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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 136
  • 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 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. 
    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
  • 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:
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • M
      $64.95
    • L
      $64.95
    • XL
      $64.95
    Size: Please Select
    • XL
      $64.95
    Size: Please Select
    • XL
      $64.95
  • Men's Tall Traditional Fit All Season Flannel Shirt

    Men's Tall Traditional Fit 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.
    Color:
    $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
  • Men's Big and Tall Traditional Fit Chambray Work Shirt

    Men's Big and Tall Traditional 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.
    Color:
    $59.95 $47.99
    Size: Please Select
    • 3XLT
      $59.95 $47.99
  • Men's Tall Traditional Fit Rugged Flannel Shirt

    Men's Tall Traditional Fit Rugged Flannel Shirt

    There’s flannel that’s great for chilly days around town, and then there’s flannel that’s built for getting things done when the temperature drops. That’s where our new Rugged Flannel shirts come in, built from hefty 7.75-oz. cotton flannel that’s sure to hold up to wear and tear while keeping you toasty. Whether you’re out fetching wood from the woodpile or just facing a cold Wisconsin winter day, you’ll love how warm and comfortable you stay in this soft and substantial brushed flannel. Large buttons make a statement. Double button-through chest pockets. Chambray collar and yoke lining.
    Color:
    $69.95
    Size: Please Select
    • XL
      $74.95
  • 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).
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
  • 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:
    $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
  • 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 it 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 $44.99
    $54.95 $44.99
    $54.95 $44.99
    Size: Please Select
    • S
      $54.95 $44.99
    • M
      $54.95 $44.99
    • L
      $54.95 $44.99
    • XL
      $54.95 $44.99
    • XXL
      $54.95 $44.99
    Size: Please Select
    • S
      $54.95 $44.99
    • M
      $54.95 $44.99
    • L
      $54.95 $44.99
    • XL
      $54.95 $44.99
    • XXL
      $54.95 $44.99
    Size: Please Select
    • S
      $54.95 $44.99
    • M
      $54.95 $44.99
    • L
      $54.95 $44.99
    • XL
      $54.95 $44.99
    • XXL
      $54.95 $44.99
  • 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).
    Color:
    $49.95
    $49.95
    $49.95
    $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
    Size: Please Select
    • S
      $49.95
    • M
      $49.95
    • L
      $49.95
    • XL
      $49.95
    • XXL
      $49.95
  • Men's Tailored Fit Comfort-First Shirt with Coolmax

    Men's 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:
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • S
      $59.95
    Size: Please Select
    • S
      $59.95
    • L
      $59.95
    • XL
      $59.95
    Size: Please Select
    • L
      $59.95
    Size: Please Select
    • XL
      $59.95
  • 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.
    Color:
    $49.00 $29.97
    Size: Please Select
    • S
      $49.95 $29.97
    • M
      $49.95 $29.97
    • L
      $49.95 $29.97

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 136