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Personalized Casual Dress Shirts & Men's Button Down Shirts

Button Up Shirts, No Iron Shirts Travel Shirts & Men's Monogrammed Cotton Shirts

Throw our men’s monogrammed casual shirts on with jeans, and the men’s shirts will be ready for 9-to-5 comfort. Toss the same personalized casual dress shirts on with a tie and jacket, and they’ll be ready for dinner after work, too. The beauty of classic button down shirts is their effortless versatility. Wear them as travel shirts, work shirts or stylish casual shirts – no matter what you pair them with, they’ll look and feel amazing.

We offer men’s monogrammed shirts in so many different styles, fits and fabrics, you’ll have no issues finding options that work for you. Our personalized casual dress shirts come in styles with either long or short sleeves, and are available in all the classic colors and patterns you love. We make our button down shirts for men in three great fits – traditional, tailored and slim – making it easy to find a shirt that fits the way you like. Whether you’re buying breezy linen travel shirts or crisp cotton dress shirts, you can’t go wrong by adding a monogram.

You can incorporate our men’s monogrammed casual shirts into all the same outfits you’d wear with a regular button-down. Classic and comfortable, our personalized casual dress shirts are great for the office, and can also work for date night, weddings and other formal events. Our soft flannel button down shirts are the perfect cozy option for camping, hanging around the house or laid-back weekends spent with family. Plus, they make excellent travel shirts, as do our No-Iron men’s shirts and other personalized shirts.

When making our men’s monogrammed casual shirts, quality is our number one priority. From personalized casual dress shirts to customized flannels, all our men’s casual shirts are timeless, comfortable and built to last, so you can keep wearing your favorites for years to come. Our button down shirts for men can be customized with a monogram, a stylish embroidered icon, or a combination of both. Try giving your favorite travel shirts a special touch by adding an embroidered flag, palm tree or lighthouse.

Our men’s monogrammed casual shirts add a personal touch to your everyday wardrobe. Choose our personalized casual dress shirts for a special date or an important presentation, and you’ll stand out in the best way possible.

Products 121 - 132 of 151
  • Tailored Fit Flagship Flannel Shirt

    Tailored Fit 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.
    Color:
    54.95
    54.95
    54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    Size: Please Select
    • S
      $54.95
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
  • Men's Tall Tailored Fit Comfort-First Lightweight Flannel Shirt

    Men's Tall 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:
    54.95 29.99
    54.95 29.99
    Size: Please Select
    • M
      $54.95 $29.99
    • L
      $54.95 $29.99
    • XL
      $54.95 $29.99
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
  • Men's Tall Tailored Fit Comfort-First Lightweight Flannel Shirt

    Men's Tall 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:
    54.95 29.97
    54.95 29.97
    54.95 29.97
    54.95 29.97
    54.95 29.97
    Size: Please Select
    • M
      $54.95 $29.97
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
    Size: Please Select
    • M
      $54.95 $29.97
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
    Size: Please Select
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
    Size: Please Select
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
    Size: Please Select
    • M
      $54.95 $29.97
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
  • 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.
    Color:
    49.95 33.97
    Size: Please Select
    • XL
      $49.95 $33.97
  • Men's Traditional Fit Color Block Flagship Flannel Shirt

    Men's Traditional Fit Color Block 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. Add in the heritage-inspired color block design of this flannel shirt, and you’ve got a real winner on your hands.
    Color:
    54.95 24.97
    Size: Please Select
    • M
      $54.95 $24.97
    • L
      $54.95 $24.97
    • XL
      $54.95 $24.97
  • 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 29.99
    54.95 29.99
    54.95 29.99
    Size: Please Select
    • M
      $54.95 $29.99
    • L
      $54.95 $29.99
    • XL
      $54.95 $29.99
    • XXL
      $54.95 $29.99
    Size: Please Select
    • M
      $54.95
    • L
      $54.95
    • XL
      $54.95
    • XXL
      $54.95
    Size: Please Select
    • M
      $54.95 $29.99
    • L
      $54.95 $29.99
    • XL
      $54.95 $29.99
    • XXL
      $54.95 $29.99
  • 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 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 39.97
    Size: Please Select
    • S
      $54.95 $39.97
    • M
      $54.95 $39.97
    • L
      $54.95 $39.97
    • XL
      $54.95 $39.97
    • XXL
      $54.95 $39.97
  • Men's Tall Tailored Fit Comfort-First Lightweight Flannel Shirt

    Men's Tall 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:
    54.95 29.97
    54.95 29.97
    54.95 29.97
    Size: Please Select
    • M
      $54.95 $29.97
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
    Size: Please Select
    • M
      $54.95 $29.97
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
    Size: Please Select
    • M
      $54.95 $29.97
    • L
      $54.95 $29.97
    • XL
      $54.95 $29.97
  • Men's Big & Tall Traditional Fit No Iron Twill Shirt

    Men's Big & 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.
    Color:
    59.95 44.97
    59.95 44.97
    59.95 44.97
    Size: Please Select
    • 4XLT
      $59.95 $44.97
    Size: Please Select
    Size: Please Select
  • 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 27.97
    49.95 27.97
    49.95 27.97
    Size: Please Select
    • S
      $49.95 $27.97
    • M
      $49.95 $27.97
    • L
      $49.95 $27.97
    • XL
      $49.95 $27.97
    Size: Please Select
    • S
      $49.95 $27.97
    • M
      $49.95 $27.97
    • L
      $49.95 $27.97
    • XL
      $49.95 $27.97
    Size: Please Select
    • S
      $49.95 $27.97
    • M
      $49.95 $27.97
    • L
      $49.95 $27.97
    • XL
      $49.95 $27.97
  • Men's Big Performance Twill Shirt

    Men's Big 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:
    40.95
    40.95
    40.95
    40.95
    40.95
    40.95
    40.95
    40.95
    40.95
    Size: Please Select
    Size: Please Select
    Size: Please Select
    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 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 39.97
    59.95 39.97
    59.95 39.97
    59.95 39.97
    59.95 39.97
    Size: Please Select
    • M
      $59.95 $39.97
    Size: Please Select
    • L
      $59.95 $39.97
    • XL
      $59.95 $39.97
    • XXL
      $59.95 $39.97
    Size: Please Select
    • XXL
      $59.95 $39.97
    Size: Please Select
    • L
      $59.95 $39.97
    • XL
      $59.95 $39.97
    • XXL
      $59.95 $39.97
    Size: Please Select
    • M
      $59.95 $39.97
    • L
      $59.95 $39.97
    • XL
      $59.95 $39.97
    • XXL
      $59.95 $39.97

Timeless and versatile, our men’s monogrammed casual shirts add a personal touch to your everyday wardrobe staples.

With our men’s monogrammed casual shirts, even your wardrobe basics will feel stylish and unique. In our personalized dress shirts, you’ll stand out in a good way – at work, on the weekends and everywhere in between. Almost all our popular button down shirts can be customized, including our flannels, dress shirts and short sleeve button down shirts. Whether you need breezy travel shirts for an upcoming vacation, or cozy flannels for casual weekend wear, you can’t go wrong by adding a custom monogram.

We design our men’s monogrammed casual shirts for quality and comfort, just like all our other men’s shirts. Our personalized dress shirts and other personalized shirts are just as easy to style as any other classic men’s shirts. Pair our stylish button down shirts with chinos for work, or throw one on with jeans for a laid-back weekend look. They’re equally great as travel shirts, work shirts or casual weekend shirts – in fact, there’s practically no occasion these versatile shirts won’t work for.

When making our men’s monogrammed shirts, we know a great fit makes all the difference. After all, the best personalized dress shirts fit like they were made just for you – the custom monogram is just the finishing touch. We offer our button down shirts in three great fits: traditional, tailored and slim. Whether you need relaxed travel shirts or sharply tailored dress shirts, you’ll have no problem finding customizable shirts that fit you perfectly.

We offer men’s monogrammed shirts in a wide range of fabrics, colors and patterns, so you’ll have plenty of options to choose from as you’re shopping our selection. Our No Iron personalized dress shirts are perfect if you have a busy professional life, while our personalized flannels are great if you love spending time outdoors. Almost all our button down shirts can be customized, so no matter which type of men’s shirts you prefer, you’ll love them even more after adding a personalized touch. Try customizing our travel shirts with an embroidered palm tree or sailboat, or make our dress shirts more unique by adding a classic monogram of your initials.
Products 121 - 132 of 151