A Guide To The Most Comfortable Headphones In 2021

Sometimes we want to listen to music without any distractions or intrusions from the outside world. To do this, we turn to headphones to immerse ourselves in our favorite music. Throughout the years, we’ve seen the evolution of different headphone features: noise cancellation, wireless sets, calling functions, and more. One thing that many of us still struggle with is finding a pair of headphones that don’t become tiresome to wear. This is a disadvantage over listening to music on open speakers because headphones are often uncomfortable when kept on for a while.

While headphones designed for comfort do exist, it is difficult to find pairs that come with the features people want while also providing hours of comfort on the ear. To make this search easier, we’ve narrowed down a selection of headphones that are versatile, powerful, full of features, and most importantly- comfortable.

Here are some things to keep in mind when planning to purchase a pair of headphones:

  • Make sure they are your preference of on-ear or over-ear. On-ear sets sit on the ear itself, while over ear engulf the ear and rest around it
  • Make sure you know whether it functions as a wired or wireless set
  • Make sure it has the proper bass, treble, and sound-filtering capabilities you prefer

 

Most Comfortable Headphones – Comparison Table

Product ImageProduct nameFeaturesStar Rating 
CozyPhones Sleep HeadphonesSuper Comfortable Lycra Headphones

Easy Breezy Clean

Great For The Whole Family
3.9 out of 5BUY ON AMAZON
Sennheiser HD 569 Closed Back HeadphoneClosed back

Around ear design

Soft, replaceable ear pads
4.5 out of 5BUY ON AMAZON
Bose QuietComfort 25 Acoustic Noise Cancelling HeadphonesDeep, powerful sound

Lightweight, comfortable

Control your music and calls on Apple devices
4.5 out of 5BUY ON AMAZON
Ailihen I35 HeadphonesFoldable and Portable

Adjustable design

Inline Microphone
4.3 out of 5BUY ON AMAZON
OneOdio A70 Bluetooth Over-Ear HeadphonesJock lock design

Soft Memory Earcups:

Music or Sound Sharing
4.5 out of 5BUY ON AMAZON
AcousticSheep SleepPhonesMost comfortable headphones

Engineered & Designed for Comfort

Soft, Machine Washable Fabric
3.7 out of 5BUY ON AMAZON
Mpow Bluetooth HeadphonesImpressive Sound Quality

Built to Stay Comfortable

Handsfree Call and Built In Mic
4.5 out of 5BUY ON AMAZON
Mpow H19 IPO Active Noise Cancelling HeadphonesPeerless Active Noise Cancelling

Bass You Can Feel

Unmatched Call Quality
4.5 out of 5BUY ON AMAZON

 

CozyPhones Sleep Headphones

These headphones are some of the thinnest on the market. At 1/8 of an inch, these soft padded speakers slip into a fleece headband for a comfortable fit with no direct contact on the ear. The headband itself is durable and washable, so it can be used again and again. It also doubles as a sleep mask, so you can use it during the night to block out the rest of the world and relax to your favorite music. It’s great for those who suffer from insomnia or have trouble relaxing in the evening.

Since the phones fit into the headband itself, they’re great for yoga, sports, the gym, and other activities- you get a washable sweatband and headphones all in one. The phones are durable with a 52-inch anti-kink cord and a 3.5mm stereo plug. They have a frequency range of 20-20,000hz and come with a drawstring carrying bag to store everything.

Key Features:

  • Super Comfortable Lycra Headphones
  • Easy Breezy Clean
  • Great For The Whole Family

AVAILABLE ON AMAZON

 

 

Sennheiser HD 569 Closed Back Headphone

Sennheiser is a name that’s synonymous with quality in the audio world. Whether you’re a dedicated audiophile, a casual listener, or music professional, the HD 569 headphones are something you can wear for hours on end.

The earcups feature thick padding to conform to your head. But instead of low-quality material to cover them, these headphones utilize plush velour. It’s soft on the skin and can prevent chaffing issues that come with prolonged wear.

As for audio quality, the headphones are top-notch. Sennheiser’s E.A.R. technology is a powerful transducer that can reproduce audio the way it was meant to be heard. Throw in the closed-back design, and you can easily get lost in the music.

Key Features:

  • Velour-covered earcups
  • Detachable cable
  • Closed-back cups
  • E.A.R. technology
  • Only 1.54 pounds

AVAILABLE ON AMAZON

 

 

Bose QuietComfort 25 Acoustic Noise Cancelling Headphones

Engineers at Bose have made the company stand out for its headphones with active noise cancelling capabilities. Their lightweight 25 model headphones are no different, featuring the same technology. Filter sounds from the outside world with powered noise reduction that mutes the frenzy around you to a whisper. This pair has also been engineered to work specifically for frequent air travelers, by working to reduce engine noise as well as sounds within the interior of a plane at thousands of feet above the ground.

In terms of physical comfort, the Bose 25 headphones have fully cushioned, around-the-ear cups that make a seamless impression on the ears. For this reason, they can be worn all day in almost any activity without feeling strain or pressure on your head. Audio quality is precise and consistent with accurate instrumentals, clear vocals, and deep bass. The 56-inch cable comes with an inline remote and microphone to answer calls and control the music you want to hear at the push of a button. They even come with a hard-shelled carrying case and an airline adapter. Batteries for powered noise cancellation are included.

Key Features:

  • Deep, powerful sound
  • Lightweight, comfortable
  • Control your music and calls on Apple devices

AVAILABLE ON AMAZON

 

 

Ailihen I35 Headphones

The Ailihen I35s are great budget headphones that deliver strong assembly with comfort and audio quality in mind. Passive noise cancellation tunes out ambient noise to help you focus on the music. The headband is both padded and adjustable, so it can fit all sizes of people, including growing teens and kids. The earcups are on-ear and plush designed for a soft fit. Many similar brands of headphones have the cups push onto the ear by means of a spring or metal attachment. These lightly enclose the head and ears without applying strain or excessive pressure on the head.

The I35s are foldable and fit in small spaces, making them perfect for travel. In addition, the folding mechanism is tested over 20,000 times in the factory to ensure it lasts for years to come. An inline mic delivers corded controls to calls as well as pause, play, and forward functions for your music. The cable itself in composed of durable, braided nylon that prevents tangles and kinks. With 40mm drivers, these headphones deliver consistent, high-quality audio. The Ailihen I35s also have a 3.5mm stereo jack and come in five different colors.

Key Features:

  • Foldable and Portable
  • Adjustable design
  • Inline Microphone

AVAILABLE ON AMAZON

 

 

OneOdio A70 Bluetooth Over-Ear Headphones

OneOdio might not be as well-known as some other brands, but this device has captured the attention of many music lovers. The over-ear headphones have all the hallmarks of a pricier piece of gear. You’re getting spongy earcups, a padded headband, and precise engineering that feels good to wear.

However, it’s the features of the headphones that stand out. These cans have dual connectivity. You can connect them to two devices at once, such as your computer and guitar. That feature alone opens up a world of possibilities in how you can use the headphones during music practice or mixing.

The headphones also have Bluetooth technology, which you can use to share music wirelessly. Gone are the days of having to swap earbuds with a friend or only enjoy one half of the stereo image. With these cans, you can share the experience wirelessly.

Key Features:

  • Sponge earcups
  • Cable lock
  • Wireless Bluetooth music sharing
  • Dual connectivity
  • Up to 50 hours of playback
  • Adjustable headband

AVAILABLE ON AMAZON

 

 

AcousticSheep SleepPhones

Made similarly to the CozyPhones from earlier in our list, the SleepPhones by AcousticSheep were designed by a family-practice physician who wanted to help his patients get to sleep without the use of drugs. The slim speakers are embedded within a headband at only 4mm in width. This eliminates the need for bothersome earbuds which become painful in the ear and slip out frequently. The headband is woven from quality fleece that stays cool throughout the night for a comfortable and soft fit. It is also hypoallergenic (95% polyester, 5% spandex) and perfect for wearers with sensitive skin or those prone to rash and chafing.

The SleepPhones are a great way to escape the noise of loud bed partners, traffic, and are perfect for frequent flyers. In addition, they work just as well for day activities, reading, and the outdoors. The SleepPhones are compatible with almost all laptops, tablets, smartphones, and MP3 players and are available in three different sizes.

Key Features:

  • Most comfortable headphones
  • Engineered & Designed for Comfort
  • Soft, Machine Washable Fabric

AVAILABLE ON AMAZON

 

 

Mpow Bluetooth Headphones

These are the first wireless headphones to appear on our list. While they may seem like an immediate choice over other types simply because of their lack of a cord, there are many other features that make the Mpow’s stand out in the market. They are fully collapsible and feature memory-protein ear cups to conform to the shape of your ear and reduce tension. Their closed-back design gives the user a strong audio experience with 40mm drivers and CSR chip. The back of the earcups have several controls that allow you to forward, pause, and play music with a simple tap.

In addition, these headphones support wireless calling using Bluetooth. Reaching over 33 feet of connectivity, this function on the pair delivers consistent sound away from the device it is being used with and without static or fade. The battery lasts 13 hours listening to music and 15 hours of talking on a single charge. Although the Mpow’s are comfortable on all users, those with bigger ears may want to take them off for a short break every 1- 2 hours. This helps relieve tension since they may fit like on-ear headphones on some.

Key Features:

  • Impressive Sound Quality
  • Built to Stay Comfortable
  • Handsfree Call and Built In Mic

AVAILABLE ON AMAZON

 

 

Mpow H19 IPO Active Noise Cancelling Headphones

The Mpow headphones have one of the most coveted features of modern-day listening devices: ANC. ANC, or active noise cancelation, can drown out ambient noise and create a closed-off listening environment. Get lost in your music collection and tune everything else out!

The headphones reduce up to 90 percent of ambient noise. Even when the feature isn’t activated, you still get pretty decent isolation. The memory foam cups create a nice seal around your ears.

The wireless listening devices can provide up to 35 hours of playback using Bluetooth. While not as long-lasting as some other headphones, this model does have rapid charging to help you get more power in a pinch.

Key Features:

  • Active noise cancelation
  • Bluetooth connectivity
  • Memory foam earcups
  • Rapid charging
  • Up to 35 hours of playback

AVAILABLE ON AMAZON