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Breakup songs you’ll want to sing at karaoke: timeless hits to heal the heart

A painful heartbreak.

At times like that, shake off the sadness by singing and dancing at karaoke with friends!

From popular karaoke hits that will lift your spirits, our studio staff have selected some recommended breakup songs.

And sometimes, let yourself cry your heart out!

Breakup Songs You’ll Want to Sing at Karaoke [Healing the Heart] Classics (11–20)

Silent EveMidori Karashima

Midori Karashima / Silent Eve (Piano): Midori Karashima – Silent Eve (Piano)
Silent Eve Midori Karashima

Released in 1990, it was the theme song for the drama “Christmas Eve.” It is Karashima’s biggest hit.

The song is about a woman who falls in love with a man who already has someone, and resolves to leave him.

It’s also well-known as a Christmas karaoke song; the quiet, clear vocals match the slightly melancholy lyrics and are moving to listen to.

First LoveHikaru Utada

First love takes many forms depending on the person, but I imagine most of us had a love that didn’t come true.

No matter what form it took, the way a romance ends is unique to each individual.

A ballad that makes you want to listen while reminiscing about your first love.

From our joined handsback number

back number – From the Hands We Held
From the hands we held, by back number

Released in 2014, this is the 10th single.

It was used in a JTB Premium commercial.

The song expresses a man’s feelings as he realizes only now how important his former lover was.

His lingering affection for her is sung alongside various memories, which many listeners will likely relate to.

Blue BenchSasuke

Their debut single in 2004 peaked at No.

8 on the Oricon Singles Chart.

Covered in 2011 by Tegomass (Johnny & Associates), it became popular again and was the song that sparked Sasuke’s big breakthrough.

It pairs a refreshing melody with the poignant feelings and regret of a man who couldn’t speak his true mind.

When love endsRin-ne

When Love Ends – Rin-ne (Official Music Video)
When love ends, Rin-ne

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!

Someday at ChristmasDISH//

DISH// – Merry Christmas Someday [Official Video Short ver.]
Someday, Merry Christmas DISH//

It’s a high-energy, pop-style song packed with a man’s anxiety and pain as he prays to God about not having found a girlfriend since Valentine’s Day.

Technically it’s a heartbreak song, with lyrics overflowing with sadness.

Breakup Songs to Sing at Karaoke [Healing the Heart] Classics (21–30)

A Christmas CarolThe Mackshow

It’s a very nostalgic number.

That said, it’s a breakup song: it portrays a man who had been eagerly looking forward to meeting his girlfriend, only for snow to start falling and for her not to show up—he finally realizes she isn’t coming.

The energy is high.