Saddest Songs Ranking [2026]

Calc.Jimii Samu P29rank/position

Calc.

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.

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Araki Jakkan

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Unrequited loveAimer30rank/position

Aimer “Kataomoi” MUSIC VIDEO (FULL ver.)

“Kataomoi” captured many hearts with lyrics that portray deep affection and bittersweet longing.

It’s a popular song by Aimer that carries the wish to fall in love again, even after being reborn.

Many fans resonate with the lyrics, which sing that love in the heart doesn’t change, even if feelings are one-sided or appearances do.

The strong will to keep thinking of someone dear is truly moving.

Released on the 2016 album “daydream,” it’s a song we especially recommend to anyone carrying the ache of unrequited love.

It’s sure to become a source of comfort.

Happy Endingback number31rank/position

back number – Happy End (full)

Produced in November 2016 as the theme song for the film “My Tomorrow, Your Yesterday,” this piece portrays the poignant feelings of a woman who has decided to part ways.

Though her love remains, she suffers because she must leave the person she cares for.

Inside, the pain makes her want to cry, yet she puts on a brave face and pretends to be fine with a smile.

These complex emotions are expressed with delicate nuance.

Written and composed by Iyori Shimizu and co-arranged with Takeshi Kobayashi, the song reached No.

3 on the Oricon weekly chart and was certified Double Platinum by the Recording Industry Association of Japan.

It is a song that deeply resonates with those who, despite the pain of heartbreak, are trying to move forward, and with anyone who has experienced parting from someone dear.

moonlightOnitsuka Chihiro32rank/position

Chihiro Onitsuka – Gekkou (Moonlight)

When it comes to Chihiro Onitsuka, her signature song is “Gekkou” (“Moonlight”).

Released in 2000, it was her second single.

Many people may strongly associate it with the hit drama Trick, for which it served as the theme song.

It’s a ballad that deeply resonates with those whose hearts are tired—one that can move you to tears.

If you’re holding in your pain or sadness and can’t let it out, it might be good to let yourself sink all the way down with a song like this.

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utatane

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not enoughwacci33rank/position

wacci 'Tarina i' Music Video

This is a heartbreak song overflowing with poignancy, capturing the emotional turmoil of trying to sever lingering feelings for an ex.

Featured on wacci’s 2019 album Empathy, the track stands out for its lyrics written from a woman’s perspective.

Though she still has feelings, the protagonist’s struggle to choose a clean break in order to move forward is deeply affecting.

Positioned as a side story to “Betsu no Hito no Kanojo ni Natta yo,” a one-take recording was also released in 2020.

It’s a must-listen for anyone who’s gone from mutual love to one-sided, or who wants to move on but can’t quite bring themselves to do it.

Fleeting eternityYasuha.34rank/position

［Eng Subs］Hatsune Miku – Ephemeral Eternity【Vocaloid Original Song】【Multilingual Subtitles】

A bittersweet love story spun on Miku’s singing voice.

Crafted by Yasuha.

and released in April 2023, it’s an R&B‑tinged ballad that gently accompanies those bearing the pain of heartbreak.

The fleeting memories of a fading love are portrayed through a soft melody and a transparent, pure vocal tone.

Immersing yourself in the emotion of how once‑happy times now feel like a burden makes your chest tighten.

This is a song that quietly stays by the side of your wounded heart.

Night of Osmanthuskinoko teikoku35rank/position

Kinoko Teikoku — Night of the Osmanthus

On an autumn night when the season’s presence deepens, have you ever found yourself stirred by a faint sweet scent that awakens old memories? Many people may have experienced a gentle recollection surfacing when they catch the fragrance of fragrant olive on a street corner.

This song by Kinoko Teikoku is a track from their album “Time Lapse,” released in September 2018.

The transparent vocals woven by Chiaki Sato and the nostalgic, emotional melody sink deeply into the heart.

On a quiet night spent alone, why not immerse yourself completely as you reminisce about a past love?