Most Comfortable Headphones (Top Options You Can Wear All Day)

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Comfort and being comfortable might be the thing we look for the most in our everyday life. We as human beings enjoy being comfortable, both, physically and emotionally. For those who are music lovers, headphones play a huge role in their life, because they are present each and every day of their life. For the same music lovers, being comfortable with those headphones is vital, because who doesn’t want to feel comfy while wearing a relatively large audio resource, such as headphones.

But, what makes a headphone comfortable? We all judge on appearance, but when it comes to items or stuff that we wear almost every day of our life, comfort is what’s most important to us. So, lightweight headphones are usually the most comfortable headphones, but weight isn’t the only criterion that makes headphones comfortable.

In terms of headphones, weight plays a major role in discomfort, especially if you like to wear your headphones on your neck all day long. Clamping pressure also contributes a lot to the discomfort level while wearing the headphones. The force in which the headband pushes against your head should be loose enough to not fall, but tight enough to deliver the proper sound quality, with that said, now we know that in terms of comfort, the companies’ primer duty is to find that balance.

Earpads and ear-tips also play a major role. You will only be comfortable with your headphones when the earpads will be breathable enough to prevent the build-up of “hot spots”, and ear-tips are crucial when it comes to forming a seal in the ear canal.

In this article, I’m going to show you the top 10 most comfortable headphones that you can purchase, to enjoy your everyday life wearing them and have an amazing listening experience, at the same time.

The compact headphones 
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Simply sensational
Sony MDR1AM2
Sony MDR1AM2
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The studio legends 
Beyerdynamic DT 990 Pro
Beyerdynamic DT 990 Pro
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Pure magic
Apple AirPods Max
Apple AirPods Max
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Audiophile lovers 
Audio-Technica ATH-M20X
Audio-Technica ATH-M20X
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The comfiest overall


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Classic comfort
Meze 99 Classic
Meze 99 Classic
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Incredibly lightweight 
Bose QuietComfort 45
Bose QuietComfort 45
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The foldable headphones
Beats Solo Pro
Beats Solo Pro
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Your travel companion
Sony WH1000XM3
Sony WH1000XM3
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Top 10 Most Comfortable Headphones

10. SENNHEISER HD 599 – The comfiest overall

The comfort of these headphones is just superior. Thanks to the large ear cups with soft replaceable ear pads there is no pressure on your ears, only sound. The sound quality is also remarkable.

Its design is on a  premium level, from the brown stitches on the headband to the matte metallic detailing on the ear cups and headband, you will not only feel comfortable with these headphones but also fashionable.

Characteristics of SENNHEISER HD 599:

  • Color – Ivory
  • Impedance – 50 Ω
  • Frequency response – 12- 38,500 Hz
  • Sound pressure level (SPL) – 106dBSPL (1kHz/1Vrms)
  • THD, total harmonic distortion – <0.1% (1kHz, 100dBSPL)
  • Weight – 250 g

Why Should You Buy It?
Just like I have titled them, these are the comfiest overall headphones, so I don’t see a reason why you shouldn’t buy them.

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9. Meze 99 Classic – Classic comfort

I would like to call them, the most comfortable vintage headphones ever. These headphones are definitely one of a kind. The sound quality is not the strong point of these headphones, but this isn’t the main reason we are here.

A headband that delivers even pressure for any head size and medium-density memory foam ear-pads are the key elements of these headphones that guarantee comfort.

Because of their carved wood ear cups, weight might not be a strong suit for these headphones, but that does not affect the fact that these headphones are among the most comfortable.

Characteristics of Meze 99 Classic:

  • Transducer size: 40mm
  • Frequency response: 15Hz – 25KHz
  • Sensitivity: 103dB at 1KHz, 1mW
  • Impedance: 32 Ω
  • Rated input power: 30mW
  • Maximum input power: 50mW
  • Detachable Kevlar OFC cable
  • Plug: 3.5mm gold plated
  • Weight: 260 gr (9.2 ounces) without cables
  • Ear-cups: Walnut wood

Why Should You Buy It?
If you want to have a vintage look and at the same time be comfortable wearing headphones, than you have just found the best option out there.

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8. Bose QuietComfort 45 – Incredibly lightweight 

These over ear headphones are contrary to the just above-mentioned headphones, but they still have one thing in common, they are comfortable. These noise canceling headphones have weight as their strongest suit. They are so lightweight that you often won’t even feel that you are wearing them. Sound quality is also a very strong point of these over ear headphones, and they are some of the most popular ones in that category.

They have excellent noise cancellation, and can remove any external noise or ambient noise without a problem. These bluetooth headphones are the best in that field for sure.

They are strong and durable and they come in two colors, black and why, which guarantees you a mat modern look. Now, I think you understand why I said that these headphones are the contrary to the Meze 99 Classic headphones, always with a common point: comfort.

Characteristics of Bose QuietComfort 45: 

  • Headphones dimensions/weight: 7.25″ H x 6″ W x 3″ D (8.5 oz)
  • Carrying case dimensions/weight: 8.3″ H x 5.7″ W x 2″ D (6.64 oz)
  • Bluetooth range: Up to 30 ft (9 m)
  • Bluetooth version: 5.1
  • Microphone: Microphone array for voice pick-up built-in
  • Colors: Black and white Smoke

Why Should You Buy It?
Here’s why: Smooth cushions with no pleats, luxuriously plush synthetic leather, and minimal clamping force. I think those are enough elements to convince you to purchase them.

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7. Beats Solo Pro – The foldable headphones

Not only are these bluetooth headphones comfortable, but they come with this amazing feature, which is: practical. These headphones consist of comfort-cushioned ear cups made for everyday use, adjustable fit, and are quite comfortable. They are designed in a sleek, streamlined way that’s durable and foldable to go everywhere you do.

With these bluetooth headphones, you will feel comfortable and whenever you like to take them off, you can just fold them and place them in your bag.

Characteristics of Beats Solo Pro: 

  • Design: On-ear headphones
  • Height: 7.8 in / 19.8 cm
  • Weight: 7.58 oz / 215 g
  • Connectivity: Class 1 Bluetooth
  • Power: Up to 40 hours of battery life

Why Should You Buy It?
These headphones are designed for listening freedom, durable and portable enough to stay on-the-move with you.

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6. Sony WH1000XM3 – Your travel companion 

You can wear these over ear headphones all day in total comfort. The super-soft, pressure-relieving earpads in foamed urethane evenly distribute pressure and increase ear pad contact and that’s what guarantees a stable fit and that’s what makes them your favorite travel companion.

With these comfortable headphones, comfort is further enhanced by a larger and deeper ergonomic ear space structure. So, travel with a higher level of comfort while having the most amazing listening experience.

Characteristics of Sony WH1000XM3:

  • Driver unit – 40mm, dome type (CCAW Voice coil)
  • DSEE HX – Yes
  • Input(s) – Stereo Mini Jack
  • Frequency response – 4Hz-40,000Hz
  • Cord length – Headphone cable (approx. 1.2m, OFC strands, gold-plated stereo mini plug)

Why Should You Buy It?
These comfortable headphones consist of a lighter weight design, so you have it guaranteed that your music is the only thing you’ll notice all day. And besides, they have this swivel foldable structure that you will undeniable love.

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5. JBL TUNE 760NC – The compact headphones 

These comfortable headphones are compact and also foldable, which means they will offer you a practical experience even when you don’t want to wear them. Put the in your bag easily without being afraid that they will take too much space and unfold them again whenever you feel like you want to listen to music or something else.

Comfort is what’s guaranteed with these headphones but you will get so much more than the ones you purchase and start to use them in everyday life.

Characteristics of JBL TUNE 760NC: 

  • Bluetooth version – 5.0
  • Driver size (mm) – 40
  • Driver sensitivity at 1kHz/1mW (dB) – [“103 dB SPL/1 mW (passive)”, “95 dB SPL/1 mW (active)”]
  • Dynamic frequency response range (Hz) – 20 Hz – 20 kHz
  • Impedance (ohms) – 32
  • Charging time (hours from empty) – 2
  • Weight (g) – 220

Why Should You Buy It?
The lightweight and compact foldable design will make these comfortable headphones come everywhere with you.

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4. Sony MDR1AM2 – Simply sensational 

These comfortable headphones have a closed-back, enfolding design that wraps around the ear, helping to seal in music and keep distractions out, and that’s why I called them, simply sensational.

Sound is exclusively directed towards your ears, so you hear even the subtlest of sounds and that’s thanks to the meticulously crafted acoustics. These headphones have a super-lightweight design for hours of comfort and the swivel design makes your travels easy.

The soft, synthetic leather earpads with pressure-relieving cushions have been designed to rise and shape around your ears, ensuring a comfortable fit. Made with smooth materials and seamless stitching provide comfort and durability for long hours of listening.

Characteristics of Sony MDR1AM2: 

  • Cord Length – 47-1/4″
  • Cord type – Detachable/Silver-coated OFC
  • Diaphragm – Aluminum-Coated LCP
  • Driver Unit – 1.57 in (Dome Type)
  • Frequency Response – 3–100,000 Hz
  • Headphone Type – Closed Dynamic
  • Impedance (Ohm) – 16 Ω
  • Sensitivities (dB/mW) – 98 dB / mW

Why Should You Buy It?
These headphones consist of pressure-relieving earpads for total comfort and that’s why they have to be among your options.

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3. Beyerdynamic DT 990 Pro – The studio legends 

Being an audiophile means that you would spend most of your time in your studio, and that would also mean that comfort is vital for you.

Beyerdynamic DT 990 Pro are made for audiophiles. These audiophile headphones deliver extreme comfort. The robust spring steel headband design ensures that the over-ear headphones also offer a secure fit and soft, adjustable ear cups provide for added comfort. 

These are wired headphones.

Characteristics of Beyerdynamic DT 990 Pro:

  • Operating principle– Open
  • Transmission type – Wired
  • Nominal impedance headphones – 250 ohms
  • Headphone weight – 290 g
  • Headphone frequency responses – 35.000 Hz
  • Nominal sound pressure level – 96 dB
  • Sound coupling to the ears – Circumaural (around the ear)
  • Cable & Plug – Straight connecting cable with mini-jack plug (3.5 mm) & ¼“ adapter (6.35 mm)

Why Should You Buy It?
The studio legends are designed for people who like to sit in their studios for hours and who need an ultimate comfort.

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2. Apple AirPods Max – Pure magic

I would say that the only unfavorable side of these comfortable headphones is that their compatibility is limited only to iPhone devices, but other than this, these headphones consist of everything you have ever wanted. Their custom-designed mesh textile wraps the ear cushions to provide pillow-like softness while listening and give you endless comfort.

The ear cushions are crafted with acoustically engineered memory foam and that’s why they gently create an immersive seal that is the foundation of incredible sound.

Characteristics of Apple AirPods Max: 

  • Microphones – Eight microphones for Active Noise Cancellation, Three microphones for voice pickup
  • Weight384.8 grams (13.6 ounces)
  • Battery – Up to 20 hours
  • ConnectivityBluetooth 5.0

Why Should You Buy It?
Besides comfort, these headphones also come in 5 colors, so they can be anything, but monotone and you can choose your favorite color.

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1. Audio-Technica ATH-M20X – Audiophile lovers 

These comfortable headphones consist of contoured ear cups that seal tight for excellent sound isolation, with minimal bleed. And the pro-grade materials are durable, yet comfortable.

The audiophiles will definitely love them and that’s because their modern design and high-quality materials combine to deliver a comfortable listening experience, with enhanced audio and effective isolation. An excellent choice for tracking and mixing, and an excellent choice for those who want sound quality and comfort all in one place. You will simply adore them.

Characteristics of Audio-Technica ATH-M20X:

  • Type – Closed-back dynamic
  • Driver Diameter – 40 mm
  • Frequency Response – 15 – 20,000 Hz
  • Maximum Input Power – 700 mW at 1 kHz
  • Sensitivity – 96 dB

Why Should You Buy It?
The advanced built quality and engineering and their comfort ability will definitely convince you to purchase them.


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Final Words

Now that I have listed a relatively big number of the most comfortable headphones, and that you have more options from which to choose, I think you will make just the right decision. What you know for sure is that all of these headphones are pros when it comes to comfort, so I think you have a very interesting choice to be made in front of you. I have not included any in ear headphones in this list because i honestly find them to be uncomfortable. No matter the ear tip material or size, i find in ear headphones to be uncomfortable.

You know how they say, you know, you drive, so take into consideration everything that you consider influential in your decision and purchase one of the most comfortable headphones out there.

Further Reading

Since we are talking about music, headphones, comfort, and how we can make such choices so we can reassure ourselves that we will be comfortable, by my estimation, classic music gives us as people comfort in every dimension.

So if you share the same opinion with me, I remember to have written an article about The 5 Best Headphones For Classical Music Of This Year!, so you can also check that one out, and as we are talking about comfort, I’ve also written an article about Best Headphones For Sensitive Ears (The 5 Best Options Reviewed), so, if you consider yourself a person whose ears get easily irritated, that’s just the article for you. 

Whether you’re looking for information on audio equipment, looking to learn more about how things work in the music field, or looking for reviews of products, we got you covered!



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