Melancholic Vocaloid songs: masterpieces that pierce the heart
This time, we’re introducing a collection of poignant, heart-piercing Vocaloid songs.
From love-themed tracks to ones that embrace feelings of loneliness, as well as deeply moving pieces, we’ve picked selections from many genres—so if you look, you’re sure to find a song that resonates with your heart.
These are all perfect for when you want to have a good cry or face your worries head-on.
Take your time to savor the story woven into each track, and be sure to check them out.
- [Hits Home] A Special Feature on Dark/Vent Vocaloid Songs
- [Sentimental/Emotional] A Collection of Vocaloid Songs That Shake the Heart [Moving Songs]
- [Tearjerker] A compilation of Vocaloid songs that make you cry
- Masterpieces of Vocaloid Ballads [Tear-Jerking / Heart-Wrenching]
- [Feelings] A selection of Vocaloid songs with lyrics that resonate [Message]
- [Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache
- Vocaloid Songs for When You Want to Cry [Moving and Heart-wrenching]
- [Deeply Moving] A Collection of Vocaloid Masterpieces That Comfort the Heart
- [Sweet and Sour] Vocaloid Unrequited Love Song Collection [Bittersweet]
- [Hot] A special feature on cool Vocaloid songs!
- [Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs
- [Carefully Selected] A Special Feature on Hidden Vocaloid Masterpieces
- [Trend] A collection of nostalgic Vocaloid songs we used to listen to a lot
Melancholic Vocaloid songs: masterpieces that pierce the heart (161–170)
Juvenile MarchMizore

Vocaloid producer Mizore, known for distinctive songs built on a unique atmosphere and sound, has gained popularity while also actively supporting other artists on guitar and piano.
The digital single Juvenile March features a piano-focused ensemble and a dramatic arrangement with repeated key changes that create an addictive pull.
The fragile vocals and resonant sound, despite the cryptic lyrics, evoke a poignant feeling that draws listeners into its world.
It’s a track that can’t be fully grasped in a single listen and makes you want to replay it again and again.
Chain Girlnoboru↑P

A song that starts with an extremely catchy melody, reminiscent of an anime theme.
Its portrayal of being bound in chains and forced into restriction resonated with students preparing for exams.
The way it builds up, breaking through toward the final chorus, is incredibly exciting.
It was released in 2009.
Heart-wrenching Vocaloid songs: unforgettable tracks that pierce the heart (171–180)
secretharumakigohan

A solitary, heartrending song by Harumaki Gohan, who rose to prominence with Galaxy Log.
In Galaxy Log, he brilliantly told a story of lovers’ precarious place in the world through the metaphor of the galaxy.
This time as well, he sprinkles words of stars and the cosmos throughout the lyrics, fully constructing the world of Harumaki Gohan.
Everyone lives carrying secrets, unable to share that pain with anyone…
The lyrical world here doesn’t feel confined to the realm of VOCALOID.
A powerful strength within melancholy! Harumaki Gohan, who also handles the illustration, is a talent we must keep our eyes on going forward.
Purple sunflowerKashii Moimi

Vocaloid producer Moimi Kashii, who has mastered a variety of VOCALOIDs and released many Hall-of-Fame tracks to date.
Their 48th song, “Purple Sunflower,” is a number that lingers in the ear with a transparent ensemble featuring delicate piano tones.
The lyrics, which try to create distance while still holding onto lingering feelings, evoke a sentimental world that suggests a complicated romance.
It’s a soulful pop tune whose melancholic melodies and rap tighten the chest.
Infinite DriftDorosubyouya

This piece lets you experience a sensation like drifting through the stillness of night.
It’s a track by Vocaloid producer Dorosu Heiya, released in July 2017.
The song portrays a stifling sense of being worn down by invisible walls, and the loneliness of a soul that still strives to move forward somewhere.
Airi Kizaki’s vocals are heartfelt and perfectly match the lyrical worldview.
It’s an ideal listen for nights when you want to quietly immerse yourself in the world of music.
On an irretrievable evening-4℃

This is a piece by the Vocaloid producer -4℃, known for an electronic style, with its music video released in August 2025.
The lyrics portray a “night beyond repair,” capturing feelings toward an irreversible moment shared with someone.
The sentimental theme intertwines with KAFU’s clear, translucent vocals to evoke a heart-wrenching poignancy.
The chill, lo-fi sound also fits the world of the song perfectly.
Unnecessaryisonosuke

Despite its light, breezy sound, this is a track that tightens your chest.
Created by Vocaloid producer isonosuke, it was included on the album “Chisei no Sei,” released in April 2024, with a music video released in September 2025.
Its charm lies in the stylish, piano-centered timbre and a deeply introspective worldview that seems to ask, “Do I deserve to be here?” The restrained inflection in Chisey’s vocals highlights the earnest message.
It’s perfect for nights when you want to think, or when you want to spend some quiet time alone—please give it a listen.


