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Business Casual Shirts & Men's Flannel Shirts

Men's Casual Travel Shirts, Button Down Shirts & Casual Dress Shirts

Our casual cotton shirts for men are easy to dress up or down to create the perfect date night outfit, no matter where you’re headed. Our sharp business casual shirts are tailored for the perfect fit, so you’ll be set for a night at the symphony (plus, COOLMAX® technology means you’ll stay cool and sweat-free, even if you’re a little nervous). Our cozy flannel shirts are just the thing for a romantic fall evening under the stars – and they’ll make the perfect warm layer to share when your date gets cold. Our classic, timeless button-down shirts for men make getting dressed for date night effortless and stress-free.

Our casual cotton shirts for men are sure to look effortlessly handsome and put-together on your next date night. Pair our tailored business casual shirts with a sharp blazer and your favorite jeans for a casual yet classic outfit for a concert or dinner date.

Products 37 - 48 of 146
  • Men's Tailored Fit Pattern Linen Shirt

    Men's Tailored Fit Pattern Linen Shirt

    Linen is the kind of fabric you’d wear on an island getaway. Toes in the sand, cold drink in hand, warm sun against your skin. It’s cool, breathable and – thanks to the natural wrinkle – always relaxed. With our classic tailoring and an improved fit, this is the perfect summer shirt, whether you’re kicking it at an island resort or your own backyard luau.
    Item #484865-6X
    Color:
    $21.97 - $54.95
    Size: Please Select
    • XL
      $21.97 $54.95
    • XXL
      $21.97 $54.95
  • Men's Tall Traditional Fit Essential Lightweight Poplin Shirt

    Men's Tall Traditional Fit Essential Lightweight Poplin Shirt

    Pair it with jeans, and this lightweight garment-washed poplin is ready for 9–5 comfort. Toss on a tie and jacket, and it’s ready for dinner after, too. That’s the beauty of poplin: it’s effortlessly versatile. Combed cotton and 40s width yarns make this one smooth yet strong, and we’ve finished it with a buttondown collar, chest pocket and box pleat for a classic look and comfortable fit.
    Item #508895-AE
    Color:
    $39.95
    $39.95
    $39.95
    $39.95
    $39.95
    $39.95
    Size: Please Select
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
  • Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt

    Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt

    We’ve given our Sail Rigger™ Oxford the Comfort-First™ treatment. What does that mean for you? A new stretch Oxford cloth fabric that wicks moisture and flexes to keep you comfortable all day long. We haven’t forgotten the details that matter, either. It’s still garment-washed to feel broken-in right out of the package, and it still has all the tailoring that makes it a classic Sail Rigger (including a buttondown collar with rear button, a roomy box pleat and a length suitable for tucked or untucked wear).
    Item #507595-AE
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
  • Men's Tall Traditional Fit Comfort First All Season Flannel Shirt

    Men's Tall Traditional Fit Comfort First All Season Flannel Shirt

    When designing our Comfort-First™ All-Season Flannel, we had two goals. The first: to find a weight that’s comfortable all year-round. The second: to do so without compromising the quality. We’re pretty sure we accomplished both. Like its older brother, Flagship Flannel, Comfort-First flannel is brushed on both sides, so it’s softer inside and out. It features a rear box pleat that lets your shoulders flex freely where other button-ups restrict. And to add even more movement, we gave it a touch of stretch that makes everything you do in this flannel more comfortable – whether you’re splitting some logs, rowing across a still lake or just relaxing on a cabin deck, taking in those mountain views. 
    Item #501960-AE
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
  • Slim Flagship Flannel Shirt

    Slim Flagship Flannel Shirt

    There’s a reason we call it “Flagship” Flannel. Made from ringspun combed cotton and carefully brushed (on both sides) for a softer hand, it’s the commander of the fleet when it comes to comfort. We got the weight just right, too – so it’s warm but won’t overheat – and tailor each with a single chest pocket, buttondown collar, two-button adjustable cuffs and a two-ply box pleat for extra room in the shoulders.
    Item #512658-AE
    Color:
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
  • Men's Tall Traditional Fit Buttondown Solid Sail Rigger Oxford Shirt

    Men's Tall Traditional Fit Buttondown Solid Sail Rigger Oxford Shirt

    We’ve taken everything you love about the classic Oxford dress shirt and retooled it for today’s modern, casual man. Our exclusive weave and thicker yarns produce a rugged, heavyweight fabric that gets better with age — and looks great casually unpressed. We’ve tailored it to our usual (high) standards, too, so you’ll still find a classic buttondown collar, gusseted side seams and adjustable two-button cuffs. All in the right length to wear untucked.
    Item #476124-6X
    Color:
    $22.97 - $44.95
    $22.97 - $44.95
    Size: Please Select
    • M
      $22.97 $49.95
    • L
      $22.97 $49.95
    • XL
      $22.97 $49.95
    • XXL
      $22.97 $49.95
    Size: Please Select
    • M
      $22.97 $49.95
    • L
      $22.97 $49.95
    • XL
      $22.97 $49.95
    • XXL
      $22.97 $49.95
  • Men's Tall Tailored Fit No Iron Twill Shirt

    Men's Tall Tailored Fit No Iron Twill Shirt

    A few of us lucky ones here in the office got to wear test this shirt. The verdict? Let’s just say that no one wanted to give theirs back. Pure cotton twill fabric is lightly brushed for softness, while the no iron finish ensures crisp looks. (You’re the only one who needs to know how comfortable you are!) Classic sport shirt features include single chest pocket, buttondown collar, adjustable cuffs.
    Item #437480-AE
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
  • Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt

    Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt

    We’ve given our Sail Rigger™ Oxford the Comfort-First™ treatment. What does that mean for you? A new stretch Oxford cloth fabric that wicks moisture and flexes to keep you comfortable all day long. We haven’t forgotten the details that matter, either. It’s still garment-washed to feel broken-in right out of the package, and it still has all the tailoring that makes it a classic Sail Rigger (including a buttondown collar with rear button, a roomy box pleat and a length suitable for tucked or untucked wear).
    Item #507595-6X
    Color:
    $19.97 - $54.95
    $19.97 - $54.95
    $19.97 - $54.95
    Size: Please Select
    • S
      $19.97 $54.95
    • M
      $19.97 $54.95
    • L
      $19.97 $54.95
    • XL
      $19.97 $54.95
    • XXL
      $19.97 $54.95
    Size: Please Select
    • S
      $19.97 $54.95
    • M
      $19.97 $54.95
    • L
      $19.97 $54.95
    • XL
      $19.97 $54.95
    • XXL
      $19.97 $54.95
    Size: Please Select
    • S
      $19.97 $54.95
    • M
      $19.97 $54.95
  • Men's Slim Fit Pattern Flagship Flannel Shirt

    Men's Slim Fit Pattern Flagship Flannel Shirt

    There’s a reason we call it “Flagship” Flannel. Made from ringspun combed cotton and carefully brushed (on both sides) for a softer hand, it’s the commander of the fleet when it comes to comfort. We got the weight just right, too – so it’s warm but won’t overheat – and tailor each with a single chest pocket, buttondown collar, two-button adjustable cuffs and a two-ply box pleat for extra room in the shoulders.
    Item #461906-AE
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
  • Men's Big & Tall Traditional Fit No Iron Twill Shirt

    Men's Big & Tall Traditional Fit No Iron Twill Shirt

    A few of us lucky ones here in the office got to wear test this shirt. The verdict? Let’s just say that no one wanted to give theirs back. Pure cotton twill fabric is lightly brushed for softness, while the no iron finish ensures crisp looks. (You’re the only one who needs to know how comfortable you are!) Classic sport shirt features include single chest pocket, buttondown collar, adjustable cuffs.
    Item #438321-AE
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    Size: Please Select
    Size: Please Select
    Size: Please Select
  • Men's Tailored Fit No Iron Twill Shirt

    Men's Tailored Fit No Iron Twill Shirt

    A few of us lucky ones here in the office got to wear test this shirt. The verdict? Let’s just say that no one wanted to give theirs back. Pure cotton twill fabric is lightly brushed for softness, while the no iron finish ensures crisp looks. (You’re the only one who needs to know how comfortable you are!) Classic sport shirt features include single chest pocket, buttondown collar, adjustable cuffs.
    Item #437463-6X
    Color:
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    Size: Please Select
    • S
      $19.97 $49.95
    • M
      $19.97 $49.95
    Size: Please Select
    • S
      $19.97 $49.95
    • M
      $19.97 $49.95
    • L
      $19.97 $49.95
    • XL
      $19.97 $49.95
    Size: Please Select
    • S
      $19.97 $49.95
    • M
      $19.97 $49.95
    • L
      $19.97 $49.95
    • XL
      $19.97 $49.95
    Size: Please Select
    • M
      $19.97 $49.95
    • L
      $19.97 $49.95
    • XL
      $19.97 $49.95
  • Men's Tall Traditional Fit Short Sleeve Linen Shirt

    Men's Tall Traditional Fit Short Sleeve Linen Shirt

    Linen is the kind of fabric you’d wear on an island getaway. Toes in the sand, cold drink in hand, warm sun against your skin. It’s cool, breathable and – thanks to the natural wrinkle – always relaxed. With our classic tailoring and an improved fit, this is the perfect summer shirt, whether you’re kicking it at an island resort or your own backyard luau.
    Item #470915-6X
    Color:
    $19.97 - $49.95
    $19.97 - $49.95
    Size: Please Select
    • M
      $22.97 $54.95
    • L
      $22.97 $54.95
    • XL
      $22.97 $54.95
    • XXL
      $22.97 $54.95
    Size: Please Select
    • M
      $22.97 $54.95
    • L
      $22.97 $54.95
    • XL
      $22.97 $54.95
    • XXL
      $22.97 $54.95

Our casual cotton shirts for men make getting dressed for date night easy when you don’t have time to fuss around with your outfit.

Our casual cotton shirts for men take the stress out of picking the right outfit for a big date or date night with your significant other. Whether you need a business casual shirt to wear under a soft cashmere sweater for a holiday party, or a relaxed short-sleeved linen button down for a casual summer day at the fair, your date is sure to be impressed by your timeless style and classic taste. Pair our rugged flannel shirts with your favorite jeans and a sharp leather jacket for long walks on crisp fall nights, or romantic camping trips under the stars. Our button-down shirts for men fit perfectly and look great with any outfit, so you’ll never be worried about having the right thing to wear for date night again.

Our casual cotton shirts for men are perfect for date night, because looking effortlessly handsome is all about getting the perfect fit to flatter your body. From sharp business casual shirts to sporty polos, our men’s casual shirts are available in a full range of sizes to ensure the perfect fit: regular, tall, big and tall, or big. In our cozy flannel shirts or other casual shirts, which can be monogrammed, you’ll create spontaneous date night memories.
Products 37 - 48 of 146