[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 (31–40)
A world without you is heartbreaking.CHIHIRO
Even as time passes, this song portrays the surge of sorrow that wells up when you recall memories of someone dear.
Because it’s based on CHIHIRO’s real experience of losing someone important, the expression of grief feels strikingly authentic.
With a piano-centered, heartrending sound, it vividly conveys the ache of feelings that can no longer reach their destination and the way sadness grows within the heart.
Another key point is that the remembered scenes are from ordinary, everyday life, which strongly underscores the pain of being unable to do even the simplest things anymore.
spin; weave; compose (e.g., a story)tota
Tota is an artist whose charm lies in her unadorned, sincere voice.
Since 2022, she has been sharing her music from home in the style known as a bedroom sound creator.
This song, released in 2023, features lyrics that express a wish—and offer encouragement—to live life to the fullest even in times of sadness or hardship, right up to the very end.
It’s curious how being alive can make us conscious of death, but the lyrics, which juxtapose life and death, are thought-provoking.
It’s a track you’ll want to listen to while savoring the words carefully.
lost itemVaundy
A superbly bittersweet pop song whose melodies and lyrics evoke a powerful sense of nostalgia and empathy.
Released in 2022, it was also featured in a new McDonald’s commercial.
In a long life, there are scenes of tears that stay with you, aren’t there? Sometimes you want to gather up the feelings you’re afraid you might forget.
In those moments, the message—It’s okay to cry your heart out, and if you can smile at the end, that’s enough—brings tears to your eyes.
By the time the song ends, it’s the kind of track that makes you feel like living earnestly in your own clumsy way.
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.
Cinderella BoySaucy Dog
When it’s hard to get over heartbreak, music can give you strength, right? “Cinderella Boy” is a poignant number that puts into words the indescribable feelings between lovers.
Released in 2021 by the rock band Saucy Dog, its music video—told through illustrations—is striking.
Warm guitar tones melt into the mid-tempo track, moving listeners deeply.
The lyrics vividly depict small, everyday moments, making it impossible not to relate.
It’s a song that resonates with anyone carrying an inexpressible sorrow.
[Tearjerkers] Songs So Bittersweet and Sad They Make Your Chest Tight (41–50)
yellowback number
Speaking of songs imbued with a bittersweet yet beautiful wish for a loved one’s happiness, “Yellow” comes to mind.
Created in 2021 by the rock band back number, known for crafting love songs from every perspective, it vividly portrays the kind of longing that keeps you thinking about someone you love—even when you know your feelings won’t reach them, even when you know it won’t come true.
You’ll also find solace in vocalist Iyori Shimizu’s tender yet powerful voice.
It’s a grand rock ballad resonating with the sound of beautiful strings.
Why not receive its message that stands beside the anxieties and heartache of unrequited love?
Changing seasonsren
Ren is a singer-songwriter who rose to fame on social media, earning overwhelming support from her generation for lyrics that feel real and relatable.
Her song “The Changing Seasons” is a love song so resonant that anyone who’s been heartbroken will be moved to tears.
Not limited to heartbreak, it captures that universal feeling we all know when we’re down—thinking “the world might as well end”—and expresses it in words that are simple yet beautiful.
The pain of feeling left behind comes through vividly: the seasons change, everything around you keeps moving on, and yet you alone remain standing still.
