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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 127
  • Men's Big and Tall Traditional Fit Comfort First No Iron Twill Shirt

    Men's Big and Tall Traditional Fit Comfort First No Iron Twill Shirt

    Here’s what hasn’t changed in this updated No Iron Twill. It’s guaranteed wrinkle-free for 30 washes. It has a subtle nap that makes the fabric soft and comfortable. It has a box pleat for more ease at the shoulders. It has two-button adjustable cuffs and even hems that look great tucked in or hanging free. But there’s one subtle upgrade that we think makes a big difference: it’s now got just the right amount of stretch to move with you. And it’s our most comfortable No Iron Twill to date. 
    Item #501966-6P
    Color:
    $29.97 - $64.95
    Size: Please Select
    • 2XLT
      $29.97 $64.95
  • 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 #501914-AG
    Color:
    $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
    • M
      $49.95
  • Men's Tall Traditional Fit No Iron Twill Shirt

    Men's 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 #436953-AG
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    $49.95
    $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
    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
    Size: Please Select
    • 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 #501914-6P
    Color:
    $24.97 - $49.95
    Size: Please Select
    • M
      $27.97 $54.95
    • XL
      $27.97 $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 #501914-AG
    Color:
    $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
    Size: Please Select
    • L
      $54.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
  • Men's Traditional Fit Buttondown Solid Sail Rigger Oxford Shirt

    Men's 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 #476063-AG
    Color:
    $17.99 - $39.95
    $17.99 - $39.95
    $17.99 - $39.95
    $17.99 - $39.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • M
      $44.95
    • L
      $44.95
    • XL
      $44.95
    • XXL
      $44.95
    Size: Please Select
    • S
      $44.95
    • 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 Tall Traditional Fit Fleece Chamois Shirt

    Men's Tall Traditional Fit Fleece Chamois Shirt

    We've updated classic chamois fabric with the warmth and performance of a fleece. It works just as well as a workshirt as it does for a night out. We’ve included all the details to get the job done: adjustable cuffs, flapped, button-through pockets and a durable two-ply back yoke. Worn over a t-shirt, by itself or layered over an oxford for a stylish twist, this chamois shirt looks good and adds the warmth you need for colder months.
    Item #504278-6P
    Color:
    $34.97 - $69.95
    $34.97 - $69.95
    Size: Please Select
    • M
      $34.97 $74.95
    • L
      $34.97 $74.95
    • XL
      $34.97 $74.95
    • XXL
      $34.97 $74.95
    Size: Please Select
    • M
      $44.97 $74.95
    • L
      $44.97 $74.95
    • XL
      $44.97 $74.95
  • 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 #436953-AG
    Color:
    $49.95
    $49.95
    $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
    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 No Iron Twill Shirt

    Men's 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 #436953-6P
    Color:
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    $19.97 - $49.00
    Size: Please Select
    • M
      $21.97 $54.95
    • L
      $21.97 $54.95
    • XL
      $21.97 $54.95
    • XXL
      $21.97 $54.95
    Size: Please Select
    • M
      $21.97 $54.95
    • L
      $21.97 $54.95
    • XL
      $21.97 $54.95
    Size: Please Select
    • M
      $21.97 $54.95
    • L
      $21.97 $54.95
    • XL
      $21.97 $54.95
    • XXL
      $21.97 $54.95
    Size: Please Select
    • M
      $21.97 $54.95
    • L
      $21.97 $54.95
    • XL
      $21.97 $54.95
    Size: Please Select
    • M
      $27.97 $54.95
  • 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 #501914-6P
    Color:
    $24.97 - $49.95
    $24.97 - $49.95
    $24.97 - $49.95
    Size: Please Select
    • S
      $24.97 $49.95
    • M
      $24.97 $49.95
    • L
      $24.97 $49.95
    • XL
      $24.97 $49.95
    Size: Please Select
    • S
      $24.97 $49.95
    • M
      $24.97 $49.95
    • L
      $24.97 $49.95
    • XL
      $24.97 $49.95
    Size: Please Select
    • S
      $24.97 $49.95
    • M
      $24.97 $49.95
    • L
      $24.97 $49.95
  • Men's Tall Traditional Fit Long Sleeve Solid Flagship Flannel Shirt

    Men's Tall Traditional Fit Long Sleeve Solid 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 #461909-AG
    Color:
    $49.95
    $49.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • XL
      $54.95
  • Men's Traditional Fit Sherpa-Lined Flannel Shirt

    Men's Traditional Fit Sherpa-Lined Flannel Shirt

    When your typical flannel just won’t cut the chill, reach for this sherpa-lined flannel shirt. On the outside, it’s your typical (read: cut-above) Lands’ End® flannel: soft, strong ringspun combed cotton that’s brushed for a napped, almost plush feel. Inside, it’s cozy sherpa fleece, warm as wool and soft enough to make sheep jealous. Wear it in place of your typical flannel or as a lightweight jacket to cut the chill.
    Item #504666-6P
    Color:
    $44.97 - $74.95
    Size: Please Select
    • S
      $44.97 $74.95
    • L
      $44.97 $74.95

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 127