[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart
Some of you may have had the experience of mustering up the courage to confess your feelings on Valentine’s Day, only to have them not reach the person and end up heartbroken.
Even though you gathered your courage, hoping to be with the one you love, it’s hard not to feel down and think, “I tried so hard…”
At times like these, why not listen to some heartbreak songs to help heal the hurt?
In this article, we’ll introduce a range of breakup songs—from timeless classics that portray sorrowful love to tearjerkers by trending artists.
Whether you want a song to cry your heart out to, one that captures the feeling of not being able to let go, or something that lifts you up, you’re sure to find the perfect track for you.
Be sure to check them out!
- Recommended breakup songs for high school students: classic and popular J-pop tracks
- [Valentine’s Song] A sweet, bittersweet love song to listen to while getting chocolates ready
- [Tear-Jerking Breakup Songs] A curated selection of love songs that gently comfort a wounded heart!
- [Today’s Heartbreak Song] A poignant love song that gently wraps your wounded heart
- [2026] Japanese love ballads of tragic romance: classic masterpieces of sad love songs
- Classic and popular unrequited love breakup songs
- A winter heartbreak song. A love song that's just too heartrending.
- Breakup songs you’ll want to sing at karaoke. Heart-healing songs about parting ways.
- [Bittersweet] A Special Feature on Anime Breakup Songs [Sad]
- [Women Artists Only] Breakup Songs Recommended for Gen Z
- Masterpieces of bittersweet breakup songs. Recommended popular tracks.
- [Heartbreak Songs] A selection of poignant love songs that pierce the heart of those with unrequited love
- [Unrequited Love] Heart-wrenching Love Songs | A Roundup of Tear-Inducing Crush and Breakup Tracks
[Valentine’s Heartbreak Songs] Timeless and Popular Tracks to Heal a Wounded Heart (21–30)
for a whilerikon densetsu

A song by Divorce Densetsu that intertwines the melancholy of lost love with the strength to overcome it.
They say it took about three years from the start of their activities to complete this track.
Even as it feels the pain of letting go of a past relationship, its determination to move forward is sure to resonate deeply with anyone who’s been through a major parting.
For those who only suffer more by forcing themselves to forget, it feels like the song gently says, “It’s okay to be just as you are.” You can regret the past and worry about the future—just don’t give up on living in the present.
Doesn’t the creator’s warm message make your heart feel a little lighter?
chocolateieiri reo

It’s a popular song for Valentine’s Day! Leo Ieiri’s “Chocolate.” While it depicts a cute girl getting her Valentine’s chocolates ready, it also poignantly sings about time and feelings that got stuck on Valentine’s Day because things didn’t work out.
[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart (31–40)
fishback number

The lyrics about still having lingering feelings really resemble how I felt after my own heartbreak, so I can’t help but empathize deeply with this song.
Wanting them to come back and questioning why we broke up—those are thoughts anyone who’s been heartbroken goes through, I think.
The straightforward lyrics are truly tear-inducing.
Winter and Springback number

Released on January 24, 2024, back number’s single “Fuyu to Haru” (“Winter and Spring”) is a song that evokes the end of the cold season and the start of something new.
Produced by music producer Masanori Shimada, the track hints at a new chapter for the band.
Iyori Shimizu’s warm vocals are striking, and the music video released on YouTube features Anna Ishii.
The lyrics deftly weave together the pain of heartbreak with the hope that sprouts anew with the arrival of spring, arriving at the conclusion that it isn’t tied to any specific person while strongly conveying a message that suggests personal growth.
It’s a song I highly recommend to anyone who wants to rise from heartbreak while dreaming of a brighter future.
First LoveUtada Hikaru

A single cut from Hikaru Utada’s debut album “First Love,” released in 2016 and a massive hit.
Many may remember it as the theme song for the drama Majo no Jōken (A Witch’s Conditions), which depicted a forbidden love between a teacher and a student.
It’s only natural that you can’t easily forget someone you once loved deeply.
There might be more people than you’d expect who, while reminiscing about an old romance and thinking, “Even if I fall for someone else, I’ll probably end up remembering you again,” have stepped forward into a new relationship.
GoodbyeNishino Kana

A girl’s honest feelings when he suddenly breaks up with her.
They’ve parted, but she still wants to see him again, and it makes her believe that someday they definitely will.
It’s filled with the heavy emotions of a girl who got dumped, so men might find it intense, but it’s a beautiful song that sings about a girl’s genuine feelings.
Old-fashionedback number

A song by back number that became a hot topic as the theme song for the drama “The Biggest Love: With You Who Will Forget Me.” It’s not a breakup song, but it’s a love song I really want you to listen to when you’ve just gone through a breakup.
Right after a breakup, you probably still have feelings for that person.
Just because you were dumped doesn’t mean you can suddenly stop liking them, right…? This is a song I recommend for you in that situation.



