skip to main content
COLLECTIONFitColor Pattern

Cotton Tailored Fit Dress Shirts

Refine your results

Filter
Clear All Filters
Change
Total: 59 Products
Load More button at the bottom of this region will load more content above the button.
  • 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.
  • ALSO IN BIG & TALL
    Gift Badge For Jos. A. Bank Tailored Fit Offset Grid Dress Shirt
    New
    The sale price is   $54.50

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

    Description:
    A modern essential with subtle character, this dress shirt brings a fresh twist to classic checks. Designed with a spread collar and crafted from a stretch-infused cotton blend, it offers a comfortable, streamlined fit. Break-resistant buttons and an easy-care finish ensure durability and low-maintenance care, making it a smart choice for busy weekdays and polished evenings alike.
  • 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.
  • 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.
  • Gift Badge For Jos A. Bank Tailored Fit Spread Collar Stripe Dress Shirt
    The sale price is   $54.50

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

    Description:
    Classic stripes and a Tailored Fit define this sharp dress shirt. From Jos A. Bank, it's made of quality cotton with a touch of stretch for comfortable, all-day wear. This distinguished wardrobe staple can be paired with a suit and tie or worn more casually with chinos, or even denim to suit your style.
  • 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.
  • Gift Badge For Reserve Collection Tailored Fit Wing Collar Bib Formal Dress Shirt
    New
    Online Exclusive
    The sale price is   $79.50

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

    Description:
    Elevate formal attire with this Tailored Fit wing collar formal dress shirt that's crafted from responsibly grown cotton for a sustainable choice. Its non-iron finish ensures a crisp, polished look with minimal effort, while the classic wing collar and bib front deliver timeless elegance for black-tie events and special occasions.
  • ALSO IN BIG & TALL
    Gift Badge For Reserve Collection Tailored Fit Spread Collar Stripe 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 finely striped design. 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 Windowpane 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:
    Look neat and professional at the end of the day, without the extra effort. Our Traveler® Collection dress shirts feature premium no-wrinkles performance and resists shrinking and fading. Split back yoke with center back box pleats. Break-resistant buttons. Traditional placket with a spread collar and barrel cuff. Exact sleeve length. 100% cotton. Machine washable. Imported. Cufflinks not included.
  • Gift Badge For Traveler® Collection Tailored Fit Button-Down Collar 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.
  • Gift Badge For Traveler® Collection Tailored Fit 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:
    Look neat and professional at the end of the day, without the extra effort. Our Traveler® Collection dress shirts feature premium no-wrinkle performance and resist shrinking and fading. Split back yoke with center back box pleats. Break-resistant buttons. Traditional placket with a spread collar and barrel cuff. Exact sleeve length. 100% cotton. Machine washable. Imported. Cufflinks not included.