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  • / Casual Buttondown Shirts

    • Business Casual Shirts & Men's Casual Travel Shirts

    Long Sleeve Shirts, Casual Dress Shirts & Men's Flannel Shirts

    You'll want our casual shirts for men for your vacation adventures, whether you're spending a week at a theme park resort with your family or taking a romantic cruise for two. We have business casual shirts made to pull double-duty as comfortable men's travel clothing for dream vacations. For casual travel shirts, pack our roomy and ultra-soft twill shirts, flannel shirts, and chamois fleece shirts. We size our casual dress shirts and other men's shirts for a perfect fit in regular, tall, big and tall, and big sizes. For a special touch, find out about adding a monogrammed or embroidered design. Personalize shirts are perfect for travel.

    For vacations, pack our casual shirts with easy-care finishes. Comfortable business casual shirts, our men’s shirts are perfect for trips across the state or across the Atlantic.

    Products 49 - 60 of 146
    • Men's Tailored Fit Chambray Work Shirt
      Men's Tailored Fit Chambray Work Shirt
      Men's Tailored Fit Chambray Work Shirt
      Men's Tailored Fit Chambray Work Shirt
      uick View
      Men's Tailored Fit Chambray Work Shirt
      $39.99 - $54.95

      Men's Tailored Fit Chambray Work Shirt
      Item #501917-AG
      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.
      Color:
      49.95 39.99
      49.95 39.99
      49.95 39.99
      Size: Please Select
      • S
        $49.95 $39.99
      • M
        $49.95 $39.99
      • L
        $49.95 $39.99
      • XL
        $49.95 $39.99
      Size: Please Select
      • S
        $49.95 $39.99
      • M
        $49.95 $39.99
      • L
        $49.95 $39.99
      • XL
        $49.95 $39.99
      Size: Please Select
      • M
        $49.95 $39.99
      X
      easy returns | Free shipping on $75+ orders
    • Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt
      Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt
      Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt
      Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt
      uick View
      Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt
      $34.97 - $37.97

      Men's Traditional Fit Comfort-First Sail Rigger Oxford Shirt
      Item #507595-6P
      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).
      Color:
      54.95 34.97
      54.95 34.97
      54.95 34.97
      Size: Please Select
      • S
        $54.95 $34.97
      • M
        $54.95 $34.97
      • L
        $54.95 $34.97
      • XL
        $54.95 $34.97
      • XXL
        $54.95 $34.97
      Size: Please Select
      • S
        $54.95 $34.97
      • M
        $54.95 $34.97
      • L
        $54.95 $34.97
      • XL
        $54.95 $34.97
      • XXL
        $54.95 $34.97
      Size: Please Select
      • S
        $54.95 $34.97
      • M
        $54.95 $34.97
      X
      easy returns | Free shipping on $75+ orders
    • Men's Tailored Fit Comfort-First Lightweight Flannel Shirt
      Men's Tailored Fit Comfort-First Lightweight Flannel Shirt
      Men's Tailored Fit Comfort-First Lightweight Flannel Shirt
      Men's Tailored Fit Comfort-First Lightweight Flannel Shirt
      uick View
      Men's Tailored Fit Comfort-First Lightweight Flannel Shirt
      $27.99 - $37.99

      Men's Tailored Fit Comfort-First Lightweight Flannel Shirt
      Item #513343-AG
      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.
      Color:
      49.95 27.99
      49.95 27.99
      49.95 27.99
      Size: Please Select
      • S
        $49.95 $27.99
      • M
        $49.95 $27.99
      • L
        $49.95 $27.99
      • XL
        $49.95 $27.99
      Size: Please Select
      • S
        $49.95 $27.99
      • M
        $49.95 $27.99
      • L
        $49.95 $27.99
      • XL
        $49.95 $27.99
      Size: Please Select
      • S
        $49.95 $27.99
      • M
        $49.95 $27.99
      • L
        $49.95 $27.99
      • XL
        $49.95 $27.99
      X
      easy returns | Free shipping on $75+ orders
    • Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt
      Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt
      Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt
      uick View
      Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt
      $44.99 - $49.99

      Men's Big & Tall Traditional Fit Comfort First Corduroy Shirt
      Item #504674-AG
      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?
      Color:
      64.95 44.99
      64.95 44.99
      Size: Please Select
      Size: Please Select
      • 2XLT
        $64.95 $49.99
      X
      easy returns | Free shipping on $75+ orders
    • Men's Tailored Fit Comfort-First Shirt with Coolmax
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      uick View
      Men's Tailored Fit Comfort-First Shirt with Coolmax
      $49.99 - $64.95

      Men's Tailored Fit Comfort-First Shirt with Coolmax
      Item #498629-AG
      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.)
      Color:
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      Size: Please Select
      • S
        $59.95
      • M
        $59.95
      • L
        $59.95
      • XL
        $59.95
      Size: Please Select
      • S
        $59.95 $49.99
      • M
        $59.95 $49.99
      • L
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      • M
        $59.95 $49.99
      • L
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95
      • M
        $59.95
      • L
        $59.95
      • XL
        $59.95
      Size: Please Select
      • S
        $59.95
      • M
        $59.95
      • L
        $59.95
      • XL
        $59.95
      X
      easy returns | Free shipping on $75+ orders
    • Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      uick View
      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      $29.99 - $49.95

      Men's Big and Tall Traditional Fit Essential Lightweight Poplin Shirt
      Item #508886-AG
      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.
      Color:
      49.95 29.99
      49.95 29.99
      49.95 29.99
      49.95 29.99
      49.95 29.99
      Size: Please Select
      Size: Please Select
      Size: Please Select
      Size: Please Select
      Size: Please Select
      X
      easy returns | Free shipping on $75+ orders
    • Men's Traditional Fit Comfort First Shirt with CoolMax
      Men's Traditional Fit Comfort First Shirt with CoolMax
      Men's Traditional Fit Comfort First Shirt with CoolMax
      uick View
      Men's Traditional Fit Comfort First Shirt with CoolMax
      $49.99 - $64.95

      Men's Traditional Fit Comfort First Shirt with CoolMax
      Item #501901-AG
      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.)
      Color:
      59.95 49.99
      59.95 49.99
      Size: Please Select
      • S
        $59.95 $49.99
      • M
        $59.95 $49.99
      • L
        $59.95 $49.99
      • XL
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95
      • M
        $59.95
      • L
        $59.95
      • XL
        $59.95
      • XXL
        $59.95
      X
      easy returns | Free shipping on $75+ orders
    • Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      uick View
      Men's Traditional Fit Comfort-First Shirt with CoolMax
      $49.99 - $64.95

      Men's Traditional Fit Comfort-First Shirt with CoolMax
      Item #498627-AG
      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.)
      Color:
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      59.95 49.99
      Size: Please Select
      • S
        $59.95 $49.99
      • XL
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95
      • M
        $59.95
      • L
        $59.95
      • XL
        $59.95
      • XXL
        $59.95
      Size: Please Select
      • M
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      • M
        $59.95 $49.99
      • L
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      • M
        $59.95 $49.99
      • L
        $59.95 $49.99
      Size: Please Select
      • L
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      • M
        $59.95 $49.99
      Size: Please Select
      • S
        $59.95 $49.99
      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
      X
      easy returns | Free shipping on $75+ orders
    • Men's Tailored Fit No Iron Twill Shirt
      Men's Tailored Fit No Iron Twill Shirt
      Men's Tailored Fit No Iron Twill Shirt
      uick View
      Men's Tailored Fit No Iron Twill Shirt
      $24.97 - $29.97

      Men's Tailored Fit No Iron Twill Shirt
      Item #437463-6P
      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.
      Color:
      49.95 24.97
      49.95 24.97
      Size: Please Select
      • S
        $49.95 $24.97
      • M
        $49.95 $24.97
      • L
        $49.95 $24.97
      Size: Please Select
      • M
        $49.95 $24.97
      X
      easy returns | Free shipping on $75+ orders
    • Men's Big and Tall Traditional Fit Comfort-First Lightweight Flannel Shirt
      Men's Big and Tall Traditional Fit Comfort-First Lightweight Flannel Shirt
      Men's Big and Tall Traditional Fit Comfort-First Lightweight Flannel Shirt
      uick View
      Men's Big and Tall Traditional Fit Comfort-First Lightweight Flannel Shirt
      $39.99

      Men's Big and Tall Traditional Fit Comfort-First Lightweight Flannel Shirt
      Item #513404-AG
      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.
      Color:
      59.95 39.99
      59.95 39.99
      Size: Please Select
      Size: Please Select
      X
      easy returns | Free shipping on $75+ orders
    • Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      uick View
      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      $54.99 - $64.95

      Men's Big and Tall Traditional Fit Comfort First Sail Rigger Oxford Shirt
      Item #508920-AG
      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).
      Color:
      64.95 54.99
      64.95 54.99
      64.95 54.99
      64.95 54.99
      64.95 54.99
      Size: Please Select
      • 4XLT
        $64.95 $54.99
      Size: Please Select
      Size: Please Select
      Size: Please Select
      Size: Please Select
      X
      easy returns | Free shipping on $75+ orders
    • Men's Tall Traditional Fit Chambray Work Shirt
      Men's Tall Traditional Fit Chambray Work Shirt
      Men's Tall Traditional Fit Chambray Work Shirt
      Men's Tall Traditional Fit Chambray Work Shirt
      uick View
      Men's Tall Traditional Fit Chambray Work Shirt
      $39.99 - $54.95

      Men's Tall Traditional Fit Chambray Work Shirt
      Item #501968-AG
      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.
      Color:
      54.95 43.99
      54.95 43.99
      54.95 43.99
      Size: Please Select
      • L
        $54.95 $43.99
      • XL
        $54.95 $43.99
      Size: Please Select
      • M
        $54.95
      • L
        $54.95
      • XL
        $54.95
      • XXL
        $54.95
      Size: Please Select
      • L
        $54.95 $43.99
      X
      easy returns | Free shipping on $75+ orders

    With our lightweight casual shirts for men, enjoy breathable and comfortable clothing whether you're vacationing in the mountains or off to the coast.

    Before vacationing, explore our casual shirts for men for easy-care and easy-wear men's travel clothing you'll want with you wherever you land. We have business casual shirts in soothing fabrics like 100% cotton carefully brushed for even more softness. Our casual travel shirts will keep you comfortable during dream vacations around the world, and you'll find our men's long and short sleeve casual shirts in regular, tall, big and tall, and big sizes. Wear our casual dress shirts for long afternoons sightseeing and to wind down in the evenings after busy days in your host city.

    For casual shirts designed for frequent flyers, don’t' miss our men's shirts with no-iron finishes for even more easy wear while you're vacationing. Our casual travel shirts include comfortable flannel shirts, twill shirts, and Oxford shirts combining the right amount of warmth with breathability. Versatile and casual travel shirts, our men's shirts can by layered with t shirts or and other casual shirts for stylish twists and variety. Consider personalizing our casual dress shirts and other men's clothing for unique travel clothes.
    Products 49 - 60 of 146
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