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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 116
  • Men's Tailored Fit Pattern Flagship Flannel Shirt

    Men's Tailored 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 #461907-AH
    Color:
    $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
    • L
      $49.95
  • Men's Tailored Fit Pattern Flagship Flannel Shirt

    Men's Tailored 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 #461907-6Q
    Color:
    $28.97 - $49.95
    $28.97 - $49.95
    $28.97 - $49.95
    $28.97 - $49.95
    Size: Please Select
    • S
      $29.97 $49.95
    Size: Please Select
    • S
      $29.97 $49.95
    Size: Please Select
    • S
      $29.97 $49.95
    Size: Please Select
    • S
      $29.97 $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 #436953-AH
    Color:
    $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
    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 Tall Tailored Fit Comfort First All Season Flannel Shirt

    Men's Tall 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-AH
    Color:
    $49.95
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
  • Men's Traditional Fit Long Sleeve Solid Flagship Flannel Shirt

    Men's 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-AH
    Color:
    $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $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 #436953-6Q
    Color:
    $22.97 - $49.00
    $22.97 - $49.00
    Size: Please Select
    • M
      $24.97 $54.95
    • L
      $24.97 $54.95
    • XL
      $24.97 $54.95
    Size: Please Select
    • M
      $24.97 $54.95
    • L
      $24.97 $54.95
    • XL
      $24.97 $54.95
  • Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt

    Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt

    Corduroy is a classic fabric for good reason: it’s super soft, durable, and looks just plain sophisticated. One thing it’s not traditionally known for? Stretch. Well, we’ve got your back with this Stretch Corduroy Shirt. A little added stretch goes a long way towards making this one of the most comfortable winter shirts of the season. We’ve kept our signature cut-above sport shirt details – like two-button adjustable cuffs, a flexible box pleat, buttondown collar and seven button no-gap placket – so there’s only one question left: Why isn’t this already in your closet?
    Item #504674-6Q
    Color:
    $37.97 - $64.95
    $37.97 - $64.95
    Size: Please Select
    Size: Please Select
  • Men's Traditional Fit Comfort First Shirt with CoolMax

    Men's Traditional Fit Comfort First Shirt with CoolMax

    We designed the Comfort-First™ shirt to take everything annoying about dress shirts and make it … well, not annoying. That’s why it’s made of 2-way stretch poplin. So it’s light and flexible – never stiff. That’s why it features a flex collar, for comfort all the way to the top button. That’s why it sports CoolMAX® technology – to keep you cool and dry, no matter how stuffy the room. That’s why it’s the dress shirt – actually reinvented. Actually, because we’re not just throwing phrases at the same old product, hoping they’ll catch. Actually, because we’ve actually gone and done it. (And also because “the dress shirt that’s not annoying” just didn’t have the same ring to it.)
    Item #501901-AH
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • S
      $59.95
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
  • Men's Tailored Fit Chambray Work Shirt

    Men's Tailored Fit Chambray Work Shirt

    With a look like denim, it’s no wonder chambray’s so popular. But there’s one big difference between the two fabrics: chambray isn’t a twill. So it’s naturally lighter — and perfect for all seasons. Lighter doesn’t mean flimsy, however: it spent decades as the work-duty fabric for shirts in the U.S. Navy, where toughness isn’t optional. Ours has a casual, rugged look inspired by men’s workwear, with two button-through chest pockets and a classic straight collar.
    Item #501921-AH
    Color:
    $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
  • 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 #476063-AH
    Color:
    $44.95
    $44.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
  • Men's Tall Traditional Fit  Buttondown Collar Sail Rigger Oxford Shirt

    Men's Tall Traditional Fit Buttondown Collar 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 #476062-6Q
    Color:
    $17.97 - $49.95
    $17.97 - $49.95
    $17.97 - $49.95
    $17.97 - $49.95
    Size: Please Select
    • M
      $22.97 $54.95
    • L
      $22.97 $54.95
    • XL
      $22.97 $54.95
    Size: Please Select
    • L
      $22.97 $54.95
    • XL
      $22.97 $54.95
    • XXL
      $22.97 $54.95
    Size: Please Select
    • L
      $22.97 $54.95
    Size: Please Select
    • M
      $22.97 $54.95
  • Men's Big and Tall Traditional Fit Buttondown Collar Sail Rigger Oxford Shirt

    Men's Big and Tall Traditional Fit Buttondown Collar 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 #476126-6Q
    Color:
    $24.97 - $59.95
    $24.97 - $59.95
    $24.97 - $59.95
    $24.97 - $59.95
    Size: Please Select
    • 3XLT
      $24.97 $59.95
    Size: Please Select
    • 3XLT
      $24.97 $59.95
    Size: Please Select
    • 3XLT
      $24.97 $59.95
    Size: Please Select
    • 3XLT
      $24.97 $59.95

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 116