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Check Tailored Fit Dress Shirts

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  • 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 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:
    Designed for life on the move, this dress shirt combines classic style with modern performance. The Tailored Fit offers a sharp, streamlined look, while the natural stretch fabric ensures ease of movement throughout the day. Engineered with non-iron technology and break-resistant buttons, it's built to stay crisp and comfortable, whether you're traveling, working, or heading out for the weekend.
  • 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.
  • Gift Badge For Jos. A. Bank Tailored Fit Button-Down Collar Check Dress Shirt
    The sale price is   $54.50

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

    Description:
    Raise your style quotient in this invigorating dress shirt. Crafted from comfortable cotton with a touch of stretch, this dress-wear staple by Jos. A. Bank is trimmed with a Tailored Fit. Whether you wear it with slacks, chinos or jeans, it will create a effortlessly sophisticated 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 Jos. A. Bank Tailored Fit Button-Down Collar Check Dress Shirt
    Online Exclusive
    The sale price is   $54.50

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

    Description:
    Raise your style quotient in this invigorating dress shirt. Crafted from comfortable cotton with a touch of stretch, this dress-wear staple by Jos. A. Bank is trimmed with a Tailored Fit. Whether you wear it with slacks, chinos or jeans, it will create a effortlessly sophisticated look.
  • 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 Tailored 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:
    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 Tailored Fit Button-Down Collar 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.
  • Gift Badge For Traveler® Collection Tailored Fit Spread Collar Dress Shirt
    Online Exclusive
    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 Tailored Fit Spread Collar Dress Shirt. Link will open product details page.
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    Description:
    By the Traveler® Collection, this dress shirt is tailored from fine cotton with natural stretch and has a non-iron finish for a crisp, smooth look that lasts. The durable fabric resists shrinking and fading. 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.
  • Gift Badge For Traveler® Collection Tailored Fit Button-Down Collar Gradient Check Dress Shirt
    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 Tailored Fit Spread 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:
    Ditch the iron and elevate your everyday with this sharp dress shirt from the Traveler Collection. Break-resistant buttons ensure long-lasting wear, and the 100% cotton construction provides breathability for year-round comfort. The innovative non-iron fabric with natural stretch keeps you comfortable and wrinkle-free all day long, so you can focus on what matters most.

BUTTON UP YOUR STYLE:

Always look your best with fashion-forward dress shirts.

Every man needs a variety of quality dress shirts from Jos. A. Bank in his wardrobe. Choose from slim- to traditional- and tailored-fit shirts to find the right look for you. And experiment by trying different styles to always ensure you have options. You can also choose the collar and sleeve style that best suits your needs and personal style. You can never have too many dress shirts, as options are critical when it comes to dressing for the day. As men, we are sometimes limited in the ways to express our personalities through clothing for business wear, but choosing a vibrant pattern or bold color on a dress shirt can completely make an outfit—and get attention for all the right reasons. A crisp, sharp dress shirt never goes out of style and will become one of the most versatile default go-to pieces in your closet—and it guarantees to make a great, lasting impression in both your professional and personal lives. Perfect when paired with a sharp suit or with dark denim jeans, it’s an easy way to elevate casual date-night attire. You can pick from numerous colors and patterns to fit your every mood and function, season after season.