Best Toddler Boy Shoes – Under $50

One bonus for all of you is that when I’m shopping for my kids (like today’s post all about the best toddler shoes!), I spend so much time trying to find the best options that I might as well share them with all of you!

Both Roy and Penelope are getting to the next size shoes which is perfect because we’re transitioning away from sandals and shoes that don’t require socks and getting into boots, sneakers, winter-appropriate style shoes.

**Check out my best toddler shoes for girls here!

I’m kinda picky with my toddlers’ shoes because as long as my kids can’t pick out their own stuff, I’m going to pick out things I like! 🙂 I also don’t have time to deal with shoes that are too hard to get on or not going to last and also I’m not going to spend a ton of money on them!

Now that we have another boy, I feel better about spending closer to $50 on Roy’s shoes since Miles should technically be able to wear them! Kids can grow so quickly that we also have no clue how long either of our kids will be in their current size shoe.

I clearly did not buy ALL of these shoes, but I’m sharing some of my top toddler shoes picks from my search! I hope it helps!

Best Toddler Shoes for Boys – Under $50

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1. TOMS Shoes (Top Velcro)

We’ve had numerous pairs of TOMS for our kids over the years and we’ve loved them all. They last a long time (we have a few pairs that both Roy and Penelope wore that we’re saving for Miles!) and they’re so cute!

Added bonus that they give shoes to a kid in need! I’ve actually seen this first hand when I was in Africa. I love brands that give back!

These come in 2 colors – grey and navy! The velcro makes them easy to get on and off for your toddler!

2. TOMS Shoes (Botas)

Another super cute pair of TOMS! I love that these are a bit on the nicer side and can be worn when Roy’s dressed in things other than his favorite “comfy pants’. 😉

These are some of the best toddler shoes for school because they’re easy to get on and off, are super comfortable and great for play without compromising style!

These also come in black.

3. UGG Boots

Toddler Ugg boots

These super cute Ugg boots are perfect for the cooler months – especially here in MN! There’s a zipper on the side so they’re super easy to get on and off.

They also come in 3 different colors!

4. Chuck Taylors

Can you go wrong with a pair of Chucks? Answer: no.

These low top sneakers are a great option for school when they need both easy to play in! They also come in white!

5. Ugg Rennon Low Top Shoe

Now these faux leather shoes are sharp looking! I love little kid shoes that look like something my husband would wear. 😉

We have a pair of Uggs for my son and they’ve held up so well! These are a great option for kids!

6. Adidas Sneakers

You can twin your little one with these classic white adidas sneakers! They’re easy on and off with two velcro straps and are great for both school and play.

These have a rubber sole and also come in a variety of different colors.

7. Oxford Boot

The cutest little shoe for those times your little needs to dress up a bit (but still be comfy!). These also get great reviews and everyone says they’re super comfortable!

Easy on and off option with a single velcro strap and a synthetic sole to prevent slips make them a great option for toddlers!

8. Hiitave Tennis Shoes

Every kid needs a good pair of sneakers for running and playing! These are a shoe that get INCREDIBLE reviews on Amazon. Everyone loves them!

These are another great toddler shoe for school because of their comfort, style and how great the are for play! They come in a variety of different colors to choose from.

9. Dinosaur White Sneakers

Calling all dinosaur lovers! These adorable dinosaur print shoes from Amazon are also a shoe that gets amazing reviews! They come in a variety of different prints (including other dinosaur prints!) for everyone to find their perfect shoes for school.

10. Darbie Sneakers

Shoes that are easy to get on and off are my jam…especially with 3 kids 3 and under to get out of the house!

I love these simple shoes that can be worn casual and more dressed up.

11. Nike Running Sneaker

I LOVE these! And who doesn’t love a good pair of Nikes? These have velcro closure for independence and great support.

If white isn’t your jam (yes, it’s risky with toddlers!) they do come in a bunch of different colors!

12. Nike Court Sneakers

We just bought these for my son and he LOVES them! They’re perfect for school – they’re cute but they also making running and playing safe!

These come in a variety of different colors to fit your little kids’ personality!

13. Saucony Sneakers

Can you go wrong with classic Saucony sneakers? And Sauconys (my running shoe of choice)? Definitely not!

These are such fun shoes that would bring some cheer to dreary winter days. The velcro top makes them easy to put on and take off! These are great for sports, if your kid is involved in any, school or the park!

I buy my son (and daughter) these shoes every year!

14. tombik Sneakers

Another fun option that can be both casual and slightly dressy! I love the look of this black + grey + blue combo.

Two velcro closures make them easy for your toddler to get on and off and these come in two different colors!

15. Florian Boots

Last but not least, these AMAZING boots. These get great reviews, have a zipper on the side and are perfect for winter! We bought these for Roy as well and they didn’t disappoint. I think he looks adorable in these and he loves wearing them!

I hope this helps make your shoe shopping a little easier for you little boy! Be sure to check out this post for all of my girl shoe picks under $50!

As always, thanks for reading!

Jen

About Jen

Jen is a mom of 3 who loves frozen cookie dough, plants and a generous pour of creamer in her coffee. Her biggest joy is helping others find joy in their life, style and home through tips, tutorials and encouragement. She also runs 2 additional blogs. Feel free to send Jen a message or join the fun on Instagram!

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