[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 (171–180)
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!
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.
remainingYoshizawa Kayoko
Singer-songwriter Kayoko Yoshizawa has become popular for her distinctive voice, and in recent years she has also been involved in tie-ins for TV dramas and films.
“Nokotteru” (Still Left) has been one of her signature songs since its release in 2017.
The lyrics, which portray a girl coming home at dawn from Yoshizawa’s unique perspective, are so heartrending that you can’t help but want to keep listening.
I won’t forget you.Ōhara Sakurako
This song was released as an insert track for the film Chibi Maruko-chan.
Since the story centers on Maru-chan’s bittersweet first love, Sakurako Ohara drew attention for revealing a more mature side of herself—her makeup and costumes dramatically changed—marking a sharp turn from her usual bright and cute image.
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.
[Tearjerker] Songs so heartrending and sad they make your chest tighten (181–190)
Unchanging ThingsOku Hanako
This is an insert song from the 2006 animated film The Girl Who Leapt Through Time.
Hanako Oku is known for her piano-and-vocal performances, and she especially excels at poignant love songs from a girl’s perspective.
Among them, this particular song not only feels heartrending but also conveys a sense of beauty.
It might naturally bring to mind the face of someone you loved back in your school days.
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?