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Men’s Travel Shirts & Business Casual Shirts

Best Flannel Shirts, Button Up Shirts & Casual Dress Shirts

The best casual shirts make packing for a relaxing weekend getaway simple and effortless – after all, the last thing you should be doing on the weekends is worrying! Our men’s travel shirts will keep you comfortable, relaxed, and ready for anything, whether you’re spending the morning rowing across a still lake in a cozy thermal Henley, or eating barbecue at a beach festival in a lightweight linen button-down. Our no-iron business casual shirts are the perfect thing to pack when you want to be comfortable, but you need to look extra sharp for a fancy dinner or party. From ultra-soft and cozy flannels for camping, to comfortable and well-fitting dress shirts for a family wedding, our men’s casual shirts will be just the thing you need for your next weekend adventure.

The best casual shirts can easily be dressed up or down for all your favorite weekend activities. Our men’s travel shirts are always timeless, versatile, and easy to style, so you’ll never have to worry about whether you’ve packed the right thing.

Products 25 - 36 of 125
  • Men's Tailored Fit Long Sleeve Linen Shirt

    Men's Tailored Fit Long 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 spring/summer shirt, whether you’re kicking it at an island resort or your own backyard luau.
    Item #481027-6H
    Color:
    $27.97 - $54.95
    Size: Please Select
    • S
      $27.97 $54.95
    • M
      $27.97 $54.95
    • L
      $27.97 $54.95
  • Men's Traditional Fit No Iron Twill Shirt

    Men's 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 #436953-6H
    Color:
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    • XL
      $19.97 $49.00
    • XXL
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    • XL
      $19.97 $49.00
    • XXL
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    • XL
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    • XL
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    • XL
      $19.97 $49.00
    Size: Please Select
    • S
      $19.97 $49.00
    • M
      $19.97 $49.00
    • L
      $19.97 $49.00
    • XL
      $19.97 $49.00
  • Men's Regular Short Sleeve Camp Shirt

    Men's Regular Short Sleeve Camp Shirt

    Easygoing, casual style that’s still perfectly appropriate at a professional setting and beyond. Credit the smooth polyester with just enough heft for perfect drape.  Plus, the fabric has a moisture-wicking finish so you stay comfortable all day.
    Item #467293-A5
    Color:
    $40.95
    $40.95
    Size: Please Select
    • M
      $40.95
    • L
      $40.95
    • XL
      $40.95
    • XXL
      $40.95
    Size: Please Select
    • M
      $40.95
    • L
      $40.95
    • XL
      $40.95
    • XXL
      $40.95
  • Men's Big and Tall Traditional Fit Short Sleeve Seersucker Shirt

    Men's Big and Tall Traditional Fit Short Sleeve Seersucker Shirt

    You asked. We listened. This year’s seersucker returns to the fabric of years past. Substantial and high-quality – just like you’ve come to expect from Lands’ End®. It has a hearty dose of the trademark crinkle, too, allowing just 30% of the fabric to touch your skin – which makes it feel like you’re wearing air.
    Item #499844-6H
    Color:
    $27.97 - $54.95
    $27.97 - $54.95
    $27.97 - $54.95
    Size: Please Select
    Size: Please Select
    Size: Please Select
  • Men's Tall Traditional Fit Short Sleeve Madras Shirt

    Men's Tall Traditional Fit Short Sleeve Madras Shirt

    Helping people feel cool in India’s intense heat made the fabric famous – so imagine how good our Madras Shirt will feel where you live. But we weren’t content to simply recreate the fabric. Although ours is woven in India like the original, we’ve improved it – with single-ply yarns that are ring­spun for strength and improved comfort.
    Item #499848-6H
    Color:
    $22.97 - $44.95
    $22.97 - $44.95
    $22.97 - $44.95
    Size: Please Select
    • XXL
      $24.97 $49.95
    Size: Please Select
    • XL
      $24.97 $49.95
    • XXL
      $24.97 $49.95
    Size: Please Select
    • L
      $24.97 $49.95
    • XXL
      $24.97 $49.95
  • 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 #507594-6H
    Color:
    $19.97 - $49.95
    $19.97 - $49.95
    Size: Please Select
    • S
      $19.97 $49.95
    • M
      $19.97 $49.95
    • L
      $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
  • Men's Short Sleeve Performance Twill Shirt

    Men's Short Sleeve Performance Twill Shirt

    We took our easygoing Chino fabric and turned it into a sport-shirt superstar. It's treated to fight wrinkles and stains. Plus, it comes out of the dryer looking neatly pressed and ready to wear. With clean-finished seams, single chest pocket and buttondown collar, it has all the makings of your favorite dress shirts. Mock horn buttons.
    Item #179020-A5
    Color:
    $30.95
    $30.95
    $30.95
    $30.95
    $30.95
    $30.95
    $30.95
    $30.95
    $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
    Size: Please Select
    • S
      $30.95
    • M
      $30.95
    • L
      $30.95
    • XL
      $30.95
    • XXL
      $30.95
  • Men's Tailored Fit Comfort First All Season Flannel Shirt

    Men's Tailored 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 #501910-A5
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
  • Men's Big and Tall Traditional Fit Buttondown Solid Sail Rigger Oxford Shirt

    Men's Big and 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 #476123-6H
    Color:
    $22.97 - $54.95
    $22.97 - $54.95
    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-A5
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
  • Men's Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt

    Men's Tall 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 #508903-A5
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
  • Men's Big & Tall Short Sleeve Traditional Fit No Iron Sportshirt

    Men's Big & Tall Short Sleeve Traditional Fit No Iron Sportshirt

    When a few of us lucky ones here in the office got to wear test the long-sleeve cousin of this shirt, no one wanted to give theirs back. Now that the short sleeve version is here, we can’t wait for warm weather. Pure cotton twill fabric is lightly brushed for softness, while the no iron finish ensures a crisp look. (You’re the only one who needs to know how comfortable you are!) Classic sport shirt features include single chest pocket, buttondown collar, rear box pleat.
    Item #455667-6H
    Color:
    $27.97 - $54.95
    Size: Please Select
    • 3XLT
      $27.97 $54.95

We know the best casual shirts are comfortable enough to wear all day, and stylish enough to look great anywhere.

The best casual shirts for weekend adventures are well-made to last for years, whether you’re wearing them on rugged camping trips in the mountains or hang out with the guys watching sports. Our flannels make perfect men’s travel shirts for long road trips because they’re brushed on both sides for extra softness, and they’re the perfect weight to wear in any season. Our business casual shirts are made with two-way stretch fabric for movability, and COOLMAX® technology keeps you comfortable and cool when you’re working on the go – after all, just because you’re meeting clients on the weekend doesn’t mean you need to have to sacrifice comfort. Wherever you’re headed, our flannel shirts, relaxed linen shirts and other casual dress shirts are designed to be ultra-comfortable, fit perfectly, and last for years, so on your next weekend adventure, you’ll be ready for anything.

The best casual shirts are the ones that fit, because maximum comfort doesn’t mean you have to look sloppy. Whether you’re shopping for men’s travel shirts for a weekend at the beach or casual dress shirts for a romantic weekend date, our men’s casual shirts have you covered in regular, tall, big and tall, or big sizes for the perfect fit. Our comfortable business casual shirts are available in multiple fits, too: Traditional (more relaxed), Tailored (closer to the body) or Slim (closest to the body). Once you’ve decided on the perfect fit for you, try personalizing your new favorite shirt with a monogram to really make it your own. From our cozy plaid flannel shirts to our soft cotton polo shirts, we back all our men’s casual shirts with our Guaranteed. Period.® return policy: If you're not satisfied with them, simply return them to us at any time for an exchange or refund of the purchase price.
Products 25 - 36 of 125