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Monogrammed Pajamas & Boys' Personalized Sweaters

Monogrammed Polo Shirts, Boy's Cotton Shirts & Personalized Jackets

From boys’ monogrammed pajamas to hoodies, our monogrammed clothes pack enough kid-friendly style to please even the pickiest boys. We make our personalized sweaters, jackets, and hoodies in a wide range of vibrant colors and fun prints kids love, with plenty of practical features for maximum durability and comfort. From customized boys’ jackets in electric blue camo to soft personalized hoodies in cool graphic prints, your kiddo will love showing off his monogrammed clothes at school, on the weekends, and everywhere in between. And because our boys’ monogrammed clothes are well-made, they’ll look great just as long as he’ll love them.

When making our boys’ monogrammed pajamas, pants, and other monogrammed clothes, our designers have real kids in mind. We make our personalized sweaters, hoodies, pants, and PJs with only the toughest, most durable materials we can get our hands on, so they’re sure to hold up to all the wear and tear active boys bring. And because our customized boys’ jackets, sweaters, and other boys’ clothes come in sizes 2T-20, with regular, slim, and husky sizing options, you can be confident he’ll always get a perfect fit. Try making our boys’ monogrammed clothes even more fun by adding a unique embroidered icon next to his monogram!

When making our boys’ monogrammed pajamas, hoodies, and other customized clothes, we add plenty of fun, kid-friendly details he’ll love. Try making our personalized sweaters even more unique by adding an embroidered icon next to your monogram!

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Products 25 - 36 of 437
  • School Uniform Little Boys Active Polo Shirt

    School Uniform Little Boys Active Polo Shirt

    Something wicking this way comes! Made with athletic attributes for the gym yet presentable enough for English class, this polo draws moisture away from the skin for quick-drying comfort. The fabric also blocks out harmful UV rays and has an antimicrobial finish to help fight odors. Sporty and studious, it’s perfect for those days when practice comes right after Shakespeare.
    Item #430871-BQ
    Color:
    $24.76 - $30.95
    $24.76 - $30.95
    $24.76 - $30.95
    $24.76 - $30.95
    Size: Please Select
    • S
      $24.76 $30.95
    • M
      $24.76 $30.95
    • L
      $24.76 $30.95
    Size: Please Select
    • S
      $24.76 $30.95
    • M
      $24.76 $30.95
    • L
      $24.76 $30.95
    Size: Please Select
    • S
      $24.76 $30.95
    • M
      $24.76 $30.95
    • L
      $24.76 $30.95
    Size: Please Select
    • S
      $24.76 $30.95
    • M
      $24.76 $30.95
    • L
      $24.76 $30.95
  • School Uniform Little Boys Short Sleeve Poly Pique Polo Shirt

    School Uniform Little Boys Short Sleeve Poly Pique Polo Shirt

    Our Basic Poly Polo is truly anything but. With innovative performance finishes that keep him fresh and dry, side vents for added breathability and long-lasting construction details that will stand up to almost any activity, he’s sure to want a few in his wardrobe.
    Item #470218-BQ
    Color:
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
  • Little Boys Short Sleeve Poly Pique Polo Shirt

    Little Boys Short Sleeve Poly Pique Polo Shirt

    Our Basic Poly Polo is truly anything but. With innovative performance finishes that keep him fresh and dry, side vents for added breathability and long-lasting construction details that will stand up to almost any activity, he’s sure to want a few in his wardrobe.
    Item #470218-A5
    Color:
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    $20.76 - $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
    Size: Please Select
    • S
      $20.76 $25.95
    • M
      $20.76 $25.95
    • L
      $20.76 $25.95
  • Kids Rugby Shirt
    Kids Rugby Shirt
    $39.95 - $42.95

    Kids Rugby Shirt

    Our Rugbys are as authentic as the game, too. Built to the same specs as traditional rugby shirts with heavy jersey knit, twill plackets and collars, and rubber buttons, they’re made to survive the scrum of boyhood. Trust us, he’ll outgrow it before he outwears it. All this in a washed 100% cotton that only gets better with age.
    Item #488562-A5
    Color:
    $39.95
    $39.95
    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
  • Little Kids Rugby Shirt

    Little Kids Rugby Shirt

    Our Rugbys are as authentic as the game, too. Built to the same specs as traditional rugby shirts with heavy jersey knit, twill plackets and collars, and rubber buttons, they’re made to survive the scrum of boyhood. Trust us, he’ll outgrow it before he outwears it. All this in a washed 100% cotton that only gets better with age.
    Item #488561-A5
    Color:
    $39.95
    $39.95
    Size: Please Select
    • S
      $39.95
    • M
      $39.95
    • L
      $39.95
    Size: Please Select
    • S
      $39.95
    • M
      $39.95
    • L
      $39.95
  • Kids Husky Rugby Shirt

    Kids Husky Rugby Shirt

    Our Rugbys are as authentic as the game, too. Built to the same specs as traditional rugby shirts with heavy jersey knit, twill plackets and collars, and rubber buttons, they’re made to survive the scrum of boyhood. Trust us, he’ll outgrow it before he outwears it. All this in a washed 100% cotton that only gets better with age.
    Item #488563-A5
    Color:
    $39.95
    $39.95
    Size: Please Select
    • M
      $42.95
    • L
      $42.95
    • XL
      $42.95
    Size: Please Select
    • M
      $42.95
    • L
      $42.95
    • XL
      $42.95
  • Toddler Kids Rugby Shirt

    Toddler Kids Rugby Shirt

    Our Rugbys are as authentic as the game, too. Built to the same specs as traditional rugby shirts with heavy jersey knit, twill plackets and collars, and rubber buttons, they’re made to survive the scrum of boyhood. Trust us, he’ll outgrow it before he outwears it. All this in a washed 100% cotton that only gets better with age.
    Item #488560-A5
    Color:
    $37.95
    $37.95
    Size: Please Select
    • 2T
      $37.95
    • 3T
      $37.95
    • 4T
      $37.95
    Size: Please Select
    • 2T
      $37.95
    • 3T
      $37.95
    • 4T
      $37.95
  • School Uniform Boys Long Sleeve No Iron Pinpoint Dress Shirt

    School Uniform Boys Long Sleeve No Iron Pinpoint Dress Shirt

    It's his favorite shirt! Crisp, all-cotton, and it won't even think of wrinkling. With tailoring just like Dad's shirt, too. Back yoke and box pleat give him extra reaching room. With double-needle seams and a neatly stitched hem. Button-down collar. All boys' sizes are pocketless for easier logo placement. Men's sizes have a chest pocket on the right side.
    Item #219320-BQ
    Color:
    $30.36 - $37.95
    $30.36 - $37.95
    $30.36 - $37.95
    Size: Please Select
    • 8
      $30.36 $37.95
    • 10
      $30.36 $37.95
    • 12
      $30.36 $37.95
    • 14
      $30.36 $37.95
    • 16
      $30.36 $37.95
    • 18
      $30.36 $37.95
    • 20
      $30.36 $37.95
    Size: Please Select
    • 8
      $30.36 $37.95
    • 10
      $30.36 $37.95
    • 12
      $30.36 $37.95
    • 14
      $30.36 $37.95
    • 16
      $30.36 $37.95
    • 18
      $30.36 $37.95
    • 20
      $30.36 $37.95
    Size: Please Select
    • 8
      $30.36 $37.95
    • 10
      $30.36 $37.95
    • 12
      $30.36 $37.95
    • 14
      $30.36 $37.95
    • 16
      $30.36 $37.95
    • 18
      $30.36 $37.95
    • 20
      $30.36 $37.95
  • Boys Long Sleeve No Iron Pinpoint Dress Shirt

    Boys Long Sleeve No Iron Pinpoint Dress Shirt

    It's Dad's favorite shirt! But sized just for the young man. Crisp, all-cotton, and it won't even think of wrinkling. With tailoring just like Dad's shirt, too. Back yoke and box pleat give him extra reaching room. With double-needle seams and a neatly stitched hem.
    Item #219320-A5
    Color:
    $30.36 - $37.95
    $30.36 - $37.95
    $30.36 - $37.95
    Size: Please Select
    • 8
      $30.36 $37.95
    • 10
      $30.36 $37.95
    • 12
      $30.36 $37.95
    • 14
      $30.36 $37.95
    • 16
      $30.36 $37.95
    • 18
      $30.36 $37.95
    • 20
      $30.36 $37.95
    Size: Please Select
    • 8
      $30.36 $37.95
    • 10
      $30.36 $37.95
    • 12
      $30.36 $37.95
    • 14
      $30.36 $37.95
    • 16
      $30.36 $37.95
    • 18
      $30.36 $37.95
    • 20
      $30.36 $37.95
    Size: Please Select
    • 8
      $30.36 $37.95
    • 10
      $30.36 $37.95
    • 12
      $30.36 $37.95
    • 14
      $30.36 $37.95
    • 16
      $30.36 $37.95
    • 18
      $30.36 $37.95
    • 20
      $30.36 $37.95
  • Boys Short Sleeve Oxford Dress Shirt

    Boys Short Sleeve Oxford Dress Shirt

    You asked, we listened. Our popular Oxford shirts now feature a stain-resist finish — spills and stains wash out easier than ever. Still featuring classic, expertly tailored details and made in our no-iron, out-the-door cotton blend.
    Item #458473-A5
    Color:
    $18.36 - $22.95
    $18.36 - $22.95
    $18.36 - $22.95
    Size: Please Select
    • 8
      $18.36 $22.95
    • 10
      $18.36 $22.95
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    • 16
      $18.36 $22.95
    • 18
      $18.36 $22.95
    • 20
      $18.36 $22.95
    Size: Please Select
    • 8
      $18.36 $22.95
    • 10
      $18.36 $22.95
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    • 16
      $18.36 $22.95
    • 18
      $18.36 $22.95
    • 20
      $18.36 $22.95
    Size: Please Select
    • 8
      $18.36 $22.95
    • 10
      $18.36 $22.95
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    • 16
      $18.36 $22.95
    • 18
      $18.36 $22.95
    • 20
      $18.36 $22.95
  • School Uniform Boys Short Sleeve Oxford Dress Shirt

    School Uniform Boys Short Sleeve Oxford Dress Shirt

    You asked, we listened. Our popular Oxford shirts now feature a stain-resist finish — spills and stains wash out easier than ever. Still featuring classic, expertly tailored details and made in our no-iron, out-the-door cotton blend.
    Item #458473-BQ
    Color:
    $18.36 - $22.95
    $18.36 - $22.95
    $18.36 - $22.95
    $18.36 - $22.95
    Size: Please Select
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    Size: Please Select
    • 8
      $18.36 $22.95
    • 10
      $18.36 $22.95
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    • 16
      $18.36 $22.95
    • 18
      $18.36 $22.95
    • 20
      $18.36 $22.95
    Size: Please Select
    • 8
      $18.36 $22.95
    • 10
      $18.36 $22.95
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    • 16
      $18.36 $22.95
    • 18
      $18.36 $22.95
    • 20
      $18.36 $22.95
    Size: Please Select
    • 8
      $18.36 $22.95
    • 10
      $18.36 $22.95
    • 12
      $18.36 $22.95
    • 14
      $18.36 $22.95
    • 16
      $18.36 $22.95
    • 18
      $18.36 $22.95
    • 20
      $18.36 $22.95
  • Boys Long Sleeve Oxford Dress Shirt

    Boys Long Sleeve Oxford Dress Shirt

    You asked, we listened. Our popular Oxford shirts now feature a stain-resist finish — spills and stains wash out easier than ever. Still featuring classic, expertly tailored details and made in our no-iron, out-the-door cotton blend.
    Item #458479-A5
    Color:
    $22.36 - $27.95
    $22.36 - $27.95
    $22.36 - $27.95
    Size: Please Select
    • 8
      $22.36 $27.95
    • 10
      $22.36 $27.95
    • 12
      $22.36 $27.95
    • 14
      $22.36 $27.95
    • 16
      $22.36 $27.95
    • 18
      $22.36 $27.95
    • 20
      $22.36 $27.95
    Size: Please Select
    • 8
      $22.36 $27.95
    • 10
      $22.36 $27.95
    • 12
      $22.36 $27.95
    • 14
      $22.36 $27.95
    • 16
      $22.36 $27.95
    • 18
      $22.36 $27.95
    • 20
      $22.36 $27.95
    Size: Please Select
    • 8
      $22.36 $27.95
    • 10
      $22.36 $27.95
    • 12
      $22.36 $27.95
    • 14
      $22.36 $27.95
    • 16
      $22.36 $27.95
    • 18
      $22.36 $27.95
    • 20
      $22.36 $27.95

From boys’ monogrammed pajamas to boys’ monogrammed pants, our selection of customized clothes for boys is loaded with fun, kid-friendly style.

Practical and comfortable, our boys’ monogrammed pajamas, shirts, sweaters, and other monogrammed clothes don’t skimp on style. From fire truck red personalized sweaters to bright blue camo print hoodies, he’ll love showing off his new customized clothes at school, on the weekends, and everywhere in between. Our personalized boys’ jackets and sweaters are a great way for him to express his personal style during fall and winter, and our customized shorts and tees are an easy way to make a statement in warmer weather. Fun and practical, our boys’ monogrammed clothes are equally exciting for kids and moms – you may have a hard time settling on only a few customized pieces!

Comfy and durable, our boys’ monogrammed pajamas, shirts, sweaters, and other monogrammed boys’ clothes are loaded with kid-friendly style. We offer our personalized sweaters, shirts, and jackets in fun, vibrant colors he’ll love, like bright orange, sunny yellow, and rich evergreen. Try getting our sporty boys’ jackets with his school’s embroidered logo above his name, or, add a fun embroidered icon of a basketball, flag, or dinosaur to give it his own unique touch. Whichever style of boys’ monogrammed clothes you choose, you can be confident he’ll love his new pieces all year long.

We love our boys’ monogrammed pajamas, jackets, and other monogrammed boys’ clothes for many reasons, but one of the best things about them is their practical versatility. He can wear our personalized sweaters with his favorite jeans and sneakers for school, or pair them with dress pants and a comfy cotton button-down for a more polished look. Our lightweight boys’ jackets are the perfect weight to wear on their own in spring or fall, or he can layer them under a heavier coat when the weather gets colder. All week long, our boys’ monogrammed clothes will have him feeling comfortable and looking great.

When making our boys’ monogrammed pajamas, shirts, loungewear, and other customized clothing, our designers stop at nothing to bring you the very best quality and durability for the money. From personalized sweaters to customized pants, we make all our monogrammed clothes with only the softest, strongest materials available, for quality you can count on for years to come. We offer our monogrammed boys’ jackets, sweaters, and other monogrammed clothes in sizes 2T-20, with regular, slim, and husky sizing options, because here at Lands’ End, every kid fits in™. We’re confident our boys’ monogrammed clothes will be the pieces he wants to wear every day, no matter what he has going on.
Products 25 - 36 of 437