skip to main content

$50-$100 Tailored Fit

Refine your results

Filter
Clear All Filters
Total: 77 Products
Load More button at the bottom of this region will load more content above the button.
  • Gift Badge For Jos. A. Bank Tailored Fit Grid Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Meet your new favorite morning companion. This Tailored Fit dress shirt keeps you looking sharp and crisp without forcing you into a stiff, restrictive uniform. We crafted it from a breathable cotton blend with comfort stretch, so you can easily reach for your morning coffee or crush that presentation while staying completely comfortable. The classic button down collar keeps your style timeless, while the easy care performance means less time fighting the iron and more time hitting the snooze button. Throw it on, skip the wardrobe panic, and conquer your workday.
  • Gift Badge For Reserve Collection Tailored Fit Spread Collar Grid Dress Shirt
    The sale price is   $89.50
    Please choose a color.
    Description:
    Keep your formal look sharp and wrinkle-free from your morning commute to evening drinks. This premium Reserve dress shirt features a classic grid pattern crafted from 100% responsibly grown cotton with a convenient non-iron finish that saves you precious time on busy mornings. Designed with a timeless spread collar and structured long sleeves, the sharp Tailored Fit frames your torso perfectly for a polished appearance. Simply throw it in the washing machine when needed, then pair it with your favorite tie and suit for a commanding presence in the boardroom.
  • Gift Badge For Traveler® Collection Tailored Fit Small Check Dress Shirt
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    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 Reserve Tailored Fit Stripe Non-Iron Dress Shirt
    The sale price is   $89.50
    Please choose a color.
    Description:
    Refresh your tailored wardrobe with this premium Reserve dress shirt, featuring a classic stripe pattern that adds a sharp touch of visual depth to your style. Crafted from 100% responsibly grown cotton with a low-maintenance non-iron finish, this shirt stays crisp and wrinkle-free through your busiest days. Designed with a versatile spread collar and standard cuffs, the contemporary Tailored Fit delivers a polished, confident look that effortlessly pairs with your favorite neckwear and business suits.
  • Gift Badge For Jos. A. Bank Comfort Stretch Tailored Fit Check Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    This Tailored Fit dress shirt delivers a sharp, modern look with the flexibility of comfort stretch fabric and an easy-care finish for effortless wear. Crafted from a quality cotton blend, it offers breathable softness with added durability. With a spread collar and a check pattern, it can be dressed up with slacks or chinos or worn more casually with jeans to suit your style.
  • Gift Badge For Reserve Tailored Fit Grid Pattern Non-Iron Dress Shirt
    The sale price is   $89.50
    Please choose a color.
    Description:
    Give your 9-to-5 wardrobe an instant upgrade with this premium Reserve dress shirt, sporting a crisp grid pattern that easily stands out in a sea of solid blues and whites. Crafted from 100% responsibly grown cotton with a low-maintenance non-iron finish, this shirt stays crisp, smooth, and wrinkle-free all day long. Designed with a versatile spread collar, the contemporary Tailored Fit delivers a polished, confident silhouette that coordinates effortlessly with your favorite suits and ties.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Spread Collar Stripe Knit Dress Shirt
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    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.
  • Gift Badge For Jos. A. Bank Tailored Fit Solid Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Keep it classic while still enjoying the modern details of this solid-hued dress shirt. Fashioned by Jos. A. Bank from smooth cotton, it has break-resistant buttons, a bit of stretch, and an easy-care finish that allows you to look your best from day to night.
  • Gift Badge For Jos. A. Bank Tailored Fit Solid Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Classic, comfortable, and built to keep up. This dress shirt is a reliable staple for a well-dressed wardrobe. Designed in a Tailored Fit, it offers a neat, streamlined look with just the right amount of room for all-day comfort. The button-down collar adds a timeless, versatile touch that works just as well at the office as it does after hours. Crafted from a cotton blend, it delivers breathable softness with a hint of stretch for easy movement. Thoughtful features like break-resistant buttons and easy-care fabric make it as practical as it is polished.
  • Gift Badge For Reserve Collection Tailored Fit Spread Collar Birdseye Dress Shirt
    The sale price is   $89.50
    Please choose a color.
    Description:
    Bring reliable crispness to your professional wardrobe with this non-iron dress shirt, woven in a textured birdseye pattern from 100% responsibly grown cotton that features a specialized wrinkle-resistant treatment to stay smooth all day long. Perfect for a sharp, morning-to-night look, it features a spread collar that pairs easily with your favorite tie or stands comfortably open.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Grid Dress Shirt
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    Description:
    Designed with your active life in mind, this handsome dress shirt is woven with COOL<i>MOTION</i> fibers and a performance knit fabric that serve as your personal climate control while wicking away moisture. Cut into a Tailored Fit, this non-iron, spread-collar shirt has break-resistant buttons and resists wrinkles to keep you looking and feeling your best all day long.
  • Gift Badge For Traveler® Collection Tailored Fit Spread Collar Grid Dress Shirt
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    Description:
    Pairing classic fashion with jet-setting style, this dashing dress shirt has a spread collar and is finished with a Tailored Fit. By the Traveler® Collection, this dress-wear essential is 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 Jos. A. Bank Comfort Stretch Tailored Fit Spread Collar Stripe Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Classic style blends seamlessly with the cutting-edge technlogy of this sharp dress shirt. Crafted in a cotton blend, it boasts comfort stretch fabric that moves with you. This dress-wear essential features a spread collar, fine stripes, and an easy-care finish that resists wrinkles and simplifies maintenance. The Tailored Fit offers a clean look that wears well from morning meeting to happy hour and beyond.
  • Gift Badge For Reserve Tailored Fit Stripe Non-Iron Dress Shirt
    The sale price is   $89.50
    Please choose a color.
    Description:
    Give your standard solids a well-deserved day off with this premium Reserve dress shirt, featuring a sharp stripe pattern that pairs effortlessly with your favorite tailoring. Crafted from 100% responsibly grown cotton with a low-maintenance non-iron finish, this shirt stays smooth and wrinkle-free through back-to-back meetings and long commutes. Cut in a contemporary Tailored Fit for a refined silhouette, it features a versatile spread collar that looks excellent with or without a tie.
  • Gift Badge For Jos. A Bank Tailored Fit Micro Geo Pique Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Conquer your busiest workdays in total comfort with a high-performance dress shirt that works as hard as you do. Woven from soft pique fabric, this smart wardrobe staple features quick-dry, moisture-wicking technology to keep you feeling cool, fresh, and collected even when the pressure turns up. It is engineered with generous bi-stretch fabric for an incredibly soft hand and effortless movement, while the classic spread collar frames a tie perfectly or looks sharp worn open. Tailored in a sharp Tailored Fit, it offers a handsome, reliable look from morning presentations to after-hours dinner plans.
  • Gift Badge For Traveler® COOL<i>MOTION</i> Tailored Fit Stripe Dress Shirt
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    Description:
    Designed with your active lifestyle in mind, this formidable dress shirt is styled with a spread collar and handsome stripes. From the Traveler® Collection, it's comprised of a performance knit fabric that serves as your personal climate control while wicking away moisture for effortless freshness. Cut into a flattering, Tailored Fit, it boasts a non-iron finish that resists wrinkles to keep you looking and feeling your best all day long.
  • Gift Badge For Jos. A. Bank Comfort Stretch Tailored Fit Plaid Dress Shirt
    New
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    This Tailored Fit dress shirt delivers a sharp, modern look with the flexibility of comfort stretch fabric and an easy-care finish for effortless wear. Crafted from a rich cotton blend, it offers breathable softness with added durability. With a spread collar and an intricate plaid pattern, it can be dressed up with slacks or chinos or worn more casually with jeans to suit your style.
  • Gift Badge For Jos. A Bank Tailored Fit Grid Pique Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Conquer your busiest workdays in total comfort with a high-performance dress shirt that works as hard as you do. Woven from soft pique fabric, this smart wardrobe staple features quick-dry, moisture-wicking technology to keep you feeling cool, fresh, and collected even when the pressure turns up. It is engineered with generous bi-stretch fabric for an incredibly soft hand and effortless movement, while the classic spread collar frames a tie perfectly or looks sharp worn open. Tailored in a sharp Tailored Fit, it offers a handsome, reliable look from morning presentations to after-hours dinner plans.
  • Gift Badge For Traveler® Collection Tailored Fit Dress Shirt
    New
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    Description:
    Refined, versatile, and ready for anything, this Traveler Collection dress shirt is a true wardrobe staple. The Tailored Fit delivers a sharp, modern cut, while the solid design keeps your look effortlessly polished and easy to style. A spread collar adds a touch of sophistication, and the 100% cotton fabric offers breathable comfort with natural stretch. Designed with non-iron convenience and finished with durable break-resistant buttons, it's a dependable go-to that keeps you looking put-together with minimal effort.
  • Gift Badge For Traveler® Collection Tailored Fit Glen Plaid Dress Shirt
    New
    The sale price is   $79.50

    2 for $89!

    Please choose a color.
    Description:
    Polished, versatile, and built for life on the go, this dress shirt brings together classic style and easy performance. The Tailored Fit offers a sharp, modern look, while the Glen plaid pattern adds timeless character with a refined edge. A spread collar keeps the look adaptable for both professional and more relaxed settings, and the 100% cotton fabric feels soft and breathable throughout the day. With non-iron convenience, wrinkle-resistance, and durable break-resistant buttons, it's a dependable piece that helps you look put-together with minimal effort.
  • Gift Badge For Jos. A Bank Tailored Fit Stripe Pique Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Conquer your busiest workdays in total comfort with a high-performance dress shirt that works as hard as you do. Woven from soft pique fabric, this smart wardrobe staple features quick-dry, moisture-wicking technology to keep you feeling cool, fresh, and collected even when the pressure turns up. It is engineered with generous bi-stretch fabric for an incredibly soft hand and effortless movement, while the classic spread collar frames a tie perfectly or looks sharp worn open. Tailored in a sharp Tailored Fit, it offers a handsome, reliable look from morning presentations to after-hours dinner plans.
  • Gift Badge For Traveler® COOLMOTION Tailored Fit 4-way Stretch Short Sleeve Dress Shirt
    The sale price is   $74.50

    2 for $89!

    Please choose a color.
    Description:
    Ready to keep up on even your busiest, warmest days, this short-sleeve dress shirt brings cool comfort and sharp style together in one easy piece. The Tailored Fit gives you a modern look, while the spread collar adds just the right amount of polish. Made with COOLMOTION 4‑way stretch fabric, it moves with you, breathes with you, and stays comfortable from your morning commute to your last meeting. Lightweight, flexible, and effortlessly crisp, it's the shirt that makes staying cool look incredibly good.
  • Gift Badge For Jos. A. Bank Tailored Fit Plaid Dress Shirt
    New
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    Add effortless style to your wardrobe with this dress shirt. Designed in a Tailored Fit, it features a classic button-down collar that moves seamlessly from office days to weekend plans. The plaid pattern offers a polished yet approachable feel that pairs well with dress pants, chinos, or denim. Crafted from a cotton-rich blend with a hint of stretch, this shirt delivers all-day comfort and easy movement. Easy-care fabric helps maintain a crisp appearance, while machine-washable convenience makes it a practical choice for everyday wear.
  • Gift Badge For Jos. A. Bank Comfort Stretch Tailored Fit Grid Dress Shirt
    The sale price is   $69.50

    2 for $89!

    Please choose a color.
    Description:
    This Tailored Fit dress shirt delivers a sharp, modern look with the flexibility of comfort stretch fabric with an easy-care finish for effortless wear. Crafted from a cotton blend, it offers breathable softness with added durability. With a spread collar and a grid pattern, it can be dressed up with slacks or chinos or worn more casually with jeans to suit your style.