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New Balance
$44.99 $29.99 at Sears

Cool colors amplify a play-ready sneaker featuring a lightweight design that offers your active ones the support they need. Color(...s): blue/ red. Brand: New Balance. Style Name: New Balance '890 V3' Sneaker (Baby, Walker & Toddler). Style Number: 958155. Manufacturer part number KV890DBI Adjustable hook-and-loop closureRemovable insole Mesh and synthetic upper/textile lining/rubber sole By New Balance; imported Kids' Shoes Read More

Peanuts
$19.99 $13.99 at Sears

Cover His Feet on Casual Occasions with the Flexible Feel of This Snoopy Canvas ShoeHe can show off his favorite Peanuts swag wher...ever he goes when he wears this toddler boy's Snoopy slip-on sneaker. Made with knit fabric over the toe, with canvas around the heel and collar, this colorful sneaker showcases an awesome screen-print graphic of Snoopy swinging a baseball bat. He'll look great whether he wears these kicks with jeans or a pair of shorts, thanks to contrasting colors and cool topstitch detailing.He'll be thrilled with the way it looks, and you'll love the way this canvas shoe supports his little foot. He'll have the proper traction on most surfaces with this shoe's flat treaded rubber outsole. A twin elastic gored tongue stretches for a snug fit even as he grows, and a cushioned footbed gives him a soft surface to stand on. Read More

Western Chief
$37.99 $32.99 at Sears

Crafted from all-natural rubber, playful rain boots feature long double handles for easy on-and-off wear.Crafted from all-natural ...rubber, playful rain boots feature long double handles for easy on-and-off wear. Color(s): blue. Brand: Western Chief. Style Name: Western Chief 'Thomas the Tank Engine' Rain Boot (Walker, Toddler, Little Kid & Big Kid). Style Number: 236558_1. Available In Stores. Manufacturer part number 650000 Read More

Western Chief
$24.99 $19.99 at Sears

A simple and stylish rain boot features a treaded lug sole and convenient pull handles. Color(s): red. Brand: Western Chief. Style... Name: Western Chief 'Firechief 2' Rain Boot (Walker, Toddler, Little Kid & Big Kid). Style Number: 975839_1. Manufacturer part number 4900620 Pull-on styleRemovable insole Rubber upper/textile lining/rubber sole By Western Chief; imported Kids' Shoes Read More

Western Chief
$37.99 $32.99 at Sears

Crafted from all-natural rubber, playful rain boots feature long double handles for easy on-and-off wear.Crafted from all-natural ...rubber, playful rain boots feature long double handles for easy on-and-off wear. Color(s): blue. Brand: Western Chief. Style Name: Western Chief 'Thomas the Tank Engine' Rain Boot (Walker, Toddler, Little Kid & Big Kid). Style Number: 236558_1. Available In Stores. Manufacturer part number 650000 Read More

Rugged Bear
$19.99 $13.99 at Sears

Slip his little feet into these baby boy's Joel Jr. sandals from Rugged Bear. The brown synthetic leather straps feature topstitch...ing for a look worthy of the most stylish grown-up, while light padding keeps him comfy. An adjustable hook-and-loop strap gives him the perfect fit. Read More

Disney
$14.99 $10.49 at Sears

Protect Little Feet from Rough and Tough Surfaces with the Treaded Outsole of This Elmo Aquatic SockHe can wear his favorite Sesam...e Street swag, even when he's at the pool or the beach, in these toddler boy's Elmo water shoes. Made with lightweight stretch knit fabric, this colorful shoe showcases an awesome Elmo screen-print graphic on the toe. Contrasting colors and cool topstitch detailing make him look great while he's splashing in the pool or running through the sprinkler when you pair these shoes with coordinating swim trunks.He'll be thrilled with the way it looks, and you'll love the way this aquatic sock protects his little foot from hard surfaces. You can rest easy knowing he won't slip or scrape his foot while he's playing, thanks to a hard, flexible rubber outsole complete with grippers on the toe. Once he's done in the water, these wonderful water socks will dry off easily, too. Read More

Carter's
$34.99 $13.99 at Sears

Give him style that befits one so cool with these toddler boy's Tact casual shoes from Carter's. Brown synthetic leather decorates... these shoes while stitched details add movement. With a cushioned footbed and padded collar, these shoes feature orange-accented laces that pop out against the camo-pattern cushioned tongue. Read More

Western Chief
$29.95 at Sears

Western Chief F.D.U.S.A. Firechief Rain Boot (Toddler) - Black Features:Rubber UpperMoisture Absorbent LiningTreaded OutsoleReinfo...rced Pull Handles For Easy On & OffRemovable Insole5,6,7 = 1-2 years, 8,9,10 = 2-4 years Read More

Primigi
$66.99 $46.89 at Sears

Whether he's running around the backyard or accompanying Dad to the bakery, his feet will stay comfy wearing these toddler boy's F...ergus casual shoes from Primigi. Two hook and loop fastener tabs make these synthetic leather shoes easy to put on and take off. A padded collar and cushioned insole work in tandem with the durable, treaded rubber outsole to keep him safely on his feet no matter what terrain lies ahead. Read More

Western Chief
$37.99 $32.99 at Sears

Crafted from all-natural rubber, playful rain boots feature long double handles for easy on-and-off wear.Crafted from all-natural ...rubber, playful rain boots feature long double handles for easy on-and-off wear. Color(s): blue. Brand: Western Chief. Style Name: Western Chief 'Thomas the Tank Engine' Rain Boot (Walker, Toddler, Little Kid & Big Kid). Style Number: 236558_1. Available In Stores. Manufacturer part number 650000 Read More

Natural Steps
$25.99 $18.19 at Sears

Add some cute style to his summer shoe collection with the Rascal toddler boy's sandals by Natural Steps. Soft stretch fabric in n...avy and light blue give these comfy shoes their lightweight appeal. Hook-and-loop straps at the ankle and toebox adjust for a custom fit. Orange mesh fabric lines the cushioned footbed to keep his tender tootsies cool and dry. Read More

New Balance
$54.99 $34.99 at Sears

A comfortable, everyday running shoe is designed with a FantomFit no-sew upper for a seamless, adaptive fit. The lightweight yet d...urable REVlite midsole delivers a responsive, cushioned ride, while the grippy rubber sole offers durable traction, step after step. Color(s): blue/ green, blue/ red. Brand: New Balance. Style Name: New Balance '890 V4 Takedown' Running Shoe (Toddler, Little Kid & Big Kid) (Online Only). Style Number: 958137. Manufacturer part number KJ890CGP Synthetic and mesh upper and lining/rubber soleBy New Balance; imported Kids' Shoes Read More

OshKosh B'gosh
$34.99 $13.99 at Sears

Keep your little guy looking preppy right down to his toes with these toddler boy's Westley casual shoes from OshKosh B'gosh. Thes...e durable canvas shoes feature two-tone laces and a pull tab at the heel so he can easily slip into them. The treaded rubber outsole provides traction and support from preschool to the playground. A cushioned footbed ensures he'll be comfortable with every step. Read More

Route 66
$16.99 $12.99 at Sears

He's Ready for Outdoor Fun in This Closed-Toe Sandal He'll love to go on warm weather adventures wearing shorts, a tee and carefre...e footwear like the toddler boy's Elton blue sport sandal by Route 66. This lightweight shoe offers him a comfortable fit, rugged features, and the ability to protect his feet as he's learning to walk over flat and uneven terrain. Crafted from soft nubuck, this casual sandal is reinforced with foam backing for durability. Bungee lacing and a hook-and-loop heel strap combine for a fully adjustable fit. The round closed toe is reinforced with a long-lasting synthetic leather toe bumper, keeping his toes well protected. No matter where his day takes him, this closed-toe sandal keeps his feet cool and comfortable, thanks to the open strappy design. The foam footbed adds cushioned support that keeps him comfortable from morning to night. Finished with a shock-absorbing rubber midsole and a treaded, slip-resistant rubber outsole, this sporty little shoe is a perfect choice for his everyday style. Read More

New Balance
$54.99 $34.99 at Sears

A comfortable, everyday running shoe is designed with a FantomFit no-sew upper for a seamless, adaptive fit. The lightweight yet d...urable REVlite midsole delivers a responsive, cushioned ride, while the grippy rubber sole offers durable traction, step after step. Color(s): blue/ green, blue/ red. Brand: New Balance. Style Name: New Balance '890 V4 Takedown' Running Shoe (Toddler, Little Kid & Big Kid) (Online Only). Style Number: 958137. Manufacturer part number KJ890CGP Synthetic and mesh upper and lining/rubber soleBy New Balance; imported Kids' Shoes Read More

New Balance
$54.99 at Sears

A comfortable, everyday running shoe is designed with a FantomFit no-sew upper for a seamless, adaptive fit. The lightweight yet d...urable REVlite midsole delivers a responsive, cushioned ride, while the grippy rubber sole offers durable traction, step after step. Color(s): blue/ green, blue/ red. Brand: New Balance. Style Name: New Balance '890 V4 Takedown' Running Shoe (Toddler, Little Kid & Big Kid) (Online Only). Style Number: 958137. Manufacturer part number KJ890CGP Synthetic and mesh upper and lining/rubber soleBy New Balance; imported Kids' Shoes Read More

Chooka
$44.99 at Sears

A classic, waterproof rain boot is fitted with moisture-wicking cotton lining and a removable, padded footbed for extra comfort. C...olor(s): navy. Brand: Chooka. Style Name: Chooka Rubber Rain Boot (Toddler, Little Kid & Big Kid). Style Number: 579125. Manufacturer part number 1021697 Read More

Reebok
$34.99 at Sears

Steady his steps with the toddler boy's Venture Flex Stride II athletic shoe by Reebok. This low-profile sneaker features a lace-u...p closure, an adjustable hook-and-loop strap and a Peek N Fit sock liner for a perfect fit. A flat outsole, rounded midsole and wide toebox allow for a more natural foot position, while rubber toe and heel bumpers add durable traction. Read More

Disney
$19.99 $13.99 at Sears

Color His Style Cuddly with Red Canvas Sneakers Featuring ElmoPack his playtime with monster fun when you fashion his feet with th...ese Elmo slip-on shoes. Featuring his favorite furry friend on the front, this casual footwear not only keeps him feeling comfy but finishes his clothes with colorful graphics. The Sesame Street screen-print design with Elmo's irresistible face is sure to fuel his active imagination as he chases, explores and romps in these shoes.Made of durable woven fabric, these red canvas sneakers are designed to endure his never-ending activity. The lace-free design is easy to slip on and off, thanks to an elastic gored tongue that stretches and flexes around his foot. A padded collar guards his ankles against friction, while a lightly cushioned footbed adds softness to every step. A thick rubber midsole and a slip-resistant outsole offer plenty of protection on indoor floors or outdoor terrain. Read More

OshKosh B'gosh
$34.99 $13.99 at Sears

Keep your little guy looking preppy right down to his toes with these toddler boy's Westley casual shoes from OshKosh B'gosh. Thes...e durable canvas shoes feature two-tone laces and a pull tab at the heel so he can easily slip into them. The treaded rubber outsole provides traction and support from preschool to the playground. A cushioned footbed ensures he'll be comfortable with every step. Read More

Route 66
$24.99 $16.99 at Sears

These Route 66 Frank toddler boy's brown boat shoes are the ideal alternative when his sneakers just won't do. Combining comfort a...nd classic style, these lace-up shoes have a classy synthetic leather upper, styled with contrast stitching and side lace detailing. The padded footbed cushions his steps and a durable rubber outsole adds durable, long-lasting wear. Read More

Natural Steps
$25.99 $18.19 at Sears

When you need to dress up your little guy, finish off his handsome look with these toddler boy's Clay dress oxfords from Natural S...teps. A cushioned footbed gives him comfort while the safe synthetic rubber outsole provides traction. Made from synthetic leather, this shoe has a classic design and provides your little man a put-together look for formal events. Read More

Western Chief
$24.99 $19.99 at Sears

A simple and stylish rain boot features a treaded lug sole and convenient pull handles. Color(s): black, navy, red, yellow. Brand:... Western Chief. Style Name: Western Chief 'Firechief 2' Rain Boot (Walker, Toddler, Little Kid & Big Kid). Style Number: 975839. Manufacturer part number 4900600 Pull-on styleRemovable insole Rubber upper/textile lining/rubber sole By Western Chief; imported Kids' Shoes Read More

Joe Boxer
$12.99 $6.49 at Sears

Your little guy will love running around in these glow in the dark toddler boy's Lil Marley slip-on canvas shoes from Joe Boxer. F...eaturing colorful monkey screen-print designs on the front toe and back heel, these shoes slide on easily and provide the support he needs whether he's playing inside or outside! Read More

Carter's
$34.99 $12.24 at Sears

Your little guy is one cool cutie, so the toddler boy's Magnum high-top fashion sneakers from Carter's should be a perfect fit. Th...ese hip kicks boast an ankle height, camo-print canvas upper and contrasting synthetic leather accents for a durable design that is also totally trendy. The treaded rubber outsole will provide traction and support from preschool to the playground at the park. And the hook and loop fasteners will make it easy for your independent dude to dress himself. Read More

Natural Steps
$27.99 $19.59 at Sears

Everyone loves his grown-up look when he wears these toddler boy's Voyager sandals from Natural Steps. Contrast topstitching decor...ates the brown synthetic leather straps of these closed-toe shoes, while a cushioned footbed keeps his tootsies comfy. With a hook-and-loop closure, this shoe lets you adjust the fit and dress him easily for a fun day of exploring his world. Read More

Skechers
$44.99 $26.99 at Sears

Let him spring into action with these lightweight SKECHERS GOrun Too sneakers. With navy and lime colors, these toddler boy's snea...kers are sure to be a hit with a synthetic upper, mesh overlay, double hook and loop Velcro closure and an easy slip-on style. Read More

Chooka
$44.99 at Sears

A classic, waterproof rain boot is fitted with moisture-wicking cotton lining and a removable, padded footbed for extra comfort. C...olor(s): navy. Brand: Chooka. Style Name: Chooka Rubber Rain Boot (Toddler, Little Kid & Big Kid). Style Number: 579125. Manufacturer part number 1021697 Read More

OshKosh B'gosh
$34.00 $23.80 at Sears

Casual comfort gets a rugged touch with these OshKosh B'gosh toddler boy's Westley sneakers. Soft-sided with camouflage canvas, th...ese lace-up shoes cushion his earliest steps with a padded footbed and a sturdy rubber sole. Read More

Natural Steps
$25.99 $18.19 at Sears

He can step out in cute style wearing these toddler boy's Hawthorn sandals from Natural Steps. The nylon fabric upper features a r...ugged realtree camouflage design. A single hook-and-loop closure at the ankle makes putting on his shoes a quick and simple affair. With a breezy, open design his toes will get plenty of wiggle room and fresh air. The cushioned footbed works with the treaded rubber outsole to ensure his feet are comfy and supported for a fun day outside. Read More

New Balance
$44.99 $29.99 at Sears

Cool colors amplify a play-ready sneaker featuring a lightweight design that offers your active ones the support they need. Color(...s): blue/ red. Brand: New Balance. Style Name: New Balance '890 V3' Sneaker (Baby, Walker & Toddler). Style Number: 958155. Manufacturer part number KV890DBI Adjustable hook-and-loop closureRemovable insole Mesh and synthetic upper/textile lining/rubber sole By New Balance; imported Kids' Shoes Read More

Natural Steps
$25.99 $18.19 at Sears

He can step out in cute style wearing these toddler boy's Hawthorn sandals from Natural Steps. The nylon fabric upper features a r...ugged realtree camouflage design. A single hook-and-loop closure at the ankle makes putting on his shoes a quick and simple affair. With a breezy, open design his toes will get plenty of wiggle room and fresh air. The cushioned footbed works with the treaded rubber outsole to ensure his feet are comfy and supported for a fun day outside. Read More

Athletech
$12.99 $9.99 at Sears

He'll be crawling around in style when he's wearing these toddler boy's Proven high-top athletic shoes from Athletech. These sleek... synthetic patent leather sneakers pull on for fuss-free dressing. An adjustable hook and loop ankle fastener ensures a stay-put fit. The treaded rubber soles provided stability and traction should he try and take his first steps in these hip high-top shoes. Read More

Little Wonders
$11.98 at Sears

Lend your tiny explorer rugged looks with this baby boy's thong sandal by Little Wonders. Soft woven fabric keeps his busy feet co...mfortable, while an elastic ankle strap prevents his shoes from slipping off. Camouflage synthetic leather on the T-strap makes this style seem especially adventurous. Read More

Carter's
$32.99 $23.09 at Sears

He'll look stylish in these baby boy's Bristol sandals from Carter's Every Step collection. Versatile in navy blue synthetic leath...er, these shoes protect his feet while he's learning to walk. Lightweight and strappy, these sandals have a fabric lining and a closed toe with a soft rubber toe cap. A molded rubber outsole offers traction on most surfaces and protects his feet while offering secure traction on most surfaces. Sensory pods at the heel and forefoot provide stabilizing balance. An adjustable ankle strap and a closed heel offer a comfortable fit. Read More

Peanuts
$19.99 $13.99 at Sears

Cover His Feet on Casual Occasions with the Flexible Feel of This Snoopy Canvas ShoeHe can show off his favorite Peanuts swag wher...ever he goes when he wears this toddler boy's Snoopy slip-on sneaker. Made with knit fabric over the toe, with canvas around the heel and collar, this colorful sneaker showcases an awesome screen-print graphic of Snoopy swinging a baseball bat. He'll look great whether he wears these kicks with jeans or a pair of shorts, thanks to contrasting colors and cool topstitch detailing.He'll be thrilled with the way it looks, and you'll love the way this canvas shoe supports his little foot. He'll have the proper traction on most surfaces with this shoe's flat treaded rubber outsole. A twin elastic gored tongue stretches for a snug fit even as he grows, and a cushioned footbed gives him a soft surface to stand on. Read More

Carter's
$39.99 $15.99 at Sears

Protect his feet with the toddler boy's Roca high-top athletic shoe from Carter's. This sneaker is crafted in gray synthetic suede... with a neon blue zipper closure on the side. A cushioned footbed keeps him comfortable, while the treaded outsole ensures his every step is secure. Read More

Natural Steps
$17.99 $12.59 at Sears

Your little sport is set for style with the baby boy's Lil Reef slip-on shoe by Natural Steps. Constructed from soft, flexible mes...h, this shoe is ideal for casual wear. A printed upper detailed with bold trim and a synthetic leather midsole score plenty of fashion points for this shoe. Read More

Western Chief
$29.95 at Sears

Reflective stripes add to the authentic look of these fireman-themed rain boots, made with a treaded lug sole and convenient pull ...handles. Color(s): black. Brand: Western Chief. Style Name: Western Chief 'F.D.U.S.A.' Rain Boot (Walker, Toddler & Little Kid). Style Number: 470096. Manufacturer part number 490001 Rubber upper/textile lining/rubber soleBy Western Chief; imported Kids' Shoes Read More

OshKosh B'gosh
$34.00 $23.80 at Sears

Let him explore the sand in these toddler boy's Jax athletic sandals from OshKosh B'gosh. Crafted from black mesh and synthetic le...ather, these shoes keep him cool and comfy, while the hook-and-loop strap lets you adjust the fit. With a decorative bungee lace on the front and a treaded outsole, your little adventurer is ready to make a splash. Read More

OshKosh B'gosh
$34.00 $23.80 at Sears

Casual comfort gets a rugged touch with these OshKosh B'gosh toddler boy's Westley sneakers. Soft-sided with camouflage canvas, th...ese lace-up shoes cushion his earliest steps with a padded footbed and a sturdy rubber sole. Read More

DC Comics
$29.99 $24.99 at Sears

He can light up the night wearing these toddler boy's light-up Batman athletic shoes by DC Comics. A single hook-and-loop strap an...d stretch bungee laces secure these light-up shoes. A cushioned collar and tongue provide a comfortable fit. The textured synthetic leather upper features a cool Batman image on one side and the Batman logo on the toebox. Both light up with flashing red lights with each step he takes. The durable treaded rubber sole offers support and stability for a full day of activity. Read More

Western Chief
$24.99 $19.99 at Sears

A simple and stylish rain boot features a treaded lug sole and convenient pull handles. Color(s): black, navy, red, yellow. Brand:... Western Chief. Style Name: Western Chief 'Firechief 2' Rain Boot (Walker, Toddler, Little Kid & Big Kid). Style Number: 975839. Manufacturer part number 4900600 Pull-on styleRemovable insole Rubber upper/textile lining/rubber sole By Western Chief; imported Kids' Shoes Read More

Character
$14.99 $10.49 at Sears

Protect Little Feet from Rough and Tough Surfaces with the Treaded Outsole of This Snoopy Aquatic SockHe can wear his favorite Pea...nuts swag, even when he's at the pool or the beach in these toddler boy's Snoopy water shoes. Made with lightweight stretch knit fabric, this colorful shoe showcases awesome screen-print graphics of Snoopy and Woodstock. Contrasting colors and cool topstitch detailing make him look great while he's splashing in the pool or running through the sprinkler when you pair these shoes with coordinating swim trunks.He'll be thrilled with the way it looks, and you'll love the way this aquatic sock protects his little foot from hard surfaces. You can rest easy knowing he won't slip or scrape his foot while he's playing, thanks to a hard, flexible rubber outsole complete with grippers on the toe. Once he's done in the water, these wonderful water socks will dry off easily, too. Read More

Skechers
$59.99 $49.99 at Sears

Spring and blade shock absorbers cushion the ride of a zippy sneaker with a sturdy sole that's ready to handle a hard day of play.... Color(s): black/ silver, blue/ yellow. Brand: Skechers. Style Name: SKECHERS 'Mega Blade' Sneaker (Toddler, Little Kid & Big Kid). Style Number: 837656. Manufacturer part number 95556L Adjustable hook-and-loop closureLeather upper/synthetic lining/rubber sole By SKECHERS; imported Kids' Shoes Read More

Disney
$21.99 $10.99 at Sears

Keep his feet cool in these Frozen toddler boy's sandals from Disney. Orange trim surrounds the blue synthetic leather upper, whil...e a smiling Olaf decorates the front hook-and-loop strap. Another strap on the ankle keeps the fit adjustable, and the cushioned footbed gives him all-day comfort. Read More

Disney
$9.99 at Sears

Help your little guy live out his pirate fantasies in this Disney athletic shoe. A Jake and the Never Land Pirates graphic appears... on one side of this toddler boy's shoe. An easy-on hook-and-loop strap, a comfortable padded insole and a nonslip rubber sole make it perfect for playing the day away. Read More

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