[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 [2025]
- [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]
- Music that comes to your heart. A collection of sad Vocaloid songs.
[Heart-wrenching] Vocaloid break-up songs: classic love tracks that make your chest ache (31–40)
CharlesBalloon
When it comes to Vocaloid songs, many people might think of this one.
It’s a signature track by Balloon, a Vocaloid producer who also works as the singer-songwriter Keina Suda, released in 2016.
It’s characterized by stylish chord progressions and a bouncy rhythm.
The lyrics depict a rift in feelings with someone important and the breakup that results from it.
The chorus melody sticks in your head after just one listen—you’ll find yourself humming it without thinking.
It’s an undeniable classic of the Vocaloid scene.
The First GoodbyeHONEY WORKS
A coming-of-age song whose poignant heartbreak story grips the heart.
It’s a HoneyWorks track released in September 2013.
An essential song for the plot of the novel “Suki Kirai,” published by Kadokawa Beans Bunko.
You can feel the sorrow of two people who must go their separate ways, and their wish to meet again someday—it brings you to tears.
It’s a song that gently supports those trying to move forward after a breakup.
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.
Losing youYasuha.
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.
Your body temperatureStag Beetle P
The piano and guitar sounds are striking.
It’s an up-tempo rock number by Kuwagata-P.
It’s one of the Vocaloid original songs that has reached a million views.
The song reflects on a former lover and features poignant lyrics about being unable to forget them, resonating with anyone who’s experienced heartbreak.
There’s no need to force yourself to hate them, right? I think it’s fine to keep loving them until you’re ready to move on.
[Heart-wrenching] Vocaloid break-up songs. Classic love tracks that make your chest ache (41–50)
Crybaby BoyfriendHONEY WORKS
“Riajuu bakuhatsu shiro!” is a phrase often used on the internet, but this song by the two of them makes you feel you never wanted them to blow up.
The part at the end where they sing almost like murmuring a cappella is unbearably poignant.
It’s also nice to see the growth of the boy who used to be a crybaby.
It gives you chills in the best way.
Calc.JimmySam-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.