Fall In Love With The Most Comfortable Headphones

So you want the most comfortable headphones. We don't blame you. There is nothing worse than having to put up with uncomfortable headphones. Whether they are earbuds or over the ear headphones, discomfort quickly ruins any listening experience. You try and readjust them constantly, you fiddle around with the angle of the ear cushions, you twist and turn them. It doesn't work. It gets frustrating, especially if you spent your hard earned cash on them. 

Here's some good news:

We know how frustrating it is to have uncomfortable headphones. So we have dedicated research to finding the best comfortable headphones available. 

What Makes Headphones Comfortable?

Headphones are one of those products that can really make a difference in life. We know, that sounds extreme. But seriously, if you have the right headphones and can comfortably enjoy listening to your favorite music for hours at a time, it makes a difference. A day spent listening to your favorite music with snug headphones is better than not listening to your favorite music. Or even worse: having to deal with uncomfortable headphones all day.

So what makes headphones comfortable?

​The Size Of The Ear Cups

This is huge (no pun intended). One of the most common complaints about uncomfortable headphones is that the ear cups are too small. The result is that your ear sits awkwardly in and out of the cup. The cushion, while at first deceivingly soft and luxurious, quickly starts to put strain on the ear cartilage. Over time this can become painful. So it's vital that the size of the ear cup is large enough that it fully encompasses your ear. If you have tiny ears this will be less of a problem.

The Headband

Not all headbands are created equal. They come in different shapes and sizes, and come in different materials. As this is going to be draped over your head for hours at a time, it has to be comfortable. These days most serious headphones will come with a pretty nice soft headband. They are mostly padded and quite plush. Alternatively you can find headphones with leather or vinyl headbands which are also quite comfortable. 

Equally important as the material is the size of the headband. You do not under any circumstances want a headband that is too tight. This will cause serious discomfort as it will result in the ear cups cramping into your head. Unless you want them pushing into the side of your face the whole time, you want to find a headband that sits snugly around your head but not too tightly. ​The best case scenario is to find an adjustable headband.

The Weight

Assuming you are not a wrestler with an unusually strong neck, having heavy headphones can put unnecessary strain on you which will cause discomfort. So it is important that your headphones are lightweight. ​Ideally they will be so light that you will hardly feel them at all, or put them around your neck and completely forget about them.

What Else Is Important?​

Simple: Sound, build quality and design.

​Finding comfortable headphones doesn't really mater if you can't enjoy the sound quality. Equally, you don't want to just find great fitting headphones that will quickly fall apart or break after a few weeks. That won't work!

And finally, let's face it:

Looks matter. You can pretend it doesn't, but we know you want your headphones to make you look like a star.

Our Top Pick

(In case you don't have time to read all the reviews)

​Sennheiser HD 598 Over-Ear Headphones

most comfortable headphones

Quality sound

Great customer feedback

Super comfortable

The Most Comfortable Headphones Compared

most comfortable headphones

​Sennheiser HD 598 Over-Ear Headphones

Over the ear, open back headphones

​Engineered to deliver most natural and detailed sound

​Available in ivory and black

​Detachable cable

$$$$

Most Comfortable Over Ear Headphones

Bose SoundTrue around-ear headphones II

Very comfortable with padded headband and memory foam ear cup

​Features an inline mic and button controls

​Comes in black and navy blue

​Foldable for easy travel

$$$$

​Most Comfortable Headphones Under 100

AKG K 240 Semi-Open Studio Headphones

Designed to fit easily with self-adjusting headband

Noise isolation with great bass and  crisp highs

​Premium quality for the price

Lightweight​

$$

​Most Comfortable Noise Cancelling Headphones

Beats Studio 2.0 Wired Over Ear Headphones

Lightweight and very comfortable with mic and music control

Noise cancelling for uninterrupted music with 20 hr battery life

Available in various vibrant colors

Great quality and design

$$$$$

​Most Comfortable Earbuds

1MORE Triple Driver In-Ear Headphones

Earbuds are designed to angle into your ear canals

Premium sound quality with deep bass and crisp highs

​Come with 9 different ear tip sets

Ensures perfect fit​

$$$

Most Comfortable Over Ear Headphones

So let's get to it.​ Each of these headphones ticks all of the boxes. They are stylish and attractive, well built with high durability, sound amazing and most importantly, are super comfortable. 

​Sennheiser HD 598 Over-Ear Headphones

The Details

  • Over the ear, open back headphones
  • Extremely comfortable
  • Detachable cable
  • Available in ivory and black
  • Engineered to deliver most natural and detailed sound
  • Very attractive design

Get the specs here

most comfortable headphones

By far our favorite for the most comfortable headphones are the Sennheiser HD 598. With large enough ear cups to fit almost anyone's ears, they will sit snugly on your  head with minimal strain. Lightweight and with a softly padded headband, they provide maximum comfort. Every other box is easily checked off as well. Overall they are top value headphones and come highly recommended. They are also on our list for the best headphones under 200 and you find our full review there.

Bose SoundTrue around-ear headphones II

The Details

  • Available in Apple and Android varieties
  • Comes in black and navy blue
  • Very comfortable with padded headband and memory foam ear cups
  • Cable detaches for convenient storage
  • Foldable for easy travel
  • Features an inline mic and button controls

Get the specs here

Most Comfortable Over Ear Headphones

When it comes to headphones, Bose know what they are doing. These second generation SoundTrue headphones pack a punch. With Bose quality sound and a sleek modern design you will fall in love with these comfortable headphones. The ear cups are memory foam and headband is padded for extra softness. Our full review can be found here.

​Most Comfortable Headphones Under 100

AKG K 240 Semi-Open Studio Headphones

The Details

  • Designed to fit easily with self-adjusting headband
  • Over ear design ensures comfort and noise isolation
  • Great bass and crisp highs
  • Premium quality for the price

Get the specs here

​Most Comfortable Headphones Under 100

These AKG headphones come at a great price and deliver high quality accurate sound. They are lightweight and have a soft headband which breathes really well. The ear cups are large enough to fit your ears. By being just the right fit you will hardly feel the pressure of them pushing against you and it's actually quite easy to forget you are wearing them at all. You can find our full review on the best DJ headphones page.

​Most Comfortable Noise Cancelling Headphones

Beats Studio 2.0 Wired Over Ear Headphones

The Details

  • Available in various vibrant colors
  • Beats famous sound quality 20 hour battery life
  • Lightweight and very comfortable
  • Mic and button controls
  • Noise cancelling for uninterrupted music
​Most Comfortable Noise Cancelling Headphones

Super lightweight and ultra comfortable, these Beats noise cancelling headphones are A+. Providing the best in sound quality and design, you will wear these for hours with no discomfort. The headband is soft and will adjust to comfortably fit your head. Overall these headphones are hard to fault, and provide outstanding value if you want noise cancelling technology.

​Most Comfortable Earbuds

1MORE Triple Driver In-Ear Headphones

The Details

  • Three drivers deliver premium sound quality with deep bass and crisp highs
  • Comfortable in ear
  • Come with 9 different ear tip sets to guarantee comfortInclude inline mic and button controls

Get the specs here

​Most Comfortable Earbuds

When it comes to earbuds, finding a comfortable set can be just as difficult. The most common issue people have is the size of the earbud tips. These 1More earbuds are specially designed to angle into your ear canals.They also come with 9 sets of different tips to ensure the perfect fit. Not only are they extremely comfortable, they deliver best sound quality. They are our favorite earbuds and our top pick in the top 10 earbuds. You can find our full review there.

The Final Word

All of these headphones are sure to deliver high comfort. As for finding the most comfortable headphones for you personally, at the end of the day it often comes down to individual preference. Everyone has their own quirks and tolerances. The best way to make a final decision is to take some time to read the actual customer reviews.