Breakup songs you’ll want to sing at karaoke. Heart-healing songs about parting ways.
Many people probably vent the pain of heartbreak by singing their feelings out at karaoke.
From bittersweet songs that stay close to your sadness, to tracks that let you cry it all out and release your emotions, and even uplifting anthems that help you start looking forward—heartbreak songs come in many forms.
Sometimes, singing can help you face your feelings of heartbreak more directly.
In this article, we’ve gathered a wide range of breakup songs you’ll want to sing at karaoke.
You’re sure to find one that fits your feelings perfectly right now.
- Popular Heartbreak Song Rankings [2026]
- Breakup songs that are easy to sing at karaoke. Recommended classics and popular hits.
- A Tearful Farewell Song: A Love Song About Parting with Someone You Love
- [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
- Breakup songs that female college students will want to sing at karaoke
- [Tearjerker Guaranteed!] A Heartbreak Song Told from a Male Perspective
- [Female Heartbreak Song] A soul-stirring song dedicated to you, who loved with all your heart.
- A heartbreak song that resonates in the chest of a man in his 60s: memories of youth woven by classic Showa-era masterpieces
- Bittersweet songs you’ll want to sing at karaoke: recommended masterpieces and popular tracks
- Masterpieces of bittersweet breakup songs. Recommended popular tracks.
- Sad songs I want to sing at karaoke
- Tear-jerking songs I want to sing at karaoke
Breakup songs you’ll want to sing at karaoke: soothing songs about parting (41–50)
Cotton HandkerchiefŌta Hiromi
This song was released in 1975, and it has been covered by many artists and is still loved by people of all ages.
The lyrics depict an exchange of letters between a man who moved to the city and a woman who stayed in their hometown.
It’s bittersweet, but I’m sure it’s a song that will get everyone excited.
Breakup songs you’ll want to sing at karaoke: heart-soothing farewell tracks (51–60)
While Listening to OliviaAnri
It was the debut single and her biggest hit.
The Olivia in the title refers to the British singer Olivia Newton-John, and the song’s protagonist is a woman who enjoys listening to her.
It conveys a distinctly feminine strength—the resolve not to look back on a love that has ended or on the person she once loved.
Close your eyesHirai Ken
This is a song by Ken Hirai that expresses deep feelings for a lost love and the ache of only being able to meet again in memories.
It gently portrays the sorrow of losing someone dear and the lingering thoughts for that person.
The sense of loss felt every morning upon waking and the image of continuing to search for a lover in memories will move listeners’ hearts.
Released in April 2004, the song was written as the theme for the film “Crying Out Love, in the Center of the World” and received high acclaim on many music charts.
It’s recommended for those who have lost someone important or who want to heal the pain of heartbreak.
Singing it with friends at karaoke will surely make your heart feel a little lighter.
I won’t fall in love anymore.Makihara Noriyuki
The title “I Won’t Fall in Love Anymore” reflects his true feelings.
Even so, to the girl he loved so much, he won’t say “I won’t fall in love anymore” as a mere show of bravado.
The song portrays the emotions of a man in love, and I think many men will find it relatable.
Blue amberback number
This back number song gives you such an indescribable feeling, doesn’t it? I think Iyori Shimizu is a genius at creating a sense of heartbreak.
The harmonies in this track are mostly in the chorus.
It’s basically an upper harmony, but the way the ends of phrases drop an octave and other clever choices in the harmonizing really amplify the bittersweet vibe.
In the final chorus, there’s a key change and the pitch goes up, so I think it’s good to sing a bit louder in falsetto so you don’t get overshadowed by the lead vocal.
A lot of people sing back number, so be sure to add these harmonies to your repertoire!
When love endsRin Oto
Born in 1999 and hailing from Fukuoka, Rin-ne is a rapper who’s gained popularity especially among younger listeners.
Rather than a hard-edged style, he’s known for a melodious approach that sits between mellow tracks, melody, and rap—earning support even from people who don’t usually listen to hip-hop.
“Koi ga Owareba,” a track from his third EP, “back alley,” released in December 2024, is quintessential Rin-ne: a standout song featuring a chill, lo-fi hip-hop-inspired track, melodious rap, and sharp, clever wordplay.
Overall, there are plenty of sections where the melody is sung, and if you learn the lyrics and the phrasing breaks, it’s approachable even for those who aren’t confident with rap—plus, it’ll sound cool at karaoke!
crescent moonayaka
This ambitious work powerfully sings of the aching feelings of longing for a faraway lover.
Released as a single in September 2006, it showcases Ayaka’s outstanding expressive ability to the fullest.
The song is memorable for its forward-looking resolve to overcome parting and loneliness with a loved one, as well as its strong will to keep thinking of that person, while also conveying a sense of a positive future.
It was featured as the CM song for au’s “LISMO” and as the theme song for NHK General TV’s “Tsunagaru TV @ Human,” and it won the Best New Artist Award at the 48th Japan Record Awards.
It’s a song that offers comfort to those in long-distance relationships or anyone who has experienced a farewell with someone dear.