35 Cute Little Boy Haircuts + Adorable Toddler Hairstyles (2019 Guide)

There are many little boy haircuts to choose from, and it can tough for moms to pick the best toddler hairstyles for their kids. As toddlers and little boys transform into young teens, it’s important that their cute boy hairstyles reflect their personality. And whether your toddler boy wants to try cool and modern haircut styles or classic cuts with trendy styling, there are a number of adorable haircuts for boys to get in 2019.

Here are the best toddler boy haircuts to try right now. These short, medium, and long hairstyles for boys are good for straight, thick, thin, wavy, or curly hair. From a fade and undercut on the sides to a comb over, slick back, faux hawk, side part, pompadour, and spiky hair, we’re confident these kids haircuts will inspire your little boy. Check out these cute boy haircuts for ideas on your next visit to the barbershop!

Best Toddler Boy Haircuts

Kids are taking their fashion and style more seriously than ever before. And parents can help by guiding their boys towards the latest stylish haircuts and hairstyles. Let’s take a look at the most popular haircuts for little boys.

Little Boy Haircuts

With countless 1, 2, 3, 4, 5 or 6 year old boy haircuts around, this gallery of cuts and styles can help you keep up with all the new hair trends for little kids.

Short Messy Hairstyle

Little Boy Haircuts - Short Messy Hairstyle

Messy styles don’t require long hair, and this awesome short hairstyle is the perfect example of a good little boys haircut. In fact, this tousled and spiky crew cut works for all hair types, especially for boys with thick hair. It’s a classic cut that is virtually the same length all over, with short sides and slightly longer hair on top.

Apply a good styling product and you can style a messy, textured look that’s both adorable and edgy at the same time. If you’re searching for an easy to get, simple to style haircut, this is a great-looking idea.

Short Sides, Long Top Haircut

Short Sides, Long Top Haircuts For Little Boys

The most popular little boy haircuts are typically longer on top and shorter on the sides. With a fade haircut on the sides and thick, medium-length hair on top that is swept to one side, these types of cuts are versatile and fashionable.

The natural texture on top balances the shorter sides to create a modern look that is nicely-suited for any occasion, whether it’s a play date or a formal event. Moreover, short sides, long top hairstyles can be styled into a comb over, quiff, slick back, spiky hair or faux hawk.

Use a matte pomade, light styling cream, or medium-hold gel to brush your kid’s hair and keep the hairstyle in place all day. As one of the best little boy haircuts for straight hair, you can’t go wrong with this cut and style.

Little Boys with Curly Hair

Little Boys with Curly Hair

Curly hair looks charming and sweet on boys of all ages, and with the right haircut, curls can suit any boy’s personality. Little boy curly haircuts are often short and paired with a curl-enhancing cream for easy styling. Short layers and a bit of styling product work together to keep each curl separate and distinct without adding a great deal of additional volume.

However, other handsome hairstyles for toddlers with curly hair include loose curls that fall over the forehead. Medium length styles can do a remarkable job of maximizing volume, movement and flow for a very cute kid.

Gentleman’s Side Part

Gentleman's Side Part Haircuts For Little Boys

Of all the formal toddler hairstyles out there, the gentleman’s side part is a simple classic that takes no time to style at home. This adorable boy haircut involves a few inches of length on top paired with a short, high fade.

To style it, all you need is a high-shine pomade or gel that offers moderate to strong hold. Apply the product, and then comb the hair over from the side. The side part fade is stylish enough for a wedding, but still fashionable and casual enough for a day at preschool.

Ivy League Crew Cut + Spiked Front

Ivy League Crew Cut + Spiked Front Hairstyle For Toddler Boys

Ivy League hairstyles are popular with little boys and men of all ages. These chic toddler haircut styles are a snap for barbers, and with a little bit of practice, this hard part and spiked front is easy for parents and kids to style for school.

Just ask your kid’s barber for a high taper fade or undercut on the sides with a shaved part. The short haircut on top leaves about 2 to 3 inches of length, with a longer fringe.

Apply a good hair product for boys, and then comb over the hair along your kid’s natural part. The bangs can be spiked up or swept to the side. This sweet combination of an Ivy League crew cut and comb over is the perfect balance between formal and casual, and the spiked front adds a bold pop of flair that your little boy is sure to appreciate.

Faux Hawk with Undercut

Faux Hawk with Undercut

There are several cool little boy haircuts that work well for thick or thin hair, and this faux hawk paired with the iconic undercut is one of them. Faux hawk fade and undercut hairstyles have been trending strong for toddlers, especially as adorable haircuts for 1, 2 and 3 year old boys.

With 3 to 4 inches of length on top, the longer hair allows for the messy texture that gives a faux hawk its height. The undercut or short tapered sides highlight the styling and make the look stand out. If your little guy has a cowlick you can’t tame, this is a great way to hide it!

Comb Over Fade + Hard Part

Comb Over Fade + Hard Part

The comb over fade is a timeless haircut idea that works for straight, thick, and fine hair. This classic kids haircut is perfect for a day at school or Sunday services, and thanks to the skin fade on the sides and back, it will keep your little guy nice and cool through the summer.

The longer hair on top is perfectly offset by the hard part that is shaved in. With a little pomade, gel, wax or cream, keeping the brushed over hair in place all day is a breeze. You can part the style flat for a sleek finish or keep the style lightly combed over for more volume and flow.

Boys with Long Hair

Boys with Long Hair

Long hair is a great foundation for many of the most adorable and awesome haircuts for boys. Long hairstyles can be styled naturally for maximum volume and flow, shaggy for a messy mop top, or parted for a unique finish. Whether your little boy prefers a medium length cut or long haircuts that trim split ends and grow past the shoulders, kids have many different options for styling.

Ultimately, long haircuts for little boys are perfect if your kid has straight thick or wavy hair. Waves and curls create natural texture and provide a special look. To enhance your toddlers long hair, use a light styling cream or product.

Faux Hawk Fade

Faux Hawk Fade Haircut For Boys

Little boys with long hair may want to express their own bold and edgy style at a very young age, and the faux hawk fade may be the right haircut idea for them. With a high skin fade on the sides for extra contrast and thick, longer hair on top, this awesome kids haircut is on-point and fresh.

A high-hold pomade keeps the medium to long hair set in textured spikes while the high bald faded cut helps create the illusion of even more height. The shaved stripes on the side balance the spiked up styling beautifully.

Keep in mind that this is one of the coolest haircuts for boys with thick hair since thinner hair will make it difficult to get the tall spikes.

Slicked Back Undercut

Slicked Back Undercut

This slicked back undercut is about as retro and charming as it gets, especially with the expertly-shaven lightning bolt in the side as a flattering hair design. For starters, undercut hairstyles continue to be hot and popular in barbershops. From babies to toddlers, little boys, teens and young men, the disconnected undercut is an exceptional cut that looks good with any hairstyle.

The straight hair on top can be trimmed between 3 to 6 inches, leaving enough length to slick the hair back. Fortunately, learning how to slick back hair is super easy, making the slick back undercut one of the top school haircuts for boys.

First, apply a strong pomade with some shine and run it throughout your hair. Use a comb to brush your hair back, styling the slick back hair as desired. Moms and boys can comb the hair straight back and flat for a classic finish, or brush it up and back for a more voluminous look.

The hair design etched into a fade or undercut is optional and can be replaced with various other symbols or geometric patterns.

Curly Hair Fade + Bald Fade + Line Up

Curly Hair Fade + Bald Fade + Line Up

Some of the most popular toddler boy haircuts for curly hair are quite bold, and this example is no exception. Known as a curly hair fade, the length on top is just enough to allow the ringlets to curl naturally.

The thick curls offer a gorgeous, natural finish and a light anti-frizz styling product can be used to control and manage the style. Styling is as simple as shampooing, allowing the hair to dry, and running a curl smoothie through afterwards.

Furthermore, the bald fade on the sides focuses the eyes on the longer curly hair above. Low-maintenance and stylish, the fade is accompanied by a line up along the hairline, which cleans up the temples and edging for a fresh look.

Long Fringe + Short Sides

Long Fringe + Short Sides Haircuts For Little Boys

Even toddlers can be chic and fashionable with the need for a modern haircut. With short sides and a long fringe that is swept to hang over the forehead, this cute yet edgy little kid hairstyle has been popular in recent years.

Good for fine, thick, and straight hair, longer hairstyles can work will all hair types. If your kid does have thinner hair, we recommend styling with wax for a thicker, fuller look. Similarly, the sides can be faded short to accentuate the flattering styling on top.

Low Taper Fade + Thick Short Hair

Low Taper Fade + Thick Short Hair on Top

Thick short hair is common among little boys, and when paired with a low taper fade, this classic short haircut is perfect for the warm summer months. The shorter cut on the back and sides helps to reduce some of the thickness and the longer hair on top is easy to style messy or neat.

Just brush the hair forward, to the side, up or back for a great hairstyle. Keep in mind that this haircut is best for straight hair, but it can also work for slightly wavy hair for a lovable look.

Messy Long Hairstyle

Messy Long Hairstyle For Little Boys

If your little guy is a bit on the rambunctious side, keeping his hair tamed and styled may seem impossible. This long hairstyle for little boys embraces the mess! Let your kid’s hair grow out longer and let his luscious locks flow naturally for a beachy look.

These cute long toddler boy hairstyles are ideal for fine, thick, curly, and wavy hair. The best part is that adorable styles don’t require much styling at all. Just shampoo and air dry to get the stylish textured waves. Apply a light-hold product for extra shine and control, especially if your child has frizzy hair.

Textured Spiky Hair Fade

Textured Spiky Hair Fade

Short to medium length hairstyles for boys offer plenty of styling options, and this textured spiky hair provides a fun and handsome look. This spiky hairstyle is cut with a high fade and thicker, longer hair on top. The beauty of a spiky hair fade is that it can quickly turn into a fohawk, quiff, brush back, or French crop top.

To avoid clumping the hair together, don’t use gel or a brush. Instead, a matte pomade, wax or clay product should be worked in with your hands and fingers. Practice pulling up your hair to create textured spikes that stand straight and tall.

Short Side Swept Hair + High Taper Fade

Short Side Swept Hair + High Taper Fade

Moms, dads and kids who are fans of the preppy hairstyles are sure to love this side swept look and short taper fade. The longer hair on top is brushed forward, and then swept up and to the side in the front.

Meanwhile, the high fade on the sides keeps the style looking cool, casual and handsome. It’s one of many little boy haircuts for straight hair that adds some texture, but it’s also a good cut for slightly wavy hair.

Modern Quiff + Undercut

Modern Quiff + Undercut

There’s nothing quite like the modern quiff to make a statement, and this one is about as cute as it gets. The textured quiff hairstyle is perfect for preschool, elementary, middle and high school. If your little boy is mature for his age, this good-looking quiff and undercut combination is simply sublime.

Moms will need to ask their kid’s barber to leave the hair longer on top, but much shorter on the sides. Choose between an undercut, undercut fade, or taper fade on the sides and back to contrast the styling on top. There are many ways to tailor a short cut.

For the best way to style a loose quiff, get a low to no shine, high-hold pomade. Use your hands to brush your boy’s hair to the side and back, or diagonally. This balance between comb over and quiff with thick strands may require some effort and time, but the result is a timeless look that lasts all day.

Mohawk with Shaved Sides

Mohawk with Shaved Sides

The toddler mohawk is great for little boys who have thinner hair that doesn’t always cooperate with a more traditional style like a side part. Although some mohawk haircuts have shaved sides, this isn’t always necessary. A high fade or skin fade can trim the sides short enough to accommodate the look.

To style a little boy mohawk hairstyle, simply brush the longer hair on top into a point and keep the hair at the sides much shorter with a buzz or shave. In fact, if your baby’s hair is still in the process of growing in on the sides – which is common for a one year old boy – this hairstyle is perfect.

Naturally Curly Hair

Naturally Curly Hair For Toddler Boy Hairstyles

Cute toddlers who have beautiful, naturally curly hair are the envy of grown men and women everywhere. Rather than trying to fight the curls with strong hair products or cutting them very short, today’s curly hairstyles for little boys involve growing the hair out.

By allowing the natural curls to take on a life of their own, baby boys end up with unique styles. The haircut above is layered and styled messy, which makes the hairstyle super simple to wear.

Textured Short Crop Top + Taper Fade

Textured Short Crop Top + Taper Fade

Modern little boy cuts are all about texture, and this crop top haircut leverages healthy hair for a fetching style. The French crop has become a huge trend for guys, making the cut popular in barbershops all around the world. Conservative enough for church but clean-cut and trendy for school, the classic taper is a nice touch for parents who want a gentleman’s look.

The taper fade also helps create the illusion of extra volume while keeping hair light and comfortable. With a top-rated styling product for boys, just brush forward to style the cropped hair.

Shaggy Mop Top

Shaggy Mop Top Hairstyle For Toddlers

Of all the toddler boy long haircuts trending now, the shaggy mop top is a parent favorite – especially for little guys who happen to have a bit of natural wave or curl to their hair.

The longer mop top or shag hairstyle works well for all types of hair, and the harder your kid plays, the more natural this haircut looks. The trick here is to let the hair do its own thing, so skip the products and let his locks fall where they may.

Thick Brushed Up Hair + Faded Sides + Shaved Line

Thick Brushed Up Hair + Faded Sides + Shaved Line

Thick brushed up hairstyles like this one offer a happy medium between spiky hair and the iconic flat top that was made popular in the late 70s and early 80s. Fresh and new, this brush up is complemented by faded sides and a shaved part. It works best on straight, thick, and coarse hair.

Cool little boy haircuts like this provide endless styling possibilities, resulting in a trendy hairstyle your kid will love.

Wavy Hair on Top + Short Sides

Wavy Hair on Top + Short Sides

As one of the cutest haircuts on our list, this wavy hair fade is absolutely adorable. Popular toddler hairstyles take advantage of your baby boy’s natural hair texture and shine.

Wavy hair has its own unique look, so why not pick a cool style other kids can’t copy. With some layers on the top combined with a shorter cut on the sides, that texture becomes the focus of the styling.

Hair toward the back is brushed forward, and the short bangs in the front sweep ever so softly to one side to create a darling style that is sophisticated and handsome at the same time.

Pompadour + Undercut

Pompadour + Undercut

An undercut pompadour will make your little boy feel like a superstar or model. While this edgy hairstyle comes with shaved sides for a fresh, clean finish, the undercut can be toned down with a little more length on the sides and a little less volume on top. If this haircut style is too much of a fashion statement for your kid, ask your barber for a mid or low fade.

Though it works better with thicker, longer hair, you can use volumizing hair products to style the pompadour with thinner hair. Just make sure to create the poof in the front that makes the pompadour special, and then brush back the rest.

On the other hand, this same haircut can be used to wear a comb over fade, mohawk, or faux hawk, so feel free to experiment.

Textured Messy Hair + Short Tapered Sides

Textured Messy Hair + Short Tapered Sides

If you are on the hunt for a toddler haircut that’s modern yet suits your little one’s active lifestyle, this textured messy hairstyle may be the right choice. The short tapered sides keep things light and low-maintenance, but the messy spiked up top provides a bit of the chic attitude that’s common in today’s kid styles.

Buzz Cut Fade

Buzz Cut Fade

Moms and dads of very small children often choose boy haircuts that require little (if any) styling. This buzz cut fade is the perfect simple haircut if you plan on cutting your kids hair at home. Using a good pair of clippers and a number 1, 2 or 3 guard size, cut all the hair one length. Skilled parents can use a number 0 or no guard to trim around the hairline for a clean edge up.

Ultimately, this kids buzz cut is edgy and awesome. Whether you want an athletic haircut for your boy or just want to save time styling his hair for school every morning, the buzz cut fade is an excellent choice.

Short Spiked Up Hair in Front

Short Spiked Up Hair in Front

Here’s a cute baby boy haircut that’s a breeze to style at home. With longer sides and short spiked up hair in front, the styling resembles a kid’s fohawk. As an adorable toddler boy hairstyle, it works better for young children who are still sporting their fine baby hair.

Just start with a classic cut, then brush hair forward and up at the front. A little baby-friendly styling product can help keep hair in place throughout the day. For toddlers, you’ll absolutely want to choose hair products that only have organic ingredients.

Long Layered Hairstyle

Long Layered Hairstyle

Toddler haircuts like this long layered look often center on creating the illusion of thicker, fuller hair. The choppy layers underneath boost the length and volume on top, making even the finest hair look thicker and healthier. Styling is simple with just about any brush or comb, and for the most part, no product is required for a messy, textured finish.

Crew Cut + Low Taper Fade

Crew Cut + Low Taper Fade

The classic crew cut is one of the top little boy short haircuts in recent years, and this version has been styled into an adorable gentleman’s hairstyle. With a taper fade to focus your attention on the gelled, parted hair, the final look is innocent and timeless.

If you’re looking for toddler boy haircuts for thin hair, this is by far one of the better choices. However, we’d recommend not using gel. Instead, try a quality wax or pomade.

Long Hairstyle with Bangs

Long Hairstyle with Bangs

Hipster hairstyles for little boys used to be few and far between, but school boys with long hair can now pull off just as many popular styles as older guys. The longer style is a bit messy and shaggy, but the textured bangs do a wonderful job of bringing the cute hairstyle together.

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