[Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache
No one chooses to get their heart broken.
No one wants something that leaves a gaping hole in their heart to happen.
Still, sometimes it comes no matter what we do.
This time, I’ve put together a selection of Vocaloid heartbreak songs especially recommended for those who’ve “just gone through a breakup.” There are plenty to pick from, so you’re sure to find something that resonates with how you feel right now.
Let music lend you its strength to reset your mood and move forward toward tomorrow!
- Melancholic Vocaloid songs: masterpieces that pierce the heart
- [Sweet and Sour] Vocaloid Unrequited Love Song Collection [Bittersweet]
- [Tearjerker] A compilation of Vocaloid songs that make you cry
- [Hits Home] A Special Feature on Dark/Vent Vocaloid Songs
- [VOCALOID] Heartbreak Song Ranking [2026]
- [Yandere] A Special Feature on Chilling Vocaloid Love Songs
- [Sentimental/Emotional] A Collection of Vocaloid Songs That Shake the Heart [Moving Songs]
- Vocaloid Love Song Special [Heart-Pounding, Tearjerkers, etc.]
- Vocaloid Songs for When You Want to Cry [Moving and Heart-wrenching]
- [Karaoke] A compilation of Vocaloid songs that are easy to sing even for people with low voices
- The power of words. A special feature on Vocaloid songs with great lyrics
- [Feelings] A selection of Vocaloid songs with lyrics that resonate [Message]
- [Female Heartbreak Song] A soul-stirring song dedicated to you, who loved with all your heart.
[Heart-wrenching] Vocaloid Breakup Songs: Masterpieces of Love That Make Your Chest Ache (21–30)
liarmezame P
It’s a heartbreak song with a bubbly, cute vibe.
In keeping with the upbeat feel, it sounds like she’s singing straightforwardly and matter-of-factly, but there’s still something that lingers in the heart, and that really hits you.
This content comes precisely from the fact that it’s not something you can just give up on easily.
The Last RevolverAku no P
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.
[Heart-wrenching] Vocaloid break-up songs: classic love tracks that make your chest ache (31–40)
Kurayasukoppu
The 30th song by Sukoppu included on the album “Heroinicity.” The PV was created by Senka.
It portrays a delicate heart that’s been hurt and filled with regret, shedding tears at night.
It’s moving from the very intro.
There’s a poignant wish to feel glad to have been born into this world.
Heartbreak repeaterTakanon
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.
cutting line40mP
It’s an upbeat breakup pop song featuring bright brass sounds and innovative lyrics.
The sound is catchy and classic.
The music video is crafted like a flipbook, with the story unfolding along with the song.
And the image changes centered around the cut line—what a great idea.
It’s also fun how the illustrations express the imagery of the lyrics.
love dollDECO*27
Judging from the title, this song exudes a slightly mature atmosphere.
It’s a rock sound with an easy-to-listen-to melody.
The mood is easy to grasp, and the lyrics sink in naturally.
However, the lyrics revolve around the themes of mad love and separation, making the content very deep.
The profound lyrics and the vocal timbre add depth to the song.
Calc.Jimii Samu P
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.
