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Casual Shoes, Boys' Casual Dress Shoes

Boys' House Slippers, Winter Boots & Kids Snow Boots

Sturdy and comfy, our boys’ casual shoes are built for adventures. Whether you need comfy kids’ casual dress shoes that won’t pinch his toes or soft monogrammed house slippers for cozy nights by the fire, our top-quality footwear for boys is sure to deliver. We make our winter boots with only the strongest, most durable materials, for warm footwear he can count on in any weather. From snow boots to sneakers, we offer all our kids’ shoes in easy slip on styles, so he can spend less time getting ready and more time having fun.

When making our boys’ casual shoes, our designers use only best quality materials, like rich suede, comfy canvas, and durable waterproof rubber. Find casual dress shoes made with real leather for a classic polished look, plus plenty of built-in comfort features for growing boys. Our winter boots are designed for maximum durability, so they’re sure to withstand all the wear and tear active kids bring. From cozy snow boots to soft slippers, our boys’ shoes are sure to keep his feet comfy all year long.

Our boys’ casual shoes are built with real kids in mind. We make our kids’ casual dress shoes with ultra-comfy cushioned footbeds, so they’ll always feel just as great as they look.

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  • Kids All Weather Moc Shoes Casual & Dress Boys' Dress Shoes & Casual Shoes
    Kids All Weather Moc Shoes Casual & Dress Boys' Sneakers, Slip On Shoes, Lace Up Shoes, Moc Shoes Get boys’ dress shoes from Lands’ End, for everything from school band concerts to holiday parties. Our boys’ sneakers and casual shoes come in classic, timeless styles that effortlessly dress up or down for any occasion. See More
  • Kids Snow Flurry Winter Boots Boots Boys' Boots & Kids' Snow Boots
    Kids Snow Flurry Winter Boots Boots Boys' Winter Boots, Duck Boots & Warm Snow Boots Keep him cozy in boys’ boots from Lands’ End this winter – our boys’ winter boots are ready for everything from ski trips to snow forts. We make our kids’ snow boots with sturdy waterproof rubber shells, because nothing is worse than wet, numb feet. See More
  • Kids Slip-on Water Shoes Athletic & Water Boys' Athletic Shoes & Kids Sneakers
    Kids Slip-on Water Shoes Athletic & Water Boys' Sneakers, Kids' Gym Shoes, Water Shoes, Casual Shoes Shop boys’ athletic shoes from Lands’ End to keep his feet comfy and supported during all his adventures this summer. Our sturdy kids’ sneakers and lightweight water shoes are built to last, so they’re sure to stand up to the wear and tear active kids bring. See More
  • Kids Action Sandals Sandals Boys' Sandals & Kids' Flip Flops
    Kids Action Sandals Sandals Boys' Flip Flops, Athletic Sandals, Water Sandals, Casual Sandals Stock up on boys’ sandals from Lands’ End he can wear everywhere from boats to beaches this summer. From classic kids’ flip flops to sporty water sandals, our kids’ sandals are built to last, so he can wear his all summer long. See More
  • Kids Suede Moccasin Slippers Slippers Boys' Slippers & Bedroom Slippers
    Kids Suede Moccasin Slippers Slippers Boys' Bedroom Slippers, Bootie Slippers, Moc Slippers, Fleece Slippers, House Slippers Keep bedtime fun with boys’ slippers from Lands’ End. Our monogrammed bedroom slippers and fleece bootie slippers come in fun, kid-friendly styles to make him feel special as he begins and ends each day. See More
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Products 13 - 24 of 61
  • Kids Snow Plow Boots

    Kids Snow Plow Boots

    Everything you want in a boot — it will keep them warm and dry in the snow. It starts with 400-gram Thermolite® insulation that’s warm but remarkably light. The rubber bottom fends off snow and slush easily. And they’re easy to get on and off, thanks to easy pull-on styling. A bungee at the top cinches up to keep out the elements, double adjustable straps keep the boot secure and reflective trim keeps them visible after dark.
    Item #473024-8J
    Color:
    $40.97 - $79.95
    $40.97 - $79.95
    $40.97 - $79.95
    Size: Please Select
    • 4
      $40.97 $79.95
    • 5
      $40.97 $79.95
    • 6
      $40.97 $79.95
    • 7
      $40.97 $79.95
    Size: Please Select
    • 5
      $40.97 $79.95
    • 6
      $40.97 $79.95
    • 7
      $40.97 $79.95
    Size: Please Select
    • 9
      $40.97 $79.95
    • 10
      $40.97 $79.95
    • 11
      $40.97 $79.95
    • 12
      $40.97 $79.95
  • Boys Chukka Boots
    Boys Chukka Boots
    $34.99 - $49.95 $49.95

    Boys Chukka Boots

    Classic chukka boots with innovative construction allowing him to simply slip on and go, or wear as traditional lace-ups. Perfect for school and anything beyond!
    Item #489204-A8
    Color:
    $34.99 - $49.95
    $34.99 - $49.95
    $34.99 - $49.95
    Size: Please Select
    • 10
      $34.99 $49.95
    • 12
      $34.99 $49.95
    • 1
      $34.99 $49.95
    • 2
      $34.99 $49.95
    • 5
      $34.99 $49.95
    • 6
      $34.99 $49.95
    • 7
      $34.99 $49.95
    Size: Please Select
    • 9
      $49.95
    • 10
      $49.95
    • 1
      $49.95
    • 2
      $49.95
    • 3
      $49.95
    • 4
      $49.95
    • 5
      $49.95
    • 6
      $49.95
    • 7
      $49.95
    Size: Please Select
    • 9
      $49.95
    • 10
      $49.95
    • 11
      $49.95
    • 13
      $49.95
    • 1
      $49.95
    • 2
      $49.95
    • 3
      $49.95
    • 4
      $49.95
    • 5
      $49.95
    • 6
      $49.95
    • 7
      $49.95
  • Kids Squall Snow Boots

    Kids Squall Snow Boots

    Weather-friendly boots made to keep your kiddo’s feet warm and dry, thanks to waterproof construction & Thermolite insulation. A helpful bungee closure at the topline and treaded rubber outsoles to keep your little ones slip-resistant on their way to school.
    Item #487525-8J
    Color:
    $45.97 - $79.95
    Size: Please Select
    • 4
      $45.97 $79.95
    • 5
      $45.97 $79.95
    • 6
      $45.97 $79.95
    • 7
      $45.97 $79.95
  • Kids Expedition Insulated Winter Snow Boots

    Kids Expedition Insulated Winter Snow Boots

    We know kids need snow boots their feet can count on. So we built our new Expedition snow boots to brave the elements with a waterproof rubber shell and outsole. Plus, they match our warmest, waterproof Expedition parkas, too!

    To add even further adjustability and ease of entry, we recommend you loosen the bungee laces before trying them on. That way you can specialize for future wear without having to re-adjust every time.
    Item #501719-A8
    Color:
    $79.95
    $79.95
    $79.95
    Size: Please Select
    • 9
      $79.95
    • 10
      $79.95
    • 13
      $79.95
    • 4
      $79.95
    Size: Please Select
    • 10
      $79.95
    • 2
      $79.95
    • 3
      $79.95
    • 4
      $79.95
    Size: Please Select
    • 9
      $79.95
    • 10
      $79.95
    • 11
      $79.95
    • 12
      $79.95
    • 13
      $79.95
    • 1
      $79.95
  • Boys All Weather Suede Boots

    Boys All Weather Suede Boots

    These boots were made for all-day play! The dual adjustable rip & grip straps let him customize the fit, while the slip-resistant rubber outsole helps provide safe and secure playtime. Plus, the reflective tape helps increase visibility if he’s playing outside in the evening.
    Item #501722-A8
    Color:
    $54.95
    $54.95
    Size: Please Select
    • 9
      $54.95
    • 10
      $54.95
    • 11
      $54.95
    • 12
      $54.95
    • 13
      $54.95
    • 1
      $54.95
    • 2
      $54.95
    • 3
      $54.95
    • 4
      $54.95
    • 5
      $54.95
    • 6
      $54.95
    • 7
      $54.95
    Size: Please Select
    • 9
      $54.95
    • 10
      $54.95
    • 11
      $54.95
    • 12
      $54.95
    • 13
      $54.95
    • 1
      $54.95
    • 2
      $54.95
    • 3
      $54.95
    • 4
      $54.95
    • 5
      $54.95
    • 6
      $54.95
    • 7
      $54.95
  • Boys Printed All Weather Boots

    Boys Printed All Weather Boots

    These boots were made for all-day play! The dual adjustable rip & grip straps let him customize the fit, while the slip-resistant rubber outsole helps provide safe and secure playtime. Plus, the reflective tape helps increase visibility if he’s playing outside in the evening.
    Item #503178-8J
    Color:
    $40.97 - $54.95
    Size: Please Select
    • 9
      $40.97 $54.95
  • Boys Action Boots
    Boys Action Boots
    $63.97 $110.00

    Boys Action Boots

    Just imagine what walking on air would feel like – well, these boots come pretty close. A weather-friendly upper and cushioned footbed keeps feet completely comfy, while the lightweight dual density outsole with rubber tread is meant to tackle all sorts of surfaces without weighing him down.
    Item #475468-8J
    Color:
    $63.97 - $110.00
    Size: Please Select
    • 9
      $63.97 $110.00
    • 10
      $63.97 $110.00
    • 11
      $63.97 $110.00
    • 12
      $63.97 $110.00
    • 13
      $63.97 $110.00
    • 1
      $63.97 $110.00
    • 2
      $63.97 $110.00
    • 3
      $63.97 $110.00
  • Boys Chukka Boots

    Boys Chukka Boots

    Classic chukka boots with innovative construction allowing him to simply slip on and go, or wear as traditional lace-ups. Perfect for school and anything beyond!
    Item #489204-8J
    Color:
    $34.97 - $49.95
    Size: Please Select
    • 9
      $34.97 $49.95
    • 11
      $34.97 $49.95
    • 12
      $34.97 $49.95
    • 13
      $34.97 $49.95
    • 1
      $34.97 $49.95
    • 2
      $34.97 $49.95
    • 4
      $34.97 $49.95
  • Kids Rain Boots

    Kids Rain Boots

    We all know spring showers don’t stop kiddos from playing outside, so keep their feet totally dry with our new waterproof rubber rain boots.
    Item #508568-A8
    Color:
    $49.95
    $49.95
    Size: Please Select
    • 9
      $49.95
    • 10
      $49.95
    • 11
      $49.95
    • 12
      $49.95
    • 13
      $49.95
    • 1
      $49.95
    • 2
      $49.95
    • 3
      $49.95
    Size: Please Select
    • 9
      $49.95
    • 10
      $49.95
    • 11
      $49.95
    • 12
      $49.95
    • 13
      $49.95
    • 1
      $49.95
    • 2
      $49.95
    • 3
      $49.95
  • Kids Slip-on Water Shoes

    Kids Slip-on Water Shoes

    New this swim season! The best-fitting water shoes out there – thanks to the adjustable bungee cord-lock and pull tabs for easy on/off. You can remove the footbed for fast-drying ’n cleaning, plus, the mesh upper allows for water to drain out and air to come in.
    Item #498208-8J
    Color:
    $9.97 - $24.95
    Size: Please Select
    • M
      $9.97 $24.95
    • L
      $9.97 $24.95
  • Kids Trekker Sneakers

    Kids Trekker Sneakers

    Our Kids Sneakers are ready for all the terrains adventurous kids venture on. The bungee laces and adjustable rip & grip closure allow for a customized, comfortable fit. Not too loose, not too tight, just right!
    Item #500348-A8
    Color:
    $39.95
    $39.95
    $39.95
    Size: Please Select
    • 7
      $39.95
    Size: Please Select
    • 7
      $39.95
    Size: Please Select
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95
  • Kids Slip-on Boat Shoes

    Kids Slip-on Boat Shoes

    Our new kids’ boat shoes can be worn at sea or on land thanks to the quick-drying upper and sneaker-like sole. The slip-on style with elastic gore allows for easy on/off, they’re lightweight but also sturdy and the perforated upper is breathable too.
    Item #497622-8J
    Color:
    $17.97 - $39.95
    $17.97 - $39.95
    Size: Please Select
    • 9
      $17.97 $39.95
    • 11
      $17.97 $39.95
    • 13
      $17.97 $39.95
    • 1
      $17.97 $39.95
    • 4
      $17.97 $39.95
    Size: Please Select
    • 9
      $17.97 $39.95

Our boys’ casual shoes are ready for all the terrains adventurous kids venture on.

When making our boys’ casual shoes, our designers use only the most sturdy, durable materials, so they’re tough enough to hold up through all his adventures. We make our kids’ casual dress shoes so comfy, he can wear them to school and on the weekends, too. Our winter boots and hiking boots are built to withstand all the rugged terrains active kids explore, and we always add grippy slip-proof outsoles to make sure his steps are secure. From cozy snow boots to easy slip-on sandals, our boys’ shoes are sure to keep his feet are comfy and supported.

We offer boys’ casual shoes that are not only practical and durable; they’re also in kid-friendly styles he’ll love. Our comfy, casual dress shoes and loafers are perfect for when he’s feeling a little fancy. For our winter boots, we offer a wide range of bright colors and sporty designs, and we even have printed camo boots for when he wants to feel extra tough. Our cozy snow boots will keep him comfy and warm for hours in the snow, and when he’s done, he can warm his feet in toasty personalized slippers in camo, flannel, or starry night print.

Kids love our boys’ casual shoes for their cool look, and their outstanding quality and durability means moms can get excited about them, too. We make our kids’ dress shoes with top-quality materials like rich leather and buttery suede, and add comfort-boosting features like cushioned footbeds, so he won’t have to worry about blisters or sore feet. Our winter boots are designed to be fully weatherproof, and the soft lining and insulation means they’re unbelievably warm. From snow boots to sneakers, our kids’ shoes are built to last all year long (and then some!)

Many of our boys’ casual shoes and slippers can easily be customized with a unique monogram or a fun embroidered icon to make them more unique. We offer kids’ casual dress shoes in a wide range of styles to suit his unique taste, from classic oxfords to comfy leather loafers. Our warm winter boots and rain boots make it easy to keep your favorite guy’s feet comfy and dry no matter what Mother Nature hits him with. We have the best snow boots, sneakers and slippers for active boys – if you haven’t tried them yet, you’re missing out.
Products 13 - 24 of 61