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Kids Boots & Boy's Casual Dress Shoes

Boys’ Winter Boots, Snow Boots & House Slippers

With our boys’ casual shoes ranging in sizes from toddler to big kid. We make kids’ boots for tackling the trails and sandals for days on the beach, so you can find shoes for every season. Our casual dress shoes are a nice choice for school days or special occasions requiring a shoe a step up from a sneaker. Our winter boots resist water to keep feet warm and dry on long winter day adventures.

Our boys’ casual shoes are carefully made to our legendary standards, so your child will probably outgrow his sneakers or snow boots before they outwear them. We make kids’ boots with rip and grip adjustable straps for a customized fit and the reflective tape for increased visibility during evening outdoor play. You’ll want our casual dress shoes and boots on hand so your kids are ready for any adventure that comes their way. Our winter boots are great for snow days and muddy spring days when fresh outdoor air is calling.

Our boys’ casual shoes will keep your kids’ feet comfortable all year round. We have kids’ boots for cold winter days and casual dress shoes for everyday wear.

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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 1 - 12 of 59
  • Kids All Weather Moc Shoes

    Kids All Weather Moc Shoes

    All Weather Mocs™ feature a brand new sole with reinforced toes for rugged recess play. Classic looks and A+ comfort lend them to everyday wear. Whether worn with jeans and tees or khakis and button-downs, All-Weather Mocs fit the look. Complete with rubber soles for traction. Elastic gore provides a customized fit and makes them easy to slide on/off. Cushioned, antimicrobial footbed finish helps keep the fabric fresh.
    Item #483155-6Q
    Color:
    $22.97 - $39.00
    $22.97 - $39.00
    $22.97 - $39.00
    Size: Please Select
    • 1
      $22.97 $39.00
    • 2
      $22.97 $39.00
    • 3
      $22.97 $39.00
    • 4
      $22.97 $39.00
    • 5
      $22.97 $39.00
    • 6
      $22.97 $39.00
    • 7
      $22.97 $39.00
    Size: Please Select
    • 9
      $22.97 $39.00
    Size: Please Select
    • 9
      $22.97 $39.00
  • Boys Slip-on Oxfords

    Boys Slip-on Oxfords

    Classic oxford styling with kid-tastic convenience, thanks to the interior elastic gores that let him wear this timeless shoe with or without laces!
    Item #489203-AH
    Color:
    $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
    • 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 Sperry Colton Loafers

    Kids Sperry Colton Loafers

    Grab the Sperry Colton loafer for days when he’s feeling a little fancy. With a brush-off leather finish just right for dress, the Colton loafer has plenty of built-in comfort features for growing boys. Save time in their morning routine with the slip-on design and flexible outsole for quick on and off.
    Item #506433-AH
    Color:
    $55.00
    $55.00
    Size: Please Select
    • 13
      $55.00
    • 1
      $55.00
    • 2
      $55.00
    • 3
      $55.00
    • 4
      $55.00
    • 5
      $55.00
    • 6
      $55.00
    • 7
      $55.00
    Size: Please Select
    • 13
      $55.00
    • 1
      $55.00
    • 2
      $55.00
    • 3
      $55.00
    • 4
      $55.00
    • 5
      $55.00
    • 6
      $55.00
    • 7
      $55.00
  • Kids Wide All Weather Moc Shoes

    Kids Wide All Weather Moc Shoes

    All Weather Mocs™ feature a brand new sole with reinforced toes for rugged recess play. Classic looks and A+ comfort lend them to everyday wear. Whether worn with jeans and tees or khakis and button-downs, All-Weather Mocs fit the look. Complete with rubber soles for traction. Elastic gore provides a customized fit and makes them easy to slide on/off. Cushioned, antimicrobial footbed finish helps keep the fabric fresh.
    Item #483155-6Q
    Color:
    $22.97 - $39.00
    $22.97 - $39.00
    $22.97 - $39.00
    $22.97 - $39.00
    Size: Please Select
    • 9
      $22.97 $39.95
    • 10
      $22.97 $39.95
    • 11
      $22.97 $39.95
    • 12
      $22.97 $39.95
    • 13
      $22.97 $39.95
    • 1
      $22.97 $39.95
    • 2
      $22.97 $39.95
    • 3
      $22.97 $39.95
    • 4
      $22.97 $39.95
    • 5
      $22.97 $39.95
    Size: Please Select
    • 9
      $22.97 $39.95
    • 5
      $22.97 $39.95
    Size: Please Select
    • 9
      $22.97 $39.95
    • 10
      $22.97 $39.95
    • 12
      $22.97 $39.95
    Size: Please Select
    • 9
      $22.97 $39.95
    • 10
      $22.97 $39.95
    • 11
      $22.97 $39.95
    • 3
      $22.97 $39.95
  • Boys Slip-on Oxfords

    Boys Slip-on Oxfords

    Classic oxford styling with kid-tastic convenience, thanks to the interior elastic gores that let him wear this timeless shoe with or without laces!
    Item #489203-6Q
    Color:
    $31.97 - $44.95
    Size: Please Select
    • 9
      $31.97 $44.95
    • 10
      $31.97 $44.95
    • 11
      $31.97 $44.95
    • 12
      $31.97 $44.95
    • 13
      $31.97 $44.95
    • 1
      $31.97 $44.95
    • 2
      $31.97 $44.95
    • 3
      $31.97 $44.95
  • Boys Sperry Gamefish Boat Shoes

    Boys Sperry Gamefish Boat Shoes

    The Gamefish boat shoe was designed for a lighter, durable wear to carry them from class to class without making his feet hurt. Even better, these shoes were built to last, featuring a hand-sewn construction that will last through the entire year.
    Item #506430-AH
    Color:
    $60.00
    Size: Please Select
    • 13
      $60.00
    • 1
      $60.00
    • 2
      $60.00
    • 3
      $60.00
    • 4
      $60.00
    • 5
      $60.00
    • 6
      $60.00
    • 7
      $60.00
  • Kids Superga 2750 JVEL Classic Sneakers

    Kids Superga 2750 JVEL Classic Sneakers

    Superga® makes these kids’ sneakers great for everyday wear – from school to playground and back again. You can dress them up or down; their feet will always feel comfy and their steps secure.
    Item #492940-AH
    Color:
    $44.00
    $44.00
    Size: Please Select
    Size: Please Select
  • Toddler Superga 2750 JVEL Classic Sneakers

    Toddler Superga 2750 JVEL Classic Sneakers

    Superga® makes these kids’ sneakers great for everyday wear – from school to playground and back again. You can dress them up or down; their feet will always feel comfy and their steps secure.
    Item #492941-AH
    Color:
    $44.00
    $44.00
    $44.00
    Size: Please Select
    • 6H
      $44.00
    • 7
      $44.00
    • 8
      $44.00
    • 8H
      $44.00
    Size: Please Select
    • 6H
      $44.00
    Size: Please Select
    • 6H
      $44.00
    • 7
      $44.00
    • 8
      $44.00
    • 8H
      $44.00
  • Kids Snow Flurry Winter Boots

    Kids Snow Flurry Winter Boots

    Easy to get on and off, with 200 grams of insulation to keep them on their toes in the snow. Featuring our unique OpenWIDE™ construction designed to extend twice as wide so feet can easily slip inside. Plus, we’ve added more reflective tape for extra safety!
    Item #487522-6Q
    Color:
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    Size: Please Select
    • 9
      $34.97 $59.95
    • 10
      $34.97 $59.95
    • 11
      $34.97 $59.95
    • 12
      $34.97 $59.95
    • 13
      $34.97 $59.95
    • 1
      $34.97 $59.95
    • 2
      $34.97 $59.95
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    Size: Please Select
    • 10
      $34.97 $59.95
    • 1
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    Size: Please Select
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    Size: Please Select
    • 2
      $34.97 $59.95
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    Size: Please Select
    • 9
      $34.97 $59.95
    • 10
      $34.97 $59.95
    • 11
      $34.97 $59.95
    • 12
      $34.97 $59.95
    • 13
      $34.97 $59.95
    • 1
      $34.97 $59.95
    • 2
      $34.97 $59.95
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    Size: Please Select
    • 12
      $34.97 $59.95
    • 2
      $34.97 $59.95
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    Size: Please Select
    • 9
      $34.97 $59.95
    • 10
      $34.97 $59.95
    • 11
      $34.97 $59.95
    • 12
      $34.97 $59.95
    • 13
      $34.97 $59.95
    • 1
      $34.97 $59.95
    • 2
      $34.97 $59.95
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    Size: Please Select
    • 9
      $34.97 $59.95
    • 10
      $34.97 $59.95
    • 11
      $34.97 $59.95
    • 12
      $34.97 $59.95
    • 13
      $34.97 $59.95
    • 1
      $34.97 $59.95
    • 2
      $34.97 $59.95
    • 3
      $34.97 $59.95
    • 4
      $34.97 $59.95
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
  • Kids Lined Winter Duck Boots

    Kids Lined Winter Duck Boots

    We’ve taken the classic duck boot style and raised the bar for your kiddos. We carefully handcrafted a boot with a waterproof rubber shell and sole to keep out the snow on cold winter days. Then we added soft sherpa fleece lining and an insulated footbed for toasty toes. Finally, we made sure the fit was great and they could easily get them on and off thanks to bungee laces and an inside zipper. Their new favorite snow boots await!
    Item #503410-6Q
    Color:
    $34.97 - $69.95
    $34.97 - $69.95
    $34.97 - $69.95
    Size: Please Select
    • 9
      $34.97 $69.95
    • 10
      $34.97 $69.95
    • 11
      $34.97 $69.95
    • 12
      $34.97 $69.95
    • 13
      $34.97 $69.95
    • 1
      $34.97 $69.95
    • 2
      $34.97 $69.95
    • 3
      $34.97 $69.95
    • 4
      $34.97 $69.95
    Size: Please Select
    • 12
      $34.97 $69.95
    • 13
      $34.97 $69.95
    • 1
      $34.97 $69.95
    • 2
      $34.97 $69.95
    • 3
      $34.97 $69.95
    • 4
      $34.97 $69.95
    • 5
      $34.97 $69.95
    Size: Please Select
    • 9
      $34.97 $69.95
    • 10
      $34.97 $69.95
    • 11
      $34.97 $69.95
    • 12
      $34.97 $69.95
    • 13
      $34.97 $69.95
    • 1
      $34.97 $69.95
    • 2
      $34.97 $69.95
    • 3
      $34.97 $69.95
  • Toddler Snow Flurry Winter Boots

    Toddler Snow Flurry Winter Boots

    Easy to get on and off, with 200 grams of insulation to keep them on their toes in the snow. Featuring our unique OpenWIDE™ construction designed to extend twice as wide so feet can easily slip inside. Plus, we’ve added more reflective tape for extra safety!
    Item #489340-6Q
    Color:
    $34.97 - $59.95
    $34.97 - $59.95
    $34.97 - $59.95
    Size: Please Select
    • 5
      $34.97 $59.95
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    • 8
      $34.97 $59.95
    Size: Please Select
    • 6
      $34.97 $59.95
    • 7
      $34.97 $59.95
    • 8
      $34.97 $59.95
    Size: Please Select
    • 7
      $34.97 $59.95
  • Kids Expedition Insulated Winter Snow Boots

    Kids Expedition Insulated Winter Snow Boots

    Walks like a hiking boot, performs like a snow boot! With a grippy rubber sole, waterproof rubber shell and 400-gram Thermolite® insulation, these boots were definitely made for winter-weather adventures. Now with a super-easy bungee lace system and adjustable rip-grip straps!
    Item #473018-6Q
    Color:
    $51.97 - $79.95
    $51.97 - $79.95
    $51.97 - $79.95
    Size: Please Select
    • 9
      $51.97 $79.95
    • 10
      $51.97 $79.95
    • 11
      $51.97 $79.95
    • 6
      $51.97 $79.95
    • 7
      $51.97 $79.95
    Size: Please Select
    • 7
      $51.97 $79.95
    Size: Please Select
    • 9
      $51.97 $79.95
    • 10
      $51.97 $79.95

We make boys’ casual shoes and winter boots to keep kids’ feet comfortable and warm.

You can find quality boys’ casual shoes at Lands’ End for every season and occasion. Our kids’ boots are built to last longer. We have casual dress shoes designed for comfort when walking from class to class. Our winter boots are made with weatherproof materials to keep feet warm and dry on wet, cold days spent outside.

We have boys’ casual shoes for the warm months when outdoor play is non-stop. You can shift from kids’ boots to sandals and sneakers on days when the sun is shining and the kids are begging for a run to the playground. Our casual dress shoes with rubber outsoles provide great traction. Those winter boots come in handy during the warmer spring weather when mud abounds and your little one insists on hitting every puddle.

In the fall, our boys’ casual shoes will take your kids from the school halls to the backyard with ease. Our kids’ boots are just right for hiking trails as you enjoy the changing leaves and crisp autumn air. You can keep casual dress shoes clean and ready for school days when boots are used for weekend fun. Be sure to buy winter boots early in the season in case the first snowflakes start to fall sooner than expected.

Our boys’ casual shoes don’t take a back seat in the cold winter months. Wearing kids’ boots on the trek to school will keep feet warm and dry for the school day. You can pack our casual dress shoes in kids’ backpacks to wear during the school day, while their snow boots are ready by the door for recess and the walk home. Our winter boots are waterproof and insulated so sledding and snow forts are the only thing on your kid’s mind while playing in the snow.
Products 1 - 12 of 59