[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)
far; distant; by farsupittsu
It’s the 23rd single released by Spitz in 2001.
A fantastic world unfolds, drawing listeners into another dimension.
You could call it a love song, and you could also hear it as New Age-style rock.
The endlessly heartrending lyrics bring you to tears.
powder snowRemioromen
Although some time has passed since its release, this is still a hugely popular karaoke classic and a standout ballad.
It’s a massive hit by Remioromen, a three-piece rock band from Yamanashi Prefecture, released in 2005 as their eighth single.
After being featured as an insert song in the drama “1 Litre of Tears,” it reached a wide audience.
Above all, the chorus is searingly passionate—the vocals cut deep, as if laying bare every feeling in the heart.
It’s a quintessentially bittersweet song that you’ll want to listen to in winter.
Snow BlossomNakajima Mika
Mika Nakashima has released numerous hit songs and become one of the charismatic singers of J-POP.
When it comes to her signature tracks, many people probably think of “Yuki no Hana.” Its heartrending vocals and melody, clear and pure like falling snow, truly resonate with the heart.
It’s also a karaoke staple, so give it a try.
Secret of my HeartKuraki Mai
When it comes to Mai Kuraki, many people associate her with singing theme songs for the TV anime Detective Conan.
Released in 2000, Secret of my Heart was the first collaboration between Mai Kuraki and Detective Conan.
Among all the songs related to Detective Conan, it set the all-time sales record, which still hasn’t been broken.
For those who watched Conan around that time, it’s a song that likely brings back a sense of nostalgia.
Togetsu Bridge ~Thinking of You~Kuraki Mai
An original theme song written for the film Detective Conan: The Crimson Love Letter, it’s a Kyoto-themed track that closely reflects the story.
The music evokes vivid scenery filled with autumn leaves, while its sound conveys the wistful atmosphere of the fall season.
The poignant lyrics, which express longing for someone dear and the pain of not being able to see them, leave a strong impression.
The sound grows grander toward the chorus, as if embodying feelings that swell little by little.
