[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. Timeless painful-love classics (91–100)
forty-sevenMikito-P

This is a song that portrays the story depicted in “Sarishinohara” from another perspective.
It tells the love between an idol and an ordinary man, sung from the idol’s point of view.
Despite the pain, she puts on a smile and keeps going, crying out with a heart that feels like it’s cracking.
I hope you’ll listen to it together with the other related songs.
CampanellaSasakure-P

The song’s transparent, fragile atmosphere pairs perfectly with its distinctive lyrics, leaving a strong impression.
It’s inspired by Kenji Miyazawa’s Night on the Galactic Railroad, so if you know the story, you can enjoy it on another level.
If you haven’t read Night on the Galactic Railroad, I highly recommend experiencing it alongside the song.
[Heart-wrenching] Vocaloid break-up songs. Classic love tracks that make your chest ache (101–110)
All of me, to all of you.Lettuce P

It’s a song known for its straightforward title.
As we grow up, we forget some things, but the feelings for someone you love are eternal.
Because we were childhood friends who were always side by side, I kept my distance.
Still, I wanted to tell you how I felt.
It shows how complicated it is to be childhood friends.
In the end, my love for my childhood friend didn’t come true.
The regret of thinking, “If only I’d told you a little sooner,” pierces my heart.
A love that ended todayscrew-type

A heart-wrenching ballad that earnestly sings of the pain of parting.
Created by the Vocaloid producer Nejishiki, it was released in March 2023.
It’s a pop track infused with R&B elements, with GUMI’s translucent vocals weaving the story.
The lyric world brimming with deep sorrow tightens your chest.
If you’re carrying the pain of heartbreak, why not give this song a listen?
neurosisHachiya Nanashi

Neurosis, created by Nanashi Hachiya, portrays the messy tangle of emotions—anger, sadness, and more—after parting ways with someone you loved with your whole heart.
Even the tricky melody hints at the panic that comes with a breakup.
You poured so much love into it, only to be handed a cruel goodbye; now you’re timid about your next relationship, and even your past memories turn into darkness.
.
.
This is a song that empathizes with anyone who’s gone through a lingering “How dare you!” kind of breakup, offering a bit of catharsis as it stands by your side.
Dissolving Augustrefreshing

Sawayaka, who has been posting songs on YouTube since 2023, released their second track, “Melting August.” It’s a mid-tempo ballad featuring Hatsune Miku, crafted to portray the faint memories of summer days.
If you check it together with the music video, you’ll see that the song depicts feelings of first love from a boy’s perspective.
The nostalgic imagery and unfolding story are highlights, too.
The inclusion of sounds like melting ice and ocean waves is also a lovely touch.
Summer, heartbreak, guitar rockrapeseed oil

If you like rock, “Summer, Heartbreak, Guitar Rock” is also recommended.
It’s a track released by Vocaloid producer Nataneabura as a submission for Project Sekai NEXT.
As the title suggests, it’s a rock song centered around guitar sounds.
The exhilarating, fast-paced sound gives off a refreshing sense of youth.
While the lyrics depict heartbreak, listening to it might leave you feeling uplifted.
Why not give it a listen while reminiscing about a summer romance?