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Kids' Boots & Casual Athletic Shoes

Snow Boots, Boys' Winter Boots & House Slippers

Comfy and versatile, our boys’ casual dress shoes are perfect for everything from drama club to Sunday brunch. Our dressy kids’ boots and loafers are made with top-quality materials like buttery suede. Try pairing our canvas casual athletic shoes with chinos and a nice polo for a classic preppy look, or put him in our slip-on oxfords with a nice button-down and sweater vest for a holiday party or wedding. From snow boots to slippers, all our boys’ shoes are built to last, so he can wear his new dress shoes all year long.

We design our boys’ casual dress shoes to take him from class to Sunday brunch, and everywhere in between, without making his feet hurt. We make our comfy kids’ boots and loafers with removable cushioned footbeds for maximum support and comfort.

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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 25 - 36 of 61
  • Kids Water Shoes

    Kids Water Shoes

    Our Water Shoe drains fast and provides great traction! With high quality construction details like a padded collar and an outsole that wraps up for extra foot protection. This, combined with quick-drying, breathable mesh lining and a rip ‘n grip closure for a customized fit, means your kids are sure to have fun in the sun at the beach or pool.
    Item #483159-8J
    Color:
    $17.97 - $39.95
    $17.97 - $39.95
    $17.97 - $39.95
    Size: Please Select
    • 9
      $17.97 $39.95
    Size: Please Select
    • 13
      $17.97 $39.95
    • 4
      $17.97 $39.95
    • 5
      $17.97 $39.95
    • 6
      $17.97 $39.95
    • 7
      $17.97 $39.95
    Size: Please Select
    • 5
      $17.97 $39.95
    • 6
      $17.97 $39.95
    • 7
      $17.97 $39.95
  • Kids Wide Water Shoes

    Kids Wide Water Shoes

    Our Water Shoe drains fast and provides great traction! With high quality construction details like a padded collar and an outsole that wraps up for extra foot protection. This, combined with quick-drying, breathable mesh lining and a rip ‘n grip closure for a customized fit, means your kids are sure to have fun in the sun at the beach or pool.
    Item #483159-8J
    Color:
    $17.97 - $39.95
    $17.97 - $39.95
    $17.97 - $39.95
    $17.97 - $39.95
    Size: Please Select
    • 9
      $17.97 $39.95
    Size: Please Select
    • 9
      $17.97 $39.95
    • 10
      $17.97 $39.95
    • 12
      $17.97 $39.95
    • 13
      $17.97 $39.95
    • 5
      $17.97 $39.95
    • 6
      $17.97 $39.95
    Size: Please Select
    • 9
      $17.97 $39.95
    • 10
      $17.97 $39.95
    • 12
      $17.97 $39.95
    • 5
      $17.97 $39.95
    Size: Please Select
    • 9
      $17.97 $39.95
  • Kids Slip-on Water Shoes

    Kids Slip-on Water Shoes

    The best-fitting water shoes out there – thanks to the adjustable bungee cord-lock and pull tab for easy on/off. You can remove the footbed for fast-drying and cleaning, plus, there are even drainage holes in the soles.
    Item #508543-A8
    Color:
    $24.95
    $24.95
    $24.95
    Size: Please Select
    • S
      $24.95
    • M
      $24.95
    • L
      $24.95
    • XL
      $24.95
    • XXL
      $24.95
    Size: Please Select
    • S
      $24.95
    • M
      $24.95
    • L
      $24.95
    • XL
      $24.95
    • XXL
      $24.95
    Size: Please Select
    • S
      $24.95
    • M
      $24.95
    • L
      $24.95
    • XL
      $24.95
    • XXL
      $24.95
  • Toddlers Slip-on Water Shoes

    Toddlers Slip-on Water Shoes

    The best-fitting water shoes out there – thanks to the adjustable bungee cord-lock and pull tab for easy on/off. You can remove the footbed for fast-drying and cleaning, plus, there are even drainage holes in the soles.
    Item #508544-A8
    Color:
    $24.95
    $24.95
    $24.95
    Size: Please Select
    Size: Please Select
    Size: Please Select
  • Kids Water Shoes

    Kids Water Shoes

    Our new & improved water shoes now come with an elastic gore so slipping on & off is a breeze – wet or dry. We also added a rip & grip closure that they can adjust for a secure fit on their feet. The footbed and outsoles come with drainage holes and the mesh upper dries in a flash.
    Item #508510-A8
    Color:
    $44.95
    $44.95
    $44.95
    $44.95
    Size: Please Select
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
    • 12
      $44.95
    • 13
      $44.95
    • 1
      $44.95
    • 2
      $44.95
    • 3
      $44.95
    • 4
      $44.95
    • 5
      $44.95
    • 6
      $44.95
    • 7
      $44.95
    Size: Please Select
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
    • 12
      $44.95
    • 13
      $44.95
    • 1
      $44.95
    • 2
      $44.95
    • 3
      $44.95
    • 4
      $44.95
    • 5
      $44.95
    • 6
      $44.95
    • 7
      $44.95
    Size: Please Select
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
    • 12
      $44.95
    • 13
      $44.95
    • 1
      $44.95
    • 2
      $44.95
    • 3
      $44.95
    • 4
      $44.95
    • 5
      $44.95
    • 6
      $44.95
    • 7
      $44.95
    Size: Please Select
    • 9
      $44.95
    • 10
      $44.95
    • 11
      $44.95
    • 12
      $44.95
    • 13
      $44.95
    • 1
      $44.95
    • 2
      $44.95
    • 3
      $44.95
    • 4
      $44.95
    • 5
      $44.95
    • 6
      $44.95
    • 7
      $44.95
  • Kids Action Sandals

    Kids Action Sandals

    More adjustable and better-fitting than ever, thanks to two, easily adjustable rip-grip straps. This comfortable and lightweight sandal also gives you easy-on foot protection for all sorts of outdoor activities, while the channeled rubber outsole provides great traction.
    Item #483163-8J
    Color:
    $22.97 - $29.00
    Size: Please Select
    • 3
      $22.97 $29.00
    • 4
      $22.97 $29.00
    • 5
      $22.97 $29.00
    • 6
      $22.97 $29.00
    • 7
      $22.97 $29.00
  • Kids Action Sandals

    Kids Action Sandals

    Our kids’ Action Sandals are the best sandals out there. They’re durable, sturdy and allow for an adjustable fit thanks to dual hook & loop closures.
    Item #497624-8J
    Color:
    $14.97 - $34.95
    $14.97 - $34.95
    Size: Please Select
    • 4
      $14.97 $34.95
    • 5
      $14.97 $34.95
    • 6
      $14.97 $34.95
    • 7
      $14.97 $34.95
    Size: Please Select
    • 6
      $14.97 $34.95
  • Kids Action Closed Toe Sandals

    Kids Action Closed Toe Sandals

    Everything you love about our Action Sandals, with toe coverage for more protection! An adjustable rip-grip strap lets kids slide into it in a second. The channeled rubber outsole provides great traction on all sorts of surfaces.
    Item #483167-8J
    Color:
    $17.97 - $34.95
    Size: Please Select
    • 6
      $17.97 $34.95
    • 7
      $17.97 $34.95
  • Kids Wide Action Closed Toe Sandals

    Kids Wide Action Closed Toe Sandals

    Everything you love about our Action Sandals, with toe coverage for more protection! An adjustable rip-grip strap lets kids slide into it in a second. The channeled rubber outsole provides great traction on all sorts of surfaces.
    Item #483167-8J
    Color:
    $17.97 - $34.95
    Size: Please Select
    • 9
      $17.97 $34.95
    • 5
      $17.97 $34.95
    • 6
      $17.97 $34.95
    • 7
      $17.97 $34.95
  • Kids Flip Flop Sandals

    Kids Flip Flop Sandals

    These colorful flip flops put a layer of comfort between your kiddos and the hot sidewalk. With an easy slip-on style, they’ll be ready for a day of play at the beach, pool or playground.
    Item #508665-A8
    Color:
    $19.95
    $19.95
    $19.95
    Size: Please Select
    • 11
      $19.95
    • 12
      $19.95
    • 13
      $19.95
    • 1
      $19.95
    • 2
      $19.95
    • 3
      $19.95
    • 4
      $19.95
    • 5
      $19.95
    • 6
      $19.95
    • 7
      $19.95
    Size: Please Select
    • 11
      $19.95
    • 12
      $19.95
    • 13
      $19.95
    • 1
      $19.95
    • 2
      $19.95
    • 3
      $19.95
    • 4
      $19.95
    • 5
      $19.95
    • 6
      $19.95
    • 7
      $19.95
    Size: Please Select
    • 11
      $19.95
    • 12
      $19.95
    • 13
      $19.95
    • 1
      $19.95
    • 2
      $19.95
    • 3
      $19.95
    • 4
      $19.95
    • 5
      $19.95
    • 6
      $19.95
    • 7
      $19.95
  • Kids Open Wide Closed Toe Water Sandals

    Kids Open Wide Closed Toe Water Sandals

    Get ready for the pool or beach in seconds with our new water sandals. Designed with OpenWIDE™ technology, the dual rip & grip closures open twice as wide for easy on/off and a secure fit. Plus, we made them to match some of our swimsuits!
    Item #508574-A8
    Color:
    $39.95
    $39.95
    $39.95
    Size: Please Select
    • 9
      $39.95
    • 10
      $39.95
    • 11
      $39.95
    • 12
      $39.95
    • 13
      $39.95
    • 1
      $39.95
    • 2
      $39.95
    • 3
      $39.95
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95
    Size: Please Select
    • 9
      $39.95
    • 10
      $39.95
    • 11
      $39.95
    • 12
      $39.95
    • 13
      $39.95
    • 1
      $39.95
    • 2
      $39.95
    • 3
      $39.95
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95
    Size: Please Select
    • 9
      $39.95
    • 10
      $39.95
    • 11
      $39.95
    • 12
      $39.95
    • 13
      $39.95
    • 1
      $39.95
    • 2
      $39.95
    • 3
      $39.95
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95
  • Kids Open Wide Water Sandals

    Kids Open Wide Water Sandals

    Get ready for the pool or beach in seconds with our new water sandals. Designed with OpenWIDE™ technology, the dual rip & grip closures open twice as wide for easy on/off and a secure fit. Plus, we made them to match some of our swimsuits!
    Item #508560-A8
    Color:
    $39.95
    $39.95
    $39.95
    Size: Please Select
    • 9
      $39.95
    • 10
      $39.95
    • 11
      $39.95
    • 12
      $39.95
    • 13
      $39.95
    • 1
      $39.95
    • 2
      $39.95
    • 3
      $39.95
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95
    Size: Please Select
    • 9
      $39.95
    • 10
      $39.95
    • 11
      $39.95
    • 12
      $39.95
    • 13
      $39.95
    • 1
      $39.95
    • 2
      $39.95
    • 3
      $39.95
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95
    Size: Please Select
    • 9
      $39.95
    • 10
      $39.95
    • 11
      $39.95
    • 12
      $39.95
    • 13
      $39.95
    • 1
      $39.95
    • 2
      $39.95
    • 3
      $39.95
    • 4
      $39.95
    • 5
      $39.95
    • 6
      $39.95
    • 7
      $39.95

Our boys’ casual dress shoes are so comfy you’ll never hear him complain about blisters or pinched toes again.

When shopping for boys’ casual dress shoes, you want him to look nice, but you also want him to be comfortable (we get it – we’re parents, too). Our dressy kids’ boots and real leather loafers are not only well-made and stylish; they’re also carefully designed to keep his feet as comfy and supported as possible. Comfy and versatile, our casual athletic shoes and boat shoes can easily be dressed up for fancy occasions. Whether he needs cozy snow boots or summery sandals, you can always be sure he’ll get plenty of wear out of all our boys’ shoes.

We make our boys’ casual dress shoes with only the best materials, like rich leather and comfy cotton canvas. Our classic kids’ boots and boat shoes make the perfect dress shoes for Sunday brunch, and they’re comfy enough for an afternoon of errands afterward. Our canvas casual athletic shoes and sturdy boat shoes are the perfect versatile shoes to take kids from Shakespeare to band practice, and everywhere in between. From snow boots to slippers to classic leather loafers, our boys’ shoes are built to last, so you can be sure he’ll be wearing his new dress shoes for a long time.
Products 25 - 36 of 61