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Adjustable Tailored Fit Dress Shirts Deals

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  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Tailored Fit Small Check Dress Shirt
    The sale price is   $74.50

    3 for $99 Dress and Casual 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 Glenn Plaid Dress Shirt
    Online Exclusive
    The sale price is   $74.50

    3 for $99 Dress and Casual Shirts!

    Description:
    A fresh take on a classic, this dress shirt features an offset plaid pattern that adds visual interest and modern edge to your wardrobe. Cut in a Tailored Fit, it offers a clean, streamlined silhouette with natural stretch for all-day comfort. The easy-care finish keeps wrinkles at bay, while break-resistant buttons ensure lasting durability. Whether you're dressing for the office or a night out, this shirt delivers style that stands apart.
  • ALSO IN BIG & TALL
    Gift Badge For Jos. A. Bank Tailored Fit Clean Check Dress Shirt
    Online Exclusive
    The sale price is   $59.50

    3 for $99 Dress and Casual 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 Jos. A. Bank Tailored Fit Offset Grid Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual 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
    The sale price is   $74.50

    3 for $99 Dress and Casual 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 Traveler® Collection Tailored Fit Button-Down Collar Check Dress Shirt
    Online Exclusive
    The sale price is   $74.50

    3 for $99 Dress and Casual 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 Double Check Dress Shirt
    Online Exclusive
    The sale price is   $74.50

    3 for $99 Dress and Casual 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 Button-Down Collar Check Dress Shirt
    Online Exclusive
    The sale price is   $74.50

    3 for $99 Dress and Casual 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 Jos A. Bank Tailored Fit Spread Collar Stripe Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual 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.
  • ALSO IN BIG & TALL
    Gift Badge For Jos. A. Bank Tailored Fit Spread Collar Oxford Solid Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual Shirts!

    Description:
    With its versatile appeal, this classic Oxford dress shirt is a wardrobe essential. Crafted from a blend of cotton with a hint of stretch, it offers both comfort and style. The subtle sheen of the fabric and the crisp, clean lines create an effortless look that is perfect for the office or a dress-wear occasion.
  • Gift Badge For Jos. A. Bank Tailored Fit Offset Grid Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual Shirts!

    Description:
    An offset grid pattern adds a modern twist to this Tailored Fit dress shirt from Jos. A. Bank. Designed with a button-down collar and cut close to the body, it delivers a streamlined look that doesn't sacrifice comfort. The cotton fabric includes a hint of stretch, giving you ease of movement and a crisp appearance that lasts from morning meetings to dinner out.
  • ALSO IN BIG & TALL
    Gift Badge For Jos. A. Bank Tailored Fit Tattersall Check Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual 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.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Tailored Fit Spread Collar Tattersall Dress Shirt
    The sale price is   $74.50

    3 for $99 Dress and Casual 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.
  • Gift Badge For Jos. A. Bank Tailored Fit Spread Collar Oxford Solid Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual Shirts!

    Description:
    With its versatile appeal, this classic Oxford dress shirt is a wardrobe essential. Crafted from a blend of cotton with a hint of stretch, it offers both comfort and style. The subtle sheen of the fabric and the crisp, clean lines create an effortless look that is perfect for the office or a dress wear occasion.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Tailored Fit Spread Collar Check Dress Shirt
    The sale price is   $74.50

    3 for $99 Dress and Casual 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.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® Collection Tailored Fit Spread Collar Stripe Dress Shirt
    The sale price is   $74.50

    3 for $99 Dress and Casual Shirts!

    Description:
    Fine stripes and a spread collar define this handsome dress shirt. From the Traveler Collection, it's cut from pure cotton with natural stretch into a flattering, Tailored Fit. Its non-iron treatment and break-resistant buttons allow for effortless wear and care. Cufflinks not included.
  • Gift Badge For Jos. A. Bank Tailored Fit Spread Collar Solid Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual Shirts!

    Description:
    Crafted from a smooth cotton-poly blend with built-in stretch, this spread-collar dress shirt features a covered placket and Tailored Fit for a flattering silhouette. From Jos. A. Bank, it will elevate your dress-wear looks.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Spread Collar Stripe Knit Dress Shirt
    The sale price is   $74.50

    3 for $99 Dress and Casual Shirts!

    Description:
    Designed with your active lifestyle in mind, this spread-collar dress shirt from the Traveler&reg; COOLMOTION collection is woven with COOLMOTION fibers and performance knit material that serve as your personal climate control while wicking away moisture. Cut into a flattering Tailored Fit, it offers an easy-care finish that resists wrinkles to keep you looking and feeling your best all day long.
  • ALSO IN BIG & TALL
    Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Spread Collar Knit Solid Dress Shirt
    The sale price is   $74.50

    3 for $99 Dress and Casual Shirts!

    Please choose a color.
    Description:
    Designed with your active life in mind, this spread-collar dress shirt from the Traveler&reg; COOLMOTION is woven with COOLMOTION fibers and performance knit material serve as your personal climate control while wicking away moisture. Cut into a Tailored Fit with generous stretch, it offers an easy-care finish that resists wrinkles to keep you looking and feeling your best all day long. Cufflinks not included.
  • Gift Badge For Jos. A. Bank Tailored Fit Offset Grid Dress Shirt - Big & Tall
    The sale price is   $64.50

    3 for $99 Dress and Casual 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 Jos. A. Bank Tailored Fit Clean Check Dress Shirt - Big & Tall
    Online Exclusive
    The sale price is   $64.50

    3 for $99 Dress and Casual 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 Traveler® Collection Tailored Fit Small Check Dress Shirt - Big & Tall
    The sale price is   $79.50

    3 for $99 Dress and Casual 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 Spread Collar Check Dress Shirt - Big & Tall
    The sale price is   $79.50

    3 for $99 Dress and Casual 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.
  • Gift Badge For Traveler® Collection Tailored Fit Spread Collar Stripe Dress Shirt - Big & Tall
    The sale price is   $79.50

    3 for $99 Dress and Casual Shirts!

    Description:
    Fine stripes and a spread collar define this handsome dress shirt. From the Traveler Collection, it's cut from pure cotton with natural stretch into a flattering, Tailored Fit. Its non-iron treatment and break-resistant buttons allow for effortless wear and care. Cufflinks not included.