[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.
- [Tearjerker] Songs that make your heart tremble with tears & moving tracks with lyrics that touch the soul
- [Just the Lyrics Make Me Cry] Tear-Jerking Songs That Touch the Heart
- Farewell Song: A goodbye song. A tearful parting song.
- Tear-jerking songs I want to sing at karaoke
- [Female Heartbreak Song] A soul-stirring song dedicated to you, who loved with all your heart.
- [Tearjerker Guaranteed!] A Heartbreak Song Told from a Male Perspective
- [Today's Tearjerker Song] Tear ducts destroyed! Timeless and trending tracks that will make you cry no matter what
- Tear ducts guaranteed to burst! Heart-wrenching masterpiece songs I’d recommend to Gen Z
- My heart aches with bittersweet pain! Breakup songs I’d recommend to Gen Z
- A tear-jerking love song. A love song that stays close to a hurting heart.
- Vocaloid Songs for When You Want to Cry [Moving and Heart-wrenching]
- Tear-jerking songs that will loosen your tear ducts, perfect for Instagram Stories
- Tear-jerking inspirational songs: recommended masterpieces and popular tracks
[Tear-Jerking] Songs So Bittersweet and Sad They Make Your Chest Tighten (211–220)
Song that Marks TimeLia

It’s the theme song of the 2008 anime CLANNAD AFTER STORY.
Written and composed by Jun Maeda and performed by the powerhouse duo with singer Lia, it was created by an unbeatable team.
The lyrics are so heartrending that they can bring you to tears just by reading them.
I recommend it even to those who aren’t CLANNAD fans.
Winter IllusionAcid Black Cherry
A winter ballad that sings of the heartbreak and poignancy of lost love and farewells.
Acid Black Cherry’s fourth single is memorable for yasu’s soaring high vocals and its nostalgic melody.
Released in January 2008, it captured many hearts, topping the Oricon daily chart, among other achievements.
The music video features AKIHIDE from BREAKERZ and others, and its dramatic storyline also drew attention.
It’s a recommended track for those who want to soothe the pain of losing someone dear during the cold winter season.
In conclusion
We’ve introduced plenty of heart-wrenching, bittersweet, and sad songs.
Did you find a track that feels like it stays by your side during tough and painful times? There were songs from various perspectives—breakup songs, songs that look back on life, and songs that think of a cherished person you can no longer meet.
I hope that listening to the music we featured has helped ease your sadness, even just a little.




