skip to main content
COLLECTIONFitColor Pattern

16 X 36/37 Check Dress Shirts

Refine your results

Filter
Clear All Filters
Change
Total: 14 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Traveler® Collection Traditional Fit Button-Down Collar Gingham Dress Shirt - Big & Tall
    The sale price is   $74.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    More Colors for Traveler® Collection Traditional Fit Button-Down Collar Gingham Dress Shirt - Big & Tall. Link will open product details page.
    Please choose a color.
    Description:
    Pairing classic fashion with jet-setting style, this Traveler® Collection dress shirt has a button-down collar and is finished with a Traditional Fit. It's made of breathable, non-iron cotton with natural stretch, and ensures long-lasting wear with break-resistant buttons. Designed to resist wrinkles, fading, and shrinking, it can be worn with a suit and tie just as easily as with chinos or jeans.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Traditional Fit Button-Down Collar Gingham Dress Shirt
    The sale price is   $69.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    More Colors for Traveler® Collection Traditional Fit Button-Down Collar Gingham Dress Shirt. Link will open product details page.
    Please choose a color.
    Description:
    Pairing classic fashion with jet-setting style, this Traveler® Collection dress shirt has a button-down collar and is finished with a Traditional Fit. It's made of breathable, non-iron cotton with natural stretch, and ensures long-lasting wear with break-resistant buttons. Designed to resist wrinkles, fading, and shrinking, it can be worn with a suit and tie just as easily as with chinos or jeans.
  • Gift Badge For Traveler® Collection Traditional Fit Button-Down Collar Check Dress Shirt - Big & Tall
    The sale price is   $74.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Pairing classic fashion with jet-setting style, this Traveler® Collection dress shirt has a button-down collar and is finished with a Traditional Fit. It's made of breathable, non-iron cotton with natural stretch, and ensures long-lasting wear with break-resistant buttons. Designed to resist wrinkles, fading, and shrinking, it can be worn with a suit and tie just as easily as with chinos or jeans.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Tailored Fit Small Check Dress Shirt
    New
    The sale price is   $69.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Clean and classic with a subtle twist, this Jos. A. Bank dress shirt features a small check pattern that adds subtle visual texture. Tailored in a comfortable fit, it's crafted with natural stretch for easy movement and an easy-care finish to keep wrinkles at bay. Break-resistant buttons add durability, making it a reliable choice for both professional settings and everyday wear.
  • Gift Badge For Traveler® Collection Slim Fit Spread Collar Micro Check Dress Shirt
    Online Exclusive
    The sale price is   $69.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Take a trip on the effortless side with this impressive dress shirt designed for life on the go. By the Traveler® Collection, it's woven from crisp, non-iron cotton that is fade, shrink, and wrinkle resistant. With a spread collar, Slim Fit, and natural stretch, it can be dressed up or down to suit your style.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Tailored Fit Button-Down Collar Double Check Dress Shirt
    Online Exclusive
    The sale price is   $69.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    A Tailored Fit lends contemporary style to this button-down collar dress shirt. By the Traveler® Collection, it's woven from soft, cotton fibers into a non-iron fabric with natural stretch that resists wrinkles as well as fading and shrinking. The result is a dress shirt that is just as formidable as it is comfortable. Wear it with slacks, chinos, or jeans for a refreshingly refined look.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Traditional Fit Button-Down Collar Check Dress Shirt
    The sale price is   $69.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Pairing classic fashion with jet-setting style, this Traveler® Collection dress shirt has a button-down collar and is finished with a Traditional Fit. It's made of breathable, non-iron cotton with natural stretch, and ensures long-lasting wear with break-resistant buttons. Designed to resist wrinkles, fading, and shrinking, it can be worn with a suit and tie just as easily as with chinos or jeans.
  • Gift Badge For Traveler® Collection Tailored Fit Button-Down Collar Double Check Dress Shirt - Big & Tall
    Online Exclusive
    The sale price is   $74.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    A Tailored Fit lends contemporary style to this button-down collar dress shirt. By the Traveler® Collection, it's woven from soft, cotton fibers into a non-iron fabric with natural stretch that resists wrinkles as well as fading and shrinking. The result is a dress shirt that is just as formidable as it is comfortable. Wear it with slacks, chinos, or jeans for a refreshingly refined look.
  • ALSO IN BIG & TALL
    Gift Badge For Jos. A. Bank Tailored Fit Tattersall Check Dress Shirt
    The sale price is   $54.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    This Jos. A. Bank dress shirt is a timeless addition to your wardrobe, featuring a refined Tattersall check pattern. The classic button-down collar provides a neat and polished look, making it incredibly versatile. Perfect for pairing with tailored trousers or a sport coat, it effortlessly blends traditional style with everyday sophistication.
  • Gift Badge For Traveler® Collection Tailored Fit Spread Collar Tattersall Dress Shirt - Big & Tall
    The sale price is   $74.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    A Tailored Fit lends contemporary style to this spread-collar dress shirt. By the Traveler® Collection, it's woven from soft, cotton fibers into a non-iron fabric with natural stretch that resists wrinkles as well as fading and shrinking. The result is a dress shirt that is just as formidable as it is comfortable. Wear it with slacks, chinos, or jeans for a refreshingly refined look.
  • ALSO IN BIG & TALL
    Gift Badge For Jos. A. Bank Tailored Fit Clean Check Dress Shirt
    New
    Online Exclusive
    The sale price is   $54.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Clean and classic, this dress shirt is designed for polished comfort. Made from a soft cotton blend with a touch of stretch, it features a button-down collar, break-resistant buttons, and an easy-care finish that resists wrinkles and simplifies maintenance. The Tailored Fit offers a modern silhouette, making it a versatile choice for both office and evening wear.
  • ALSO IN BIG & TALL
    Gift Badge For Reserve Collection Tailored Fit Spread Collar Check Dress Shirt
    The sale price is   $79.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Our Reserve Collection dress shirts offer premium quality and fabrics with fine patterns and elegant colors. This spread-collar dress shirt is woven from smooth cotton fibers into a classic check pattern. Keep it business with suit pants and a jacket, or more casual with chinos or denim.
  • Gift Badge For Traveler® Collection Slim Fit Spread Collar Micro Check Dress Shirt - Big & Tall
    Online Exclusive
    The sale price is   $74.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Take a trip on the effortless side with this impressive dress shirt designed for life on the go. By the Traveler® Collection, it's woven from crisp, non-iron cotton that is fade, shrink, and wrinkle resistant. With a spread collar, Slim Fit, and natural stretch, it can be dressed up or down to suit your style.
  • Gift Badge For Traveler® Collection Tailored Fit Small Check Dress Shirt - Big & Tall
    New
    The sale price is   $74.50

    Buy 2 Dress Shirts, Save $20 (must purchase minimum of 2 eligible dress shirts)

    Description:
    Clean and classic with a subtle twist, this Jos. A. Bank dress shirt features a small check pattern that adds subtle visual texture. Tailored in a comfortable fit, it's crafted with natural stretch for easy movement and an easy-care finish to keep wrinkles at bay. Break-resistant buttons add durability, making it a reliable choice for both professional settings and everyday wear.

THE FINER POINTS OF MEN’S DRESS SHIRTS:

For every well-crafted suit or sportcoat chosen in our stores, there’s a perfect dress shirt waiting to be discovered. The tailor who crafts the best dress shirt does so with patience and skill, ensuring that both style and comfort are woven in from the beginning. Men’s dress shirts are offered in solid colors, stripes or subtle patterns. And the careful eye will notice small but significant differences—from the style of the collar to the look of the cuff. A dress shirt can feature a traditional collar or one that buttons down, but either collar must be carefully crafted to contour to the neck. Comfort must not be overlooked. When a tailor crafts your dress shirt well, not only does the collar feel natural, but the sleeves also offer the perfect amount of room to afford easy movement. Choosing the right sleeve length avoids pulling or bunching. To choose the best dress shirt, you need to know your cuffs as well. A two-button barrel cuff is quite common, but some cuffs have rounded edges, while others have no button and are worn with cufflinks. With your personal preference in mind, our salespeople will measure you and guide you to one of our three tailored shirt fits—Traditional (with classic, ample room), Tailored (to accentuate your build) or Slim (modern and form-fitting). Dress shirts are an art form, and we love to help you make your selection with precision.