[So touching it makes you cry] A heartbreakingly wistful and sad song that tightens your chest
A feeling like your chest is being tightly squeezed…
Heartbreak, parting from someone precious, the daily pains…
Here are some heartbreaking songs that will bring tears to your eyes when you listen.
We’ve gathered tracks for those who want to have a good cry or be comforted by songs that share the same feelings.
From timeless classics to the latest releases, we’re covering a wide range—so be sure to read to the end.
Even with sad songs, finding ones you can relate to helps you realize you’re not alone.
By the time you finish listening, your sadness and heartache might just turn a little more positive.
Let these wistful songs guide you, and allow yourself to honestly let out your weakness and pain as your emotions lead you.
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[Tearjerker] Songs so heartrending and sad they make your chest tighten (181–190)
LeoYuuri
Yuuri’s “Leo” is a song about parting with a beloved dog who was part of the family.
Released in 2022 on his debut album “Ichi,” it drew attention as a real tearjerker.
The lyrics are written from the dog’s perspective and overflow with deep love for the owner.
They depict days spent walking and playing together, as well as the loneliness during a time when they were a bit apart.
It reminds us that every single moment spent with someone important is precious and irreplaceable.
If you have a pet, you’ll surely relate—so please give it a listen!
[Tearjerkers] Songs so heartrending and sad they make your chest tighten (191–200)
AitaiKato Miria
This is a poignant number that resonates deeply when you’re in unrequited love, in a relationship, or dealing with heartbreak.
The painful lyrics depicting a love that won’t be returned are woven into a gentle melody.
“Aitai,” a song about the agony of wanting to see someone but being unable to, was released in 2009.
Miliyah Kato, a singer-songwriter from Aichi Prefecture, began her career in 2004 and has released numerous hit songs.
This track, too, is an eternal masterpiece that expresses the desire to be loved by just one special person.
Love fallsKato Miria
Since her debut as a female singer in 2004, Miliyah Kato has released hit after hit—especially among young women—and has now become a central figure in the J-POP scene.
In 2019, her 15th anniversary year, she released “Ai ga Furu” (“Love Rains Down”).
It’s a love song that sings of pure love, and when paired with its grand sound, it really strikes a chord.
planetariumOtsuka Ai
Sung by Ai Otsuka, Planetarium was released in 2005 as her 10th single and has been loved by many people for years.
This work is a sorrowful ballad about parting with a beloved person you can no longer meet.
From the tenderly aching vocals in the opening verse to the chorus where the feeling of “I want to see you” overflows, it’s hard not to tear up.
It’s also a song that carries a sense of nostalgia, so it may bring back memories of past love.
Let this song move you to tears and help lighten your heart, even just a little.
I love you.Otsuka Ai
A single released in 2004 by singer-songwriter Ai Otsuka.
It’s a sweet yet heartrending love song that directly portrays a woman in love—one of the key reasons for Otsuka’s popularity.
It depicts emotions overflowing as she looks back on the small memories she’s built with someone precious.
The sound is striking: gentle in tempo, yet powerful, as if hurling her feelings forward.
The lyrics, expressed in straightforward, resolute words, resonate deeply.
A Bouquet for YouUtada Hikaru
For those who have lost someone dear, I recommend listening to Hikaru Utada’s “Hanataba o Kimi ni.” It’s her fifth digital single, released in 2016.
The song was used as the theme for the NHK morning drama Toto Nee-chan and reached No.
1 on Billboard’s download chart.
It’s a song she dedicated to her mother, Keiko Fuji, who passed away suddenly in 2013.
The lyrics—offering a bouquet in place of the feelings you can’t fully express to someone precious—are heartwarming, yet the backstory makes it profoundly bittersweet.
Let’s count your kissesKoyanagi Yuki
Yuki Koyanagi is one of Japan’s most accomplished female vocalists.
Many female fans are surely captivated by her husky, powerful voice.
This track portrays the aching emotions of someone devastated, recalling kisses with a man she has since parted ways with.
