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Monogrammed Pants & Boys' Personalized Jackets

Monogrammed Sweaters, Personalized Pajamas & Kids' Polo Shirts

We love our knit boys’ monogrammed pants, casual hoodies, and other customized loungewear for many reasons, but one of the best things about them is their unbelievable comfort. From breathable personalized pajamas to cozy customized fleece jackets, our monogrammed clothing for kids is never itchy, tight, or stuffy. We make our comfy kids’ jackets, hoodies, and other customized clothes with soft, stretchy materials that feel great against his skin, and then we carefully tailor them to ensure he gets a comfortable fit. Plus, our boys’ monogrammed clothing is available in sizes 2T-20, with regular, slim, and husky options, because here at Lands’ End, every kid fits in™.

Soft and sporty, our boys’ monogrammed pants are perfect for lounging around the house on lazy weekends. As comfy as our personalized pajamas, they’re stylish enough to wear for a play date or running around town, too.

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Products 97 - 108 of 448
  • Toddler Boys Tie Dye T Shirt

    Toddler Boys Tie Dye T Shirt

    Hand-tied and dyed, each tee really is the only one of its kind. Durable details include reinforced shoulder seams that can take a tugging, and rib-knit neck that holds its shape. 100% cotton. Machine wash. Imported.
    Color:
    17.95
    17.95
    17.95
    Size: Please Select
    • 2T
      $17.95
    • 3T
      $17.95
    • 4T
      $17.95
    Size: Please Select
    • 2T
      $17.95
    • 3T
      $17.95
    • 4T
      $17.95
    Size: Please Select
    • 2T
      $17.95
    • 3T
      $17.95
    • 4T
      $17.95
  • Toddler Boys Chest Stripe T Shirt

    Toddler Boys Chest Stripe T Shirt

    This midweight tee is made to wear whenever. Strong and soft cotton knitted with slub yarn gives it a textured look and feel. He can wear it on its own with a pair of shorts or pants, or easily layer it under a flannel, poplin shirt or jacket.
    Color:
    17.95
    17.95
    Size: Please Select
    • 2T
      $17.95
    • 3T
      $17.95
    • 4T
      $17.95
    Size: Please Select
    • 2T
      $17.95
    • 3T
      $17.95
    • 4T
      $17.95
  • Toddler Boys Slub T Shirt

    Toddler Boys Slub T Shirt

    This mid-weight tee is made to wear whenever. Strong and soft cotton knitted with slub yarn gives it a textured look and feel. He can wear it on its own with a pair of shorts or pants, or easily layer it under a flannel, poplin shirt or jacket.
    Color:
    12.95
    12.95
    12.95
    Size: Please Select
    • 2T
      $12.95
    • 3T
      $12.95
    • 4T
      $12.95
    Size: Please Select
    • 2T
      $12.95
    • 3T
      $12.95
    • 4T
      $12.95
    Size: Please Select
    • 2T
      $12.95
    • 3T
      $12.95
    • 4T
      $12.95
  • Boys Zip-front Sweatshirt

    Boys Zip-front Sweatshirt

    This hoodie can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out. Full-zip front is easy-on, easy-off, and kangaroo pockets keep their hands warm.
    Color:
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
  • School Uniform Boys Zip-front Sweatshirt

    School Uniform Boys Zip-front Sweatshirt

    This hoodie can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out. Full-zip front is easy-on, easy-off, and kangaroo pockets keep their hands warm.
    Color:
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    30.95 24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
    Size: Please Select
    • S
      $30.95 $24.99
    • M
      $30.95 $24.99
    • L
      $30.95 $24.99
    • XL
      $30.95 $24.99
  • Boys Hoodie Pullover Sweatshirt

    Boys Hoodie Pullover Sweatshirt

    This hoodie can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out. Kangaroo pockets keep their hands warm. 
    Color:
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
  • School Uniform Boys Hoodie Pullover Sweatshirt

    School Uniform Boys Hoodie Pullover Sweatshirt

    This hoodie can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out. Kangaroo pockets keep their hands warm.
    Color:
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    25.95 19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
    Size: Please Select
    • S
      $25.95 $19.99
    • M
      $25.95 $19.99
    • L
      $25.95 $19.99
    • XL
      $25.95 $19.99
  • Boys Quarter Zip Pullover

    Boys Quarter Zip Pullover

    Our cozy fleece half-zips are great for both dress-up and play. Keep your guy looking cool and comfortable on the playground and on picture day.
    Color:
    39.95 24.97
    39.95 24.97
    Size: Please Select
    • S
      $39.95 $24.97
    • M
      $39.95 $24.97
    • L
      $39.95 $24.97
    • XL
      $39.95 $24.97
    Size: Please Select
    • S
      $39.95 $24.97
    • M
      $39.95 $24.97
    • L
      $39.95 $24.97
    • XL
      $39.95 $24.97
  • Boys Quarter Zip Pullover

    Boys Quarter Zip Pullover

    Our cozy fleece half-zips are great for both dress-up and play. Keep your guy looking cool and comfortable on the playground and on picture day.
    Color:
    39.95 24.97
    39.95 24.97
    39.95 24.97
    39.95 24.97
    39.95 24.97
    Size: Please Select
    • S
      $39.95 $24.97
    • M
      $39.95 $24.97
    • L
      $39.95 $24.97
    • XL
      $39.95 $24.97
    Size: Please Select
    • S
      $39.95 $24.97
    • M
      $39.95 $24.97
    • L
      $39.95 $24.97
    • XL
      $39.95 $24.97
    Size: Please Select
    • M
      $39.95 $24.97
    Size: Please Select
    • S
      $39.95 $24.97
    • M
      $39.95 $24.97
    • L
      $39.95 $24.97
    • XL
      $39.95 $24.97
    Size: Please Select
    • S
      $39.95 $24.97
    • M
      $39.95 $24.97
    • L
      $39.95 $24.97
    • XL
      $39.95 $24.97
  • Boys Crew Sweatshirt

    Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Color:
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
  • School Uniform Boys Crew Sweatshirt

    School Uniform Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Color:
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    • XL
      $20.95 $16.99
  • Little Boys Crew Sweatshirt

    Little Boys Crew Sweatshirt

    This sweatshirt can take a year of gym class, weekend wear, and then some, thanks to a durable 80% cotton/20% polyester blend. Plus, the fabric is brushed for softness inside and out.
    Color:
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    20.95 16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99
    Size: Please Select
    • S
      $20.95 $16.99
    • M
      $20.95 $16.99
    • L
      $20.95 $16.99

Comfy and versatile, our boys’ monogrammed pants combine classic style with easy everyday comfort.

From fleece boys’ monogrammed pants to cozy customized boys’ hoodies, our personalized boys’ clothing takes comfort to the next level. Get him flannel personalized pajamas to keep him cozy during winter evenings curled up by the fire, or try comfy personalized sleep shorts for breathable comfort on warm summer nights. Our fleece kids’ jackets, hoodies, and sweats are great for lazy weekends spent relaxing around the house, or try a plush terry monogrammed robe to help him relax at the hotel during your next family vacation. Like all our boys’ monogrammed clothing, our monogrammed loungewear is built to last, so it’s sure to hold up and look great all year long.

When making our boys’ monogrammed pants, sweaters, and other comfort-first customized clothes, our designers stop at nothing to ensure they’re the best quality pieces on the market. From personalized pajamas to customized coats, we make all our monogrammed kids’ clothing with the softest, finest, strongest materials we can get our hands on, from breathable cotton to cozy wool. We offer our monogrammed kids’ jackets, sweaters, shirts, and other customized clothes in sizes 2T-20, with regular, slim, and husky sizing options, so you can be confident he’ll always get a comfy fit. Timeless and versatile, our boys’ monogrammed clothing proves he doesn’t have to sacrifice comfort to look polished and put-together.
Products 97 - 108 of 448