skip to main content

Stretchable Fabric Tailored Fit Dress Shirts Deals

Refine your results

Filter
Clear All Filters
Change
Total: 40 Products
Load More button at the bottom of this region will load more content above the button.
  • 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 Jos. A. Bank Tailored Fit Spread Collar Solid Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual Shirts!

    More Colors for Jos. A. Bank Tailored Fit Spread Collar Solid Dress Shirt. Link will open product details page.
    Please choose a color.
    Description:
    Crafted from soft cotton with a bit of stretch, this solid dress shirt features an easy-care finish. From Jos. A. Bank, it is detailed with a spread collar, barrel cuffs, and a Tailored Fit for timeless style that will mix and match with your favorite dress-wear looks.
  • 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 Stripe 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 Traveler® Collection Tailored Fit Stripe 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.
  • 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.
  • Gift Badge For Jos. A. Bank Tailored Fit Fine Stripe Dress Shirt
    The sale price is   $59.50

    3 for $99 Dress and Casual Shirts!

    Description:
    Fine stripes give this Tailored Fit dress shirt a clean, refined look that's easy to dress up or down. Made from soft cotton with a touch of stretch, it offers breathable comfort and just the right amount of give for all-day wear. The spread collar adds a polished finish, making it a smart choice for everything from business casual to weekend plans. Subtle yet sophisticated, it's a dependable staple with elevated style.
  • 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 Traveler® Collection Tailored Fit Button-Down Collar Grid 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 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 Spread Collar Tattersall Dress Shirt
    Online Exclusive
    The sale price is   $74.50

    3 for $99 Dress and Casual Shirts!

    More Colors for Traveler Collection Tailored Fit Spread Collar Tattersall Dress Shirt. Link will open product details page.
    Please choose a color.
    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 Traveler® Collection Tailored Fit Point Collar Stripe 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, point-collar dress shirt. From the Traveler® Collection, this dress-wear essential is crafted from innovative, non-iron fabric that resists wrinkles, fading, and shrinking. Break-resistant buttons ensure long-lasting wear, and the pure cotton construction with natural stretch provides breathability for all-day, year-round comfort.
  • Gift Badge For Traveler® Collection Tailored Fit Button-Down Collar Gradient Check Dress Shirt
    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 Spread Collar Solid 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.