[VOCALOID] Heartbreak Song Ranking [2026]

from Y to YJimii Samu P8rank/position

Hatsune Miku from Y to Y

An extremely famous Vocaloid song by JimmyThumbP.

It is the first work in the “Mr.

Y Trilogy,” which consists of songs featuring Hatsune Miku as the vocalist: “from Y to Y,” “Pierrot,” and “Calc.” Numerous related videos, including cover versions, have been posted, gaining widespread popularity.

Heartbreak repeaterTakanon9rank/position

[GUMI] Heartbreak Repeater [Original PV] / Takanon [Official]

This is a work by Takanon, sung by GUMI.

It’s unrequited love through and through—unable to make any real move, and before you know it, the other person has found a partner… The light rhythm and GUMI’s cute vocals capture the feelings of repeatedly going through heartbreak.

Transparent Elegyn-buna10rank/position

[GUMI] Toumei Elegy [Original Song]

This is a song about the sorrow of losing a loved one.

The raw pain of losing someone precious comes through directly.

You can picture them desperately trying to hold together a heart that feels like it’s about to burst.

The melody has a sense of speed and even a touch of exhilaration, but the lyrics are nothing short of agonizing.

Just Be FriendsDixie Flatline11rank/position

[Megurine Luka] Just Be Friends [Original PV]

This is Dixie Flatline’s 10th original Vocaloid song.

It’s an electro house-style track that sings of a sad farewell.

With its catchy sound, it’s easy to listen to and recommended for Vocaloid beginners.

It is included on the compilation album “EXIT TUNES PRESENTS Vocaloanthems feat.

Hatsune Miku.”

Don’t go.Souta12rank/position

Uta-nee Yuki “Don’t Go” (remaster)

Just like the title of the song, it’s a track that makes you whisper, “Don’t go.” A moment of parting that comes to everyone… Its message tightens your chest.

The somewhat Japanese-style sound is nice, too.

It’s a song by Vocaloid producer Sota, released in 2013.

It’s also included on the album “Shonen Shoujo no Kotoba.”

When a first love comes to an endsupercell13rank/position

When a first love comes to an end

This is the title track from ryo’s second maxi single, “When the First Love Ends.” The sound is a cool, fast-paced rock number, but the lyrics are incredibly heartrending.

I imagine many people feel their hearts tighten at this contrast.

Loving someone yet having to part is so painful…

it brings you to tears.

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Losing youYasuha.14rank/position

Hatsune Miku – I Lost Your Love (Pt.Ⅰ) feat. Yasuha.［English Subtitles］Vocaloid Original Song

With its steady melody, this is an easy-to-listen-to Vocaloid song.

It tells the story of meeting someone you love in a dream and having a wonderful time—yet in reality, you’ve already broken up with that person.

Because you met them again in a dream, memories come flooding back and it hurts.

It portrays a sad yet pure kind of love.

This is a track I recommend to anyone looking for a more subdued Vocaloid song.