55 Coolest Medium Length Hairstyles For Men (2019 Update) - MHW

55 Coolest Medium Length Hairstyles For Men

Medium length hairstyles for men are quite controversial in 2019. Some call it a blessing, others aren’t sure what to do with it. The beauty of it lies in its versatility. It can be worn up or down, straight or curly, and still complement your face.

How To Style Medium Length Haircuts

Styling medium length hair can prove difficult, but if you follow these 2 steps you’re going to look amazing!

Pre-styling:

Maintaining a medium hair might be challenging and it requires full concentration when styling it. To ease the process, we recommend taking very seriously the pre-styling process and have a routine. Using the Brickell Men’s Daily Revitalizing Hair Care Routine will improve your look and the health of your hair, due to the organic ingredients it contains – aloe, Vitamin E, tea tree oil, hydrolyzed protein, Pro-Vitamin B5, & silk protein amino acids. Also, don’t underestimate the power of a good comb!

Styling:

Styling a medium length hair might be the most entertaining part of the routine. Use a fiber pomade for a messy look, or a clay for a matte finish look and don’t forget to comb it!

Men with medium length hair have plenty of options to choose from, and this article aims to show you the 55 coolest medium length hairstyles for men so that you can feel confident with your medium length locks.

1. Medium Natural Curl

naturally curly medium length hairstyles for men

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For men with natural hair, it can be tempting to keep it short for easy maintenance, but think about letting those luscious curls fly free. Fluff out those curls and give your hair volume to let your curls dominate your style, giving you an edgy appearance and a confident appeal.

2. The Kit Harrington Medium Shaggy Wave or Curl

casual shaggy wave medium length hairstyles for men

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Your natural hair already holds so much body and texture. Why not play it up to your advantage? This medium length hairstyles for men tight curl extends outward in all directions with visible curls throughout. Try a unique part or pull it into a bun if you are looking into changing things up.

3. Shaggy Straight Medium Length Haircut

shaggy medium length hair

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The shaggy hair style was popularized in the 70s, but it is a style that has never gone out of fashion. With a side part, the hair rises and falls, cascading down your shoulders. Natural waves and curls are able to be showcased with this medium length hair style.

4. Curly Medium Length Hairstyles with Bangs

relaxed curls with bangs medium length hairstyles for men

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Curly hair boasts volume and dimension, something you should be proud to have. Show it off with a simple and natural style where the curls are free to fall around your face. The bangs add to the look, framing your features naturally and showing off those envious curls of yours.

5. Medium Length Beach Hair

beachy medium length hairstyles for men

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There is something to be said about the appeal of the hair once you get out of the ocean, and you don’t need to live on the coast to get it. Let your hair dry into its natural waves and throw in a bit of mousse into the strands to help it form those beachy, tousled waves that make one of the best medium length hairstyles for men.

6. Curly Bangs with Short Mullet

layered bangs with long back medium length hairstyles for men

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Play up the shape of your face with brow-length bangs. The sides of this style descend backward and the locks become longer for a full and thick effect that looks great with any facial shape. If you have curls, this will serve to make them more appear more prominent.

7. Straight Medium Slick Hair

casual straightened medium length hairstyles for men

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If you have straight hair or like to straighten your curls, you can add volume and body by parting it down the middle. When you part it this way, it gives it a bit of a lift so that your straight hair doesn’t feel flat or underwhelming. Layers help this, too.

8. Orlando Bloom’s Medium Length Hair

relaxed pushed back curly medium length hairstyles for men

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Sometimes you have so many curls that it can be hard to figure out what to do with them. Get them out of your face but keep them in the foreground by rubbing a little gel into your locks as you lift them up and brush them back to create a cascading effect.

9. Curls with Highlights

loose curls with highlights medium length hairstyles for men

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Accent your naturally curly hair by bringing in some highlights here and there. Highlights give your hair unmistakable dimension and by highlighting a few of your curls, you are bringing them to the forefront, allowing them to be part of your ensemble and less of “just your hair.”

10. Short-Medium Ringlets

curly medium length hairstyles for men

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When stretched out, the ringlets of your natural hair are quite the length, but when they are allowed to dry and form naturally, they extend outward instead of downward. This is a great choice for medium length hairstyles for men who want to let their hair do the talking.

11. Short Unkempt Ringlets

low maintence bedhead ringlets medium length hairstyles for men

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Don’t try to tame the beast. Let the tight ringlets of your natural hair shine when you let your unkempt curls go wild. Not only does this deliver volume and most certainly texture, it allows you to show your confidence in your enviable hair which will translate to your demeanor.

12. Loose Curl, Center Part Shoulder Length Haircut

curly medium length hairstyles for men

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A great way to accent your natural features when you have thick hair is by parting it in the center. It brings the hair down around the face and, if you have curls, brings them into the limelight. Put a little product in your hair to help your curls retain their shape and you’re good to go!

13. Tight Curls

tight ringlets medium length hairstyles for men

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Your curly hair isn’t quite shoulder length, but it isn’t exactly short, either. So what do you do with it? Let the curls handle themselves. Flattened curls make your hair look thick and voluminous despite their length and you can add in some product to give them a little definition.

14. Tight Curls with Bangs

tight curls with bangs medium length hairstyles for men

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Let your medium length ringlets fall naturally as they will, but add a little bit of layering to give them that extra oomph. Bangs are a great way to add further volume to your hair and letting the back grow a bit longer than the front is a stylish move that you can’t go wrong with.

15. Loose Pomp with Untamed Beard

casual pomp medium length hairstyles for men

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You don’t always have to let your medium length hair fall to the sides. Lift it up with a little product and let it fall into a messy pompadour or big faux hawk. If your hair is thick enough to weigh itself down, part it to the side for a little modern rockabilly flair.

16. Intentionally Unkempt Medium Hairstyle

messy medium length hairstyles for men

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If your hair comes naturally straight and you wish it had a little more weight to it, give it an intentionally unkempt and tousled look. All you have to do to achieve this is add a little mousse and rough up your hair a bit. Then, brush it back and watch the texture unfold.

17. Tamed Curls with Fringe

muted curly medium length hairstyles for men

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The tamed curl is another exciting way to wear your medium length curls. Some days, it just isn’t appropriate to have them wild and everywhere. Taming them down with gel not only makes you look more professional but it adds depth and a certain thickness that only curls can afford.

18. Voluminous Curls

relaxed and big curly medium length hairstyles for men

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Some days might not be appropriate for loud curls, but on the days that it is, throw a little mousse into them and let them bounce freely. Curls are a carefree style that affords the wearer confidence. Wear them around ear and eye length to add in a big of face framing.

19. Wavy Part

relaxed wavy medium length hairstyles for men

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If your wavy hair is more pronounced but you do not feel as if you get enough of a chance to let it show, a side part is for you. Flip one part of your hair to the side to expose the wave on top and underneath and rock those natural waves once and for all.

20. Brushed Back “Waves”

blond brushed back waves medium length hairstyles for men

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You can easily give your straight hair all of the volume that comes naturally with thick waves just by incorporating layers into your look. Brush these layers back to create a waterfall effect that doubles the volume you’d find by just parting it down the center of your head.

Medium length hairstyles are a high maintenance choice. We recommend checking our Best Hair Products For Men Guide.

21. Side Part Straight

shaved side, side part medium length hairstyles for men

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Straight hair can have volume, too! All you have to do to give your locks a bit of lift is try and part it to the side instead of the center. This look is perfect for any occasion that requires a suit down to one that only requires blue jeans.

22. Dramatic Angular (Medium or Long)

medium length hair with angled ends

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Cut your thick hair at an angle toward the bottom not only to add an avant-garde touch to your do, but to add body, as well. Give your thick hair or curls a new lease on life with a vivid styling that is bold and dramatic and certainly makes a statement.

23. Casual Straight with Part

blond straight medium length hairstyles for men

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Rock your straight hair the way it was meant to be worn with a simple part down the middle! This shows off those naturally straight locks and frames your face. Add in a few layers for a little bit more dimension, a lot of handsome shape and a whole lot of style.

24. Moussed Curls

textured curly medium length hairstyles for men

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When your curls just barely brush over your ear, it can be tricky thinking of something to do with them. There’s a solution, and it lies in hair product. Throw a bit of mousse into your hair to help define your curls and then let them frame your face, allowing your eyes to take center stage.

25. Comb Over Medium Length Hairstyles For Men

casual brushed back straight medium length hairstyles for men

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Your straight hair, when brushed back, can give the illusion of more volume than it has. Use your hands or an actual brush to lift up and brush back your medium length locks so that they cascade down the back of your neck and fall around your face to frame it.

26. Bed Head Messy Medium Hair

loose curly medium length hairstyles for men

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Go for that casual, carefree just-woke-up look when you opt for the bed head style. Straight, wavy or curly hair–it doesn’t matter. Run your hands through your hair a few times and give it a tousled look, and watch as your hair does all of the work for you.

27. Brushed Back with Highlights

casual highlighted medium length hairstyles for men

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If your straight hair is all one length and you want to change it up, get some highlights! Highlights give your hair dimension and make it look fuller. With those in mind, brush back your hair to rest behind your head for the illusion of layers in your hair as well as waves.

28. Slicked Back Sides Medium Hair

casual slicked back medium length hairstyles for men

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Want to add a little height to your hair, but aren’t ready to commit to shaved sides for a pomp or quiff? All you have to do is slick back the sides of your hair into a more uniform shape and then fluff up the hair in the front using product.

29. Blonde Medium Length

casual blond medium length hairstyles for men

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A great way to deal with straight medium length hair that feels dull is to change the color. Blond is underrated and can really make your facial features pop. Try a platinum blond and perhaps even incorporate some layering to bring your hair back to life and show it its full potential.

30. Shoulder Length Hairstyles For Men

shaggy with no layers medium length hairstyles for men

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If you’ve got a square jaw and face, keeping your hair at shoulder length is very flattering. You can wear it in a number of ways: parted down the middle, to the side, or brushed back. No matter what you do to your medium length hair, it’s streamlined length will do great things for your features.

31. Shaggy with Bangs

side part shag medium length hairstyles for men

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A classic cut that never falls out of trends is the shaggy cut that features bangs. It looks great on everyone no matter the hair type. This look features side swept, brow length bangs with layered sides that come down over the ears. Make it piecey with a little gel or keep your natural waves how they are.

32. The “Titanic”

center part medium length hairstyles for men

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The 90s heartthrob Leonardo DiCaprio was famous for his hair in the 90s, and that style never quite fell out of trend. This look has longer hair in the front that is parted in the middle and pieces straying from the main style, while the back is short and gelled down neatly.

33. Layered Medium Length Hairstyle

curly layers medium length hairstyles for men

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Layers, layers, layers. They do wonders for any kind of hair, adding dimension and classic style that looks great with any face. Give your naturally straight medium length hair an upgrade with the addition of layers and enjoy the world of possibilities that opens up in regards to quick to style ‘dos.

34. The Johnny Depp

center part curly medium length hairstyles for men

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Depp popularized this simple medium length hair style and it has been a timeless look ever since. This hair do is parted down the middle and in the front, the first few strands are given volume and detail with a little gel and combing. The rest of the hair falls naturally on either side.

35. Wavy with Layers

side parted layers medium length hairstyles for men

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The waves in your medium length hair can have all of the volume afforded by curls with the addition of a few layers. You can wear it parted down the center or flipped over with a side part. Layers will add a little texture at the bottom of the hair, too, making it so everything doesn’t look like its one length.

36. Medium-short with Layers

side parted medium length hairstyles for men

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For medium to short length hair that is a little lackluster, implement layers. These layers begin at the top of the hair, almost as short as bangs, but remain pushed up onto the head. From there the piecey layers get longer and cover the ears down to the back of the neck.

37. The Jewfro

big, bold curly medium length hairstyles for men

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Let your hair be what it wants to be. Let the flyaways fly, the waves do their thing and the curls exist as they should. With the wild curls look, nothing needs to be done to your medium length hair except a shake to make it appear messy before leaving the house. A great choice of medium length hairstyles for men.

38. Boyish Medium Length Straight Thick Hairstyle

side part highlighted medium length hairstyles for men

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Much like highlighting curls works for your medium length hair, the same can be said about highlighting layers. You can add highlights to certain portions of your hair and give it more depth. Then, no matter how you part it, you can be sure that your hair has a shine and definite dimension opposed to just having a single, flat color.

39. Wild & Messy

gelled medium length hair

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The trick with lending straight hair some depth and alleviating the flatness is just a little gel. Rub a little between your fingers and run that through your locks, brushing it back and to the side a bit to make it chunky, textured and piecey. This strays away from the somewhat monotonous tone of straight hair.

40. Lazy Quiff

curly quiff medium length hairstyles for men

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The lazy quiff gives you something to do with all that length on the top of your head. You can use gel, but you don’t really need it. Simply push back the length of your hair, and instead of gelling it down into place like the typical quiff medium length hairstyles for men, let it hang freely.

41. Naturally Straight with Highlights

highlighted medium length hairstyles for men

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Even if you have straight hair and choose to keep it all at one length, it can be given character and depth with the addition of a few thin highlights. The highlights will accentuate and slight, natural waves you may have to help enrich the cut and will also flatter your eyes if you choose the right color.

42. Medium Length with Side Part

neat side parted medium length hairstyles for men

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The standard side part looks fantastic on those with medium length hair. It builds up volume that otherwise wouldn’t be there, even if your hair is naturally straight. When you flip it to one side, pieces underneath are exposed to show off any textures you have hiding underneath the top layer of hair.

43. The Jared Leto

slicked back medium length hairstyles for men

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Take control of your straight hair or slight waves by using lots of product to sweep it back over your crown and then down the back of your head. You can cut layers into it to employ some texture both on the sides of your head and around your neck.

44. Windblown Medium Length Haircut

messy medium length hairstyles for men

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The windblown style is essentially another messy quiff, except the sides are going to be longer, of course. Brush back the sides of your medium length hair flat against your head and push back the top length of your hair with just a bit of gel to keep everything in its place with this type of medium length hairstyles for men.

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45. Classic Messy Medium Length Hairstyle

pushed back medium length hairstyles for men

There is much to be said about a man who can rock a dapper, classic look with his medium length hair. This style features bangs that have been pushed back onto the head to form a bit of a poof, while the rest of the hair works in a swirling shape to create a beautiful hairdo that flows into itself effortlessly.

46. The Surfer

beach waves in medium length hairstyles for men

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The surfer delivers the look of fresh-off-the-beach locks without ever stepping foot in the ocean. It features hair that has been parted down the middle or to the side and has been allowed to relax into its natural wave or curl, delivering effortless and carefree medium length hairstyles for men that frames your features at the same time.

47. Gelled Curls

neat curly medium length hairstyles for men

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It isn’t hard for curly hair to have volume, but if you want to step it up a notch, throw in some gel. This look features medium length hair that has been parted on the side. Where the part begins, the hair is gelled to retain its curvaceousness, and the other side of the part has been swept back while the rest falls free.

48. The Chris Hemsworth

straight center parted medium length hairstyles for men

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One of the classic medium length hairstyles for men, the central part is ideal for those with straight hair. With layers or without them, a central part hugs the face and flatters its shape. A little product can give it some volume at the scalp to help break up the monotony if you are worried about flatness.

49. Deep Part Medium Hairstyle

wavy medium length hairstyles for men

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You’ve got a lot of hair up top, and you aren’t sure how to manage it, right? Start from the side just above the ear and part it there, letting your locks hang free over one side. They can serve as bangs in some instances or simply as a way to make a bold statement with your hair.

50. Early 2000s Straightened Bowl

straight medium length hairstyles for men

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This is one of the medium length hairstyles for men that were popularized, well, in the early 2000s and has been a staple for medium length hair ever since. Cover part of your forehead with your hair after you have parted it on one of the sides. Add some gel to give the front bangs some texture and let the rest be messy and free.

51. Chestnut Medium Length Hairstyle with Scruff

medium length hairstyles for men

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This is what natural chestnut hair with blonde highlights looks like. Men who are born with this combination of hair colors are very lucky. But you can get it out of a bottle as well, especially if you’re very skilled.

52. Medium Length Hair for Teens – Short Side, Part, and Loose Top

teenage medium length hairstyles for men

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This is a super simple medium hairstyle for teenage boys with straight hair. The best part about it is that they won’t have to spend a lot of time in front of the mirror getting ready in the morning or every time they leave the house.

53. Short Sides, Long Bleached Top, Messy

platinum medium length hairstyles for men

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Extreme blondes have been the absolute top style of the season. Everywhere you look both men and women have bleached their hair to get this type of locks. But here’s a tip. Don’t try to do it at home.

54. Asymmetrical Medium Length Hairstyles for Men

 long bangs medium length hairstyles for men

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This asymmetrical haircut has a gorgeous set of long bangs that is very edgy and fresh. It will make you look modern and cool because it’s so very on trend right now. So why don’t you give it a go?

55. The Harry Styles

Harry Styles for Gucci Cruise 2019 Tailoring Campaign (Photographed by Glen Luchford) medium length hairstyles for men

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This is Harry Styles posing for the Gucci Cruise 2019 Tailoring Campaign and photographed by Glen Luchford. His usual medium, curly, messy hairstyle was tamed down into a straight and feathery haircut with long bangs.

Conclusion

Whether your hair is fine, thick, wavy or straight, you can do a number of exciting things with it. Medium hair seems as if it is just built to give you more style options than most other cuts, and with these ideas for the 55 coolest hairstyles for medium length hair, you can get started today. What is your most common way to wear your medium length hair?

This article was updated in May 2019.

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Albert J. Johnson

Albert J. Johnson

Our contributor, Albert, is passionate about everything related to men's style. He loves writing about men's hairstyles because he thinks that there can be no style without a good haircut.

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