable for formal occasions?

  • Yes, classic fit dress shirts are versatile enough for formal occasions. They can be paired with suits or blazers, making them an excellent choice for business meetings, weddings, and other events where a polished look is required.

What materials are classic fit dress shirts typically made from?

  • Classic fit dress shirts are commonly made from cotton, poplin, or twill fabrics, which offer breathability and comfort. Some styles may also incorporate performance fabrics for added stretch and wrinkle resistance, enhancing their wearability.

How should classic fit dress shirts be styled?

  • Classic fit dress shirts can be styled in various ways, depending on the occasion. For a business casual look, pair them with chinos or dress pants and loafers. For a more relaxed outfit, they can be worn untucked with jeans and sneakers.

Do classic fit dress shirts come in different patterns?

  • Yes, classic fit dress shirts are available in a wide range of patterns, including stripes, checks, and solids. This variety allows for personal expression and makes it easy to find the perfect shirt for any outfit or occasion.

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