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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 145
  • School Uniform Men's Long Sleeve Performance Twill Shirt

    School Uniform Men's Long 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.
    Color:
    35.95
    35.95
    35.95
    35.95
    Size: Please Select
    • S
      $35.95
    • M
      $35.95
    • L
      $35.95
    • XL
      $35.95
    • XXL
      $35.95
    Size: Please Select
    • S
      $35.95
    • M
      $35.95
    • L
      $35.95
    • XL
      $35.95
    • XXL
      $35.95
    Size: Please Select
    • S
      $35.95
    • M
      $35.95
    • L
      $35.95
    • XL
      $35.95
    • XXL
      $35.95
    Size: Please Select
    • S
      $35.95
    • M
      $35.95
    • L
      $35.95
    • XL
      $35.95
    • XXL
      $35.95
  • Men's Traditional Fit Double Cloth Work Shirt

    Men's Traditional Fit Double Cloth Work Shirt

    There’s a certain peace of mind you get from a heavier garment, a sense of assurance when you heft it and slide it on. That’s exactly what you’ll feel the first time you pull on our double cloth work shirt. It’s made from two layers of 5.6 ounce plainweave fabric, with a cotton-poly blend that’s equal parts soft and strong. The feel is close to flannel – just a little smoother, a little stronger. Those two layers of cloth also pull in some style points – just roll up the sleeves to subtly show off the contrasting inner fabric. It's a look that's eye-catching without being too loud.
    Color:
    54.95 29.99
    54.95 29.99
    54.95 29.99
    Size: Please Select
    • S
      $54.95 $29.99
    • M
      $54.95 $29.99
    • L
      $54.95 $29.99
    • XL
      $54.95 $29.99
    • XXL
      $54.95 $29.99
    Size: Please Select
    • S
      $54.95 $29.99
    • M
      $54.95 $29.99
    • L
      $54.95 $29.99
    • XL
      $54.95 $29.99
    • XXL
      $54.95 $29.99
    Size: Please Select
    • S
      $54.95 $29.99
    • M
      $54.95 $29.99
    • L
      $54.95 $29.99
    • XL
      $54.95 $29.99
    • XXL
      $54.95 $29.99
  • Men's Tall Traditional Fit Comfort First Corduroy Shirt

    Men's 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?
    Color:
    59.95 39.99
    59.95 39.99
    59.95 39.99
    Size: Please Select
    • M
      $59.95 $44.99
    • L
      $59.95 $44.99
    • XL
      $59.95 $44.99
    • XXL
      $59.95 $44.99
    Size: Please Select
    • M
      $59.95 $39.99
    • L
      $59.95 $39.99
    • XL
      $59.95 $39.99
    • XXL
      $59.95 $39.99
    Size: Please Select
    • M
      $59.95 $44.99
    • L
      $59.95 $44.99
    • XL
      $59.95 $44.99
    • XXL
      $59.95 $44.99
  • Men's Tailored Fit Comfort-First Lightweight Flannel Shirt

    Men's Tailored Fit Comfort-First Lightweight 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. 
    Color:
    49.95 27.99
    49.95 27.99
    49.95 27.99
    49.95 27.99
    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
    Size: Please Select
    • S
      $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
    • 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 Traditional Fit Sherpa Lined Flannel Shirt Jacket

    Men's Traditional Fit Sherpa Lined Flannel Shirt Jacket

    When your typical flannel just won’t cut the chill, reach for an extra layer of warmth with this sherpa-lined flannel shirt jacket. 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. For cooler days, this is the perfect lightweight jacket to cut the chill.
    Color:
    79.95 69.99
    79.95 69.99
    Size: Please Select
    • S
      $79.95 $69.99
    • XXL
      $79.95 $69.99
    Size: Please Select
    • L
      $79.95 $69.99
    • XL
      $79.95 $69.99
    • XXL
      $79.95 $69.99
  • Men's Tall Tailored Fit Comfort-First Shirt with Coolmax

    Men's Tall Tailored 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.)
    Color:
    64.95 53.99
    64.95 53.99
    64.95 53.99
    64.95 53.99
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    Size: Please Select
    • XL
      $64.95 $53.99
    Size: Please Select
    • M
      $64.95 $53.99
    • L
      $64.95 $53.99
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
  • 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.
    Color:
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    44.95 27.99
    Size: Please Select
    • M
      $44.95 $27.99
    • L
      $44.95 $27.99
    • XL
      $44.95 $27.99
    • XXL
      $44.95 $27.99
    Size: Please Select
    • M
      $44.95 $27.99
    Size: Please Select
    • M
      $44.95 $27.99
    • L
      $44.95 $27.99
    • XL
      $44.95 $27.99
    Size: Please Select
    • M
      $44.95 $27.99
    • L
      $44.95 $27.99
    • XL
      $44.95 $27.99
    • XXL
      $44.95 $27.99
    Size: Please Select
    • M
      $44.95 $27.99
    • L
      $44.95 $27.99
    • XL
      $44.95 $27.99
    • XXL
      $44.95 $27.99
    Size: Please Select
    • M
      $44.95 $27.99
    • L
      $44.95 $27.99
    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 Big & Tall Fleece Quarter Zip

    Men's Big & Tall Fleece Quarter Zip

    When you need warmth without bulk, it’s tough to top a quarter-zip fleece. This one features our antistatic, anti-pill finish – which resists cling and looks new longer – and is brushed for added softness. The updated yoke construction offers a more natural, comfortable fit. And we tape the neck seam to ensure it doesn’t chafe. Wear it alone or layer it under a jacket for extra warmth.
    Color:
    49.95
    49.95
    49.95
    49.95
    Size: Please Select
    Size: Please Select
    Size: Please Select
    Size: Please Select
  • Men's Big & Tall Traditional Fit Comfort-First Shirt with Coolmax

    Men's Big & Tall 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.)
    Color:
    69.95 54.99
    69.95 54.99
    69.95 54.99
    69.95 54.99
    69.95 54.99
    69.95 54.99
    Size: Please Select
    Size: Please Select
    Size: Please Select
    Size: Please Select
    Size: Please Select
    Size: Please Select
  • Men's Tall Traditional Fit Comfort-First Lightweight Flannel Shirt

    Men's Tall Traditional Fit Comfort-First Lightweight 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.
    Color:
    54.95 37.99
    54.95 37.99
    54.95 37.99
    Size: Please Select
    • M
      $54.95 $37.99
    • L
      $54.95 $37.99
    • XL
      $54.95 $37.99
    • XXL
      $54.95 $37.99
    Size: Please Select
    • M
      $54.95 $37.99
    • L
      $54.95 $37.99
    • XL
      $54.95 $37.99
    • XXL
      $54.95 $37.99
    Size: Please Select
    • M
      $54.95 $37.99
    • L
      $54.95 $37.99
    • XL
      $54.95 $37.99
    • XXL
      $54.95 $37.99
  • 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).
    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
    Size: Please Select
    • M
      $59.95 $49.99
    • L
      $59.95 $49.99
    • XXL
      $59.95 $49.99
    Size: Please Select
    • M
      $59.95
    • L
      $59.95
    • XL
      $59.95
    • XXL
      $59.95
    Size: Please Select
    • M
      $59.95 $49.99
    • L
      $59.95 $49.99
    • XL
      $59.95 $49.99
    • XXL
      $59.95 $49.99
    Size: Please Select
    • M
      $59.95 $49.99
    • L
      $59.95 $49.99
    • XL
      $59.95 $49.99
    • XXL
      $59.95 $49.99
    Size: Please Select
    • M
      $59.95 $49.99
    • L
      $59.95 $49.99
    • XL
      $59.95 $49.99
    • XXL
      $59.95 $49.99
    Size: Please Select
    • M
      $59.95 $49.99
    • L
      $59.95 $49.99
    • XL
      $59.95 $49.99
    • XXL
      $59.95 $49.99
    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 Tailored Fit Essential Lightweight Poplin Shirt

    Men's Tailored 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.
    Color:
    39.95 24.99
    39.95 24.99
    39.95 24.99
    39.95 24.99
    39.95 24.99
    Size: Please Select
    • S
      $39.95 $24.99
    • M
      $39.95 $24.99
    • L
      $39.95 $24.99
    • XL
      $39.95 $24.99
    Size: Please Select
    • S
      $39.95 $24.99
    • M
      $39.95 $24.99
    • L
      $39.95 $24.99
    • XL
      $39.95 $24.99
    Size: Please Select
    • S
      $39.95 $24.99
    • M
      $39.95 $24.99
    • L
      $39.95 $24.99
    • XL
      $39.95 $24.99
    Size: Please Select
    • S
      $39.95
    • M
      $39.95
    • L
      $39.95
    • XL
      $39.95
    Size: Please Select
    • S
      $39.95
    • M
      $39.95
    • L
      $39.95
    • XL
      $39.95

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 145