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Lovely Valentine

[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!

Playlist

[Valentine’s Heartbreak Songs] Masterpieces and Popular Tracks to Heal a Wounded Heart
show_chartTitlePlaylistReview
1eastEven if you wait for a miracleSaucy Dog
Even if you wait for a miracleSaucy Dogplay_arrow
Saucy Dog's earnest rock ballad
2eastSnow WhiteMarushii
Snow WhiteMarushiiplay_arrow
A bittersweet winter love ballad from a Fukuoka-born band
3eastwishsumika
wishsumikaplay_arrow
sumika's bittersweet unrequited-love ballad
4eastIMrs. GREEN APPLE
IMrs. GREEN APPLEplay_arrow
Mrs. GREEN APPLE’s hidden gem ballad
5eastStardust VenusAimer
Stardust VenusAimerplay_arrow
A ballad that portrays the pain of parting
6eastHappy Endingback number
Happy Endingback numberplay_arrow
A poignant love song that portrays the sorrow of parting
7eastBecause I fell in loveaimyon
Because I fell in loveaimyonplay_arrow
Aimyon views heartbreak positively
8eastPretenderOfisharu Higedan Dism
PretenderOfisharu Higedan Dismplay_arrow
Uplifting support songs to listen to after a heartbreak that help you move forward
9eastI can’t bring myself to hate (you/it).ren
I can’t bring myself to hate (you/it).renplay_arrow
A heartrending love song that portrays the pain and feelings of heartbreak
10east366 daysHY
366 daysHYplay_arrow
Feelings for him that I just can’t forget
11eastIn loveHY
In loveHYplay_arrow
A positive love song about accepting heartbreak and growing from it
12eastI loved (it/you)erica
I loved (it/you)ericaplay_arrow
A song that gives you the courage to move forward from the pain of heartbreak
13eastDried flowersYuuri
Dried flowersYuuriplay_arrow
Yuri’s Heartbroken Love Song
14eastSo it wasn’t me, huh.riria.
So it wasn’t me, huh.riria.play_arrow
Lilia’s heartbreak song resonates with the younger generation
15eastEven if it’s nothing special, I’m thinking of you.Te ga kuriimu pan
Even if it's nothing special, I'm thinking of you.Te ga kuriimu panplay_arrow
A gentle song like a cream bun that soothes the pain of heartbreak
16eastlingering loveKitatani Ruki
lingering loveKitatani Rukiplay_arrow
A heartbreak song that still holds feelings for an ex-lover
17eastAfterword of Winteraibii karaa
Afterword of Winteraibii karaaplay_arrow
A heartbreak song in ivy color
18easttragic heroineMy Hair is Bad
tragic heroineMy Hair is Badplay_arrow
A poignant song that delicately expresses the pain of heartbreak
19eastloveUru
loveUruplay_arrow
A song that affirms heartbreak and turns it into growth
20eastI say byeimase
I say byeimaseplay_arrow
imase's song that portrays the pain of heartbreak and parting
21eastI don’t like it.yangusukinii
I don’t like it.yangusukiniiplay_arrow
A song that portrays the poignant emotions of lingering heartbreak
22eastforget-me-notAwesome City Club
forget-me-notAwesome City Clubplay_arrow
A love song, one of Awesome City Club’s signature works
23eastBAD LOVEHANA
BAD LOVEHANAplay_arrow
A song that expresses the conflict between love and hate with an intense beat
24eastan unrelated personKaneyori Masaru
an unrelated personKaneyori Masaruplay_arrow
A song that vividly portrays lingering attachment to a finished love
25eastroomshaitoopu
roomshaitoopuplay_arrow
Shy Toad’s heartrending love ballad
26eastI love you, I love you, I love youKōda Kumi
I love you, I love you, I love youKōda Kumiplay_arrow
Kumi Koda’s passionate ballad love song
27eastGoodbye, my beloved.Hana*Hana
Goodbye, my beloved.Hana*Hanaplay_arrow
A farewell ballad born from feelings for my grandfather
28eastbleachingaimyon
bleachingaimyonplay_arrow
Aimyon's 'Bleach' is a love song that depicts the pain of heartbreak.
29eastfor a whilerikon densetsu
for a whilerikon densetsuplay_arrow
The strength to move forward after lost love
30eastchocolateieiri reo
chocolateieiri reoplay_arrow
Leo Ieiri’s “Chocolate,” a Valentine’s song that sings of a bittersweet, aching love
31eastfishback number
fishback numberplay_arrow
Empathizing with lyrics that confront lingering feelings after a heartbreak
32eastWinter and Springback number
Winter and Springback numberplay_arrow
From heartbreak to hope, a new beginning from winter to spring
33eastFirst LoveUtada Hikaru
First LoveUtada Hikaruplay_arrow
Hikaru Utada’s smash hit song “First Love”
34eastGoodbyeNishino Kana
GoodbyeNishino Kanaplay_arrow
Even after breaking up, a woman's heart believes and waits
35eastOld-fashionedback number
Old-fashionedback numberplay_arrow
A classic heartbreak song by back number
36eastHappinessback number
Happinessback numberplay_arrow
Unrequited love song by back number
37eastballadKetsumeishi
balladKetsumeishiplay_arrow
Ketsumeishi’s heartbreak ballads heal the heart
38eastBittersweetarashi
Bittersweetarashiplay_arrow
A single that depicts a stormy love affair
39eastOverMr.Children
OverMr.Childrenplay_arrow
Mr.Children healing the pain of heartbreak
40eastMore than friends, less than loversAsa
More than friends, less than loversAsaplay_arrow
Introduction to songs that heal the pain of heartbreak
41eastEven if I wish and wish…8utterfly
Even if I wish and wish...8utterflyplay_arrow
A bittersweet breakup song that keeps thinking of the other person
42eastNAOHY
NAOHYplay_arrow
Heal the pain in your heart with classic breakup songs
43eastloveOku Hanako
loveOku Hanakoplay_arrow
I was shocked to see my crush together with his girlfriend.
44eastUntil the day I can no longer rememberback number
Until the day I can no longer rememberback numberplay_arrow
Heartbreak is the passage of time until the memories fade.
45eastI want to forget.wacci
I want to forget.wacciplay_arrow
A heartbreak song swayed by memories of the past
46eastSSWKoresawa
SSWKoresawaplay_arrow
An anthem that encourages moving forward after heartbreak
47eastTo you who didn’t choose meKoresawa
To you who didn’t choose meKoresawaplay_arrow
A song that expresses the pain of heartbreak in a pop way
48eastpinkshaitoopu
pinkshaitoopuplay_arrow
A heartbreak song that portrays the complex emotions of a woman who can’t forget, even after being betrayed
49eastBut,Takase Tōya & Ren
But,Takase Tōya & Renplay_arrow
A song that delicately portrays the pain of heartbreak and lingering attachment
50eastfireworksSandaime Jē Sōru Burazāzu fromu Eguzairu Toraibu
fireworksSandaime Jē Sōru Burazāzu fromu Eguzairu Toraibuplay_arrow
A song that cries over memories of a brief romance
51eastBefore GoodbyeAAA
Before GoodbyeAAAplay_arrow
The pain of parting despite love and the importance of happiness
52eastnever againBENI
never againBENIplay_arrow
A heartbreak song with a beautiful melody that makes you cry
53eastFated OneEXILE
Fated OneEXILEplay_arrow
A belated realization in an unrequited love song
54eastReal ValentineEXILE ATSUSHI
Real ValentineEXILE ATSUSHIplay_arrow
An emotional ballad that portrays the pain of heartbreak
55eastYou’re no longer here.FUNKY MONKEY BABYS
You're no longer here.FUNKY MONKEY BABYSplay_arrow
A song that cheerfully sings about heartbreak
56eastI just had a love sadder than anyone else’s.Flower
I just had a love sadder than anyone else's.Flowerplay_arrow
A poignant song that portrays the pain of heartbreak and a forward-looking spirit
57eastSnow WhiteFlower
Snow WhiteFlowerplay_arrow
Flower 'Snow White' is a masterpiece of healing
58eastAnswerHY
AnswerHYplay_arrow
HY's signature work that sings of the struggle and resolve of parting
59eastex-boyfriendJuliet
ex-boyfriendJulietplay_arrow
A hopeful song about bouncing back from heartbreak with a new love
60eastIf it’s not youKG
If it's not youKGplay_arrow
The feeling of being unable to forget an ex
61eastCurrent boyfriend, ex-boyfriendNatural radio station feat. Hiromi
Current boyfriend, ex-boyfriend Natural radio station feat Hiromiplay_arrow
For women torn between their current boyfriend and their ex
62eastSakura — I’m glad I got to meet you —RSP
Sakura — I’m glad I got to meet you —RSPplay_arrow
A classic song depicting the farewell and sorrow with a loved one
63eastSee you againSEAMO
See you againSEAMOplay_arrow
An upbeat song about heartbreak with lingering feelings
64eastYou look like an idiot.Saucy Dog
You look like an idiot.Saucy Dogplay_arrow
The deep emotion of Saucy Dog’s heartbreak songs
65eastI love you. ~100 Regrets~Sonar Pocket
I love you. ~100 Regrets~Sonar Pocketplay_arrow
A song that makes you reflect on lingering heartbreak and your present happiness
66eastGoodbye to youTiara
Goodbye to youTiaraplay_arrow
An anthem to help you overcome an unforgettable love
67eastFor those who have had their hearts broken by someone they love deeplyerica
For those who have had their hearts broken by someone they love deeplyericaplay_arrow
A song that portrays the pain of heartbreak and growth
68eastDay of Tearslecca
Day of Tearsleccaplay_arrow
The courage to overcome the pain of heartbreak
69eastlet gom-flo
let gom-floplay_arrow
A heartbreak song I heard at the club
70eastNight Sky (feat. Haji→)miwa
Night Sky (feat. Haji→)miwaplay_arrow
A tear-jerking song that conveys the bittersweet pain of heartbreak and gratitude
71eastThat’s not fair…arekunn
That’s not fair...arekunnplay_arrow
A heartrending love song that captures the feelings of someone who couldn’t confess their feelings and ended up heartbroken
72eastYou let me do as I please, and yet…arekunn
You let me do as I please, and yet...arekunnplay_arrow
A song about the heartache of an unrequited love
73eastMaplesupittsu
Maplesupittsuplay_arrow
A masterpiece that conveys a man's lingering feelings
74eastplaying loversmakaroni enpitsu
playing loversmakaroni enpitsuplay_arrow
Macaroni Empitsu’s bittersweet heartbreak song
75eastSomedayKōda Kumi
SomedayKōda Kumiplay_arrow
A song about moving forward and recovering from heartbreak.
76eastmerry-go-roundYuuri
merry-go-roundYuuriplay_arrow
Yuri’s heartbreak song depicts the regret of being unable to express her feelings.
77eastLast LoveKato Miria
Last LoveKato Miriaplay_arrow
Kato Miliyah’s heartbreak support song “Last Love”
78eastI love you more than anyone.Furuchi Toko
I love you more than anyone.Furuchi Tokoplay_arrow
singing about the bittersweet feelings of unrequited love
79eastGarnetOku Hanako
GarnetOku Hanakoplay_arrow
Hanako Oku's Garnet is a classic that colors the memories of youth.
80eastLast LoveOku Hanako
Last LoveOku Hanakoplay_arrow
A song portraying the sorrow and regret of a broken heart
81eastSparkleIkuta Rira
SparkleIkuta Riraplay_arrow
Lila Ikuta’s unrequited-love themed romance cheer song
82eastUnrequited loveShibata Jun
Unrequited loveShibata Junplay_arrow
A love song about the struggles of unrequited love
83eastI won’t fall in love anymore.Makihara Noriyuki
I won't fall in love anymore.Makihara Noriyukiplay_arrow
A bright, upbeat song about heartbreak that stays positive
84eastLove DrizzleShonan no Kaze
Love DrizzleShonan no Kazeplay_arrow
A song that coolly portrays the loneliness of heartbreak
85eastMetronomeYonezu Kenshi
MetronomeYonezu Kenshiplay_arrow
A Kenshi Yonezu song that depicts the loneliness of heartbreak and love
86eastI really hate it, but thank you.Aoyama Teruma
I really hate it, but thank you.Aoyama Teruma
Gratitude and Complex Feelings for My Ex-Boyfriend
87eastFlowers blooming in the night skyMEGARYU
Flowers blooming in the night skyMEGARYUplay_arrow
A forward-looking summer love song born from heartbreak
88eastme me sheRADWIMPS
me me sheRADWIMPSplay_arrow
A song that calmly spells out Yojiro Noda’s feelings of parting
89eastUnrequited lovemiwa
Unrequited lovemiwaplay_arrow
A ballad that sings of the heartache of unrequited love
90eastLove StoryAmuro Namie
Love StoryAmuro Namieplay_arrow
A positive love song about moving on from a breakup