Saddest Songs Ranking [2026]

366 daysHY29rank/position

HY – 366 Days (Official Music Video)

This is a ballad that delicately portrays the bittersweet feeling of a love once deeply cherished that never fades from the heart, even as time passes.

The protagonist, unable to stop thinking about the person they parted with all day long, is gently and vividly depicted through Izumi Nakasone’s powerful yet tender vocals.

Included on the 2008 album “HeartY,” it was also used as the theme song for the film “Thread of Red (Akai Ito).” There’s also a well-known anecdote that the songwriter temporarily broke up with their partner at the time in order to write the lyrics.

It’s a song that quietly sits beside those whose heartbreak hasn’t healed, or on nights when you find yourself reminiscing about a past love.

love dollDECO*2730rank/position

DECO*27 – Love Doll feat. GUMI

This is a rendition of a song that was originally a dark Vocaloid track.

It’s about a parting, and its raw expressions make it a song that takes courage to recommend to others.

In the realm of fantasy, the person who was precious keeps on living.

But you can feel the emptiness of not being able to hold them in reality.

It doesn’t depict a clean romance; instead, it brilliantly portrays a raw, visceral form of love.

It’s addictive, and you’ll want to listen to it over and over.

Repeat Onenekomushi P31rank/position

http://www.nicovideo.jp

It’s a heartbreaking song that pierces the heart and makes you want to cover your eyes once you understand the title and lyrics.

It’s a track by the Vocaloid producer Nekomushi-P, also known as the creator of “Wanwan-o Nyannyan-o,” released in 2010.

After being mistreated by their lover, the protagonist realizes that they were never truly cherished.

The helplessness of the situation and the futility of it all bring tears to your eyes.

A love like this is just too painful… You can even sense a kind of resignation in the singing voice.

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Araki Jakkan

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Life expectancy: 2:30Pinokio P32rank/position

PinocchioP – 2:30 Left to Live feat. Hatsune Miku / 2:30 Life Remaining

The message expressing the feelings of the Vocaloid singing the song resonates deeply in ‘Yomei 2:30.’ Created in 2022 by PinocchioP, a Vocaloid producer known for many signature tracks.

As soon as the song begins, Hatsune Miku is born and, while acutely aware of her short time to live, questions what life is.

The gradually building electronic sound from a simple piano-and-vocal arrangement seems to mirror her wavering emotions.

This Vocaloid track matches the image of Hatsune Miku desperately living through a fleeting moment with the shifting emotions of human beings.

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mutō

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I want you to tell me you love me.Oku Hanako33rank/position

Hanako Oku – I Want You to Say You Love Me (Live ’08)

Released in 2008, this is Hanako Oku’s eighth single.

It sings of an unfulfilled love from the perspective of a woman who has fallen for a man who already has a girlfriend.

He may have thought of her as a female friend he could talk to about anything.

The song portrays the pain of a woman who can neither return to being just friends nor become his lover, trapped in an ambiguous relationship—expressed through Hanako Oku’s heartrending vocals and the sound of the piano.

fireworks (launched into the sky)DAOKO × Yonezu Kenshi34rank/position

DAOKO × Kenshi Yonezu 'Uchiage Hanabi' MUSIC VIDEO

This song poignantly sings of a fleeting moment of youth through the spectacle of grand fireworks blooming in the summer night sky.

The contrasting voices of DAOKO and Kenshi Yonezu blend over a dreamy melody that resonates deeply.

Released in August 2017, it was featured as the theme song for the film “Fireworks, Should We See It from the Side or the Bottom?” released the same year.

Cherishing memories that have passed while giving you the courage to move forward, this is a track that you’ll want to listen to at summer’s end—a heartrending, tear-jerking ballad.

cutting line40mP35rank/position

[GUMI (40mP)] Kiritorisen [Original]

I felt that “overflowing with transparency” is the kind of phrase you use for a song like this.

The bright, breezy melody simply strikes you as beautiful.

But when you turn your attention to the lyrics, a harsh reality that never goes your way suddenly hits you.

Any feeling will eventually weather and fade.

That’s necessary—and it might even be a blessing.

And yet… it’s still lonely.

That’s the thought this song leaves me with.

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satou-san

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