[Vocaloid] Heartbreak Song Ranking [2025]

PamelaBalloon22rank/position

Pamela/flower

Don’t you also have someone you just can’t forget? This track, released in 2021 by Balloon—known as the creator of the mega-hit “Charles”—is rhythmical and fast-paced, yet there’s a certain shadowy feel to it, whether from the melody or the sound arrangement.

The protagonist’s earnest emotions come through clearly throughout the song.

That said, the way the chorus kicks in feels unbelievably good.

It’s a high-sense, stylish Vocaloid song that blends sadness with sheer exhilaration.

AstronautPowapowa-P23rank/position

[Hatsune Miku] Astronauts [Original]

It’s a song that would likely be categorized as long at over seven minutes, yet it still feels short.

The protagonist’s feelings are conveyed clearly, even as the narration seems to falter here and there.

As you follow along, you find yourself drawn into the world of the song before you know it.

It was released in 2011.

Unrequited Love Dropsmifami24rank/position

[Hatsune Miku] Unrequited Love Drops [Original]

This is a bittersweet heartbreak song that will especially resonate with students.

It’s a piece by Vocaloid producer mifami, released in 2013.

The refreshing sound, marked by band instrumentation and piano tones, makes it very easy to listen to.

The lyrics use unadorned, down-to-earth language that lets you grasp the song’s world in an instant.

Perhaps that’s why the protagonist’s heartache comes across so directly.

It’s a Vocaloid track that makes you want to love without regrets.

Crybaby RepeatKohm25rank/position

[VOCALOID Miku] Crybaby Repeat - Cryer repeat [MV]

It’s a cute chiptune-style track, but the melody and lyrics carry a profound sense of heartbreak.

Created by the Vocaloid producer Kohm, also known for works like “Setsunar Lovers,” it was released in 2015.

The song is packed with the pain and sadness of having to part from someone dear—“you.” The protagonist is overwhelmed with tears, unable to do anything but cry.

Just reading the lyrics is enough to bring you to tears.

It’s a breakup song characterized by a floating, airy sound arrangement.

I wasn't supposed to receive love.Tohta Kasamura26rank/position

I wasn't supposed to receive love / feat. Seikai

I can’t help but relate to the clumsy expressions of love and kindness in “I Wasn’t Supposed to Receive Love.” Created in 2022 by Kasamura Tota, a Vocaloid producer with numerous signature songs, it features a simple yet beautiful sound built from piano and vocals.

Some listeners may find themselves resonating with lyrics that portray a heart that grows heavy precisely because it loves.

It’s a moving track where a human-like voice from the star realm and the nostalgic timbre of the piano poignantly capture the ache of bittersweet love.

The Last RevolverAkuno-P27rank/position

GUMI - The Last Revolver [PV]

It’s a bittersweet, tragic breakup song told like a story, where the person you loved turns out to be the enemy.

The peaceful, happy lines woven in here and there make the sadness stand out even more.

And the suggestive sound heard at the end of the track stirs the listener’s imagination.

Calc.JimmySam-P28rank/position

Calc.

This is a Vocaloid song that gently stays by your side in the sorrow of heartbreak.

Created by JimmyThumb-P, a Vocaloid producer known for numerous hits like “from Y to Y,” it was released in September 2010.

The unforgettable parting is sung over a fast-paced band sound, resulting in something that really pierces the heart.

Before you know it, you end up empathizing with the protagonist and feeling tears well up.

Many popular singers have covered it, so if you’re interested, be sure to browse the videos.