[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 heartbreaking and sorrowful they make your chest tighten (151–160)
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.
When Someone’s Wish Comes TrueUtada Hikaru
A song that evokes the emotions sleeping deep in the heart, portraying a poignant love.
Released by Hikaru Utada in 2004, it was used as the theme song for the film “CASSHERN.” A simple, piano-centered accompaniment blends with Utada’s clear, translucent vocals to deeply move the listener.
The pain of heartbreak and the ache of yearning for someone special resonate alongside the gentle, embracing tones.
It’s a song you’ll want to hear on nights when you’re thinking of someone and facing your own feelings.
Why not let Utada’s voice soothe you as you quietly shed a tear?
cosmos (flower)Yamaguchi Momoe
Tomorrow I’ll leave my parents’ home and finally get married.
This is a classic wedding song sung from the daughter’s perspective, capturing that mix of joy and bittersweet emotion.
Even if marriage changes her last name, she’ll never forget her gratitude to the parents who raised her—there’s a strong bond you can feel.
HANABI ～episode Ⅱ～Hamasaki Ayumi
It’s a number that brings a rush of bittersweet fragility to the heart, vividly portraying feelings of a love that scatters beautifully like fireworks.
Included on the single “&,” released in July 2003, it’s a perfect song for those carrying the pain of heartbreak or lingering attachment to the past.
Ayumi Hamasaki’s translucent vocals and the gentle melody provide comfort to listeners.
It’s recommended for moments when you want to look back on wistful late-summer memories or when you’re trying to overcome a farewell with someone important.
It hurts.Kiyoshi Ryujin
This is a single released in 2010 by singer-songwriter Ryuji Kiyoshi.
The song moves from piano-centered sounds into a grand, expansive atmosphere that truly stirs the heart.
While it can be seen as expressing the pain of unrequited love, the fact that the lyrics never explicitly state this makes it feel more like an expression of deeper, inner hurt.
The meticulous portrayal of feelings toward the person they love and the strained, wrung-out vocals make it a track that feels like an outpouring of emotional anguish.
