RAG MusicHeartbreak Songs
A wonderful heartbreak song

A winter heartbreak song. A love song that's just too heartrending.

Winter is a happy season filled with events for lovers, like Christmas and Valentine’s Day.

But some people may be going through tough days—getting turned down by someone they like, or not being able to spend time with their partner.

So in this article, we’ve put together a collection of heartbreak songs perfect for winter.

If you “remember a past lover when winter comes” or are “sad after being rejected by someone you like,” please give them a listen.

You’re sure to find a song that resonates with your feelings.

May your heart be wrapped in a little warmth…

Winter heartbreak songs. Heart-wrenching love songs (21–30)

Goodbye is an emotionSakanakushon

Sakanaction / Goodbye Is Emotion -Music Video-
Goodbye is an emotionSakanakushon

“Sayonara Emotion” is Sakanaction’s 10th single.

Its lyrics and melody evocatively paint a bittersweet scene glimpsed through the steam of a canned coffee under a wintry sky.

Mirroring the song’s repeated phrases, the music video features repetitive actions like opening and closing doors.

Within a world that feels like you’re circling the same place over and over, a beautiful, majestic chorus eventually resounds, leading to a climactic moment where a single beam of light seems to break through.

It mysteriously fills you with the energy to head toward the light that’s sure to come after heartbreak.

snowTHC!!

THC!! 'Snow' OFFICIAL MUSIC VIDEO
snowTHC!!

Released independently in 2003 and re-released on a major label in 2005, this track by the Shonan-born crossover band THC!! is a classic that conjures warm memories in wintertime.

KANAMI’s translucent vocals intertwine exquisitely with Ritz’s groovy rap, while the hardcore-rooted, powerful band sound delivers a heat that won’t yield to the cold.

Set against a landscape of softly falling white, the lyrics—like holding onto feelings that won’t fade—are bittersweet yet forward-looking, conveying the protagonist’s determination to etch irreplaceable memories into their heart.

Chosen as the ending theme for TBS’s CDTV, it’s a song you’ll want to revisit every winter—perfect for nights spent with someone special or quiet moments of solitary reflection.

Winter heartbreak songs. Heart-wrenching love songs (31–40)

pure whiteBikkeburanka

Vickeblanka – Masshiro / Yui Aragaki × Ryuhei Matsuda double lead roles Insert song for NTV Wednesday drama “We Cannot Become Beasts”
pure whiteBikkeburanka

A track chosen as an insert song for the drama “We Cannot Become Beasts” starring Yui Aragaki and Ryuhei Matsuda.

It likens the sight of pure white snow piling up to the feeling of sadness accumulating within oneself.

Like this song, the sorrow of heartbreak keeps falling and piling up like snow.

In that sense, a winter breakup may feel more heartrending than one in any other season.

November RainCHiCO with HoneyWorks

November Rain / CHiCO with HoneyWorks
November RainCHiCO with HoneyWorks

This is the debut single released under the collaborative name CHiCO with HoneyWorks, featuring vocalist CHiCO and the creator team HoneyWorks.

It’s also included on their first album, “Sekai wa i ni Michiteiru,” and is known as the opening theme for the TV anime Ao Haru Ride.

The arrangement—centered on piano, acoustic guitar, and strings—has depth and clarity that, combined with its dramatic structure, heightens the sense of poignancy.

It’s a heart-piercing breakup song, perfect for the slightly lonely season from autumn into winter.

Blueberry Nightsmakaroni enpitsu

Macaroni Empitsu 'Blueberry Nights' MV
Blueberry Nightsmakaroni enpitsu

Macaroni Enpitsu is especially popular among people of the same generation for their heart-fluttering songs and music videos.

Their song “Blueberry Nights” is included on their second album, “hope,” released in 2020.

Although it features a male vocalist, it tells a story from a woman’s perspective, capturing bittersweet emotions.

She puts on a brave front toward the other person and wants to maintain a cool image, but deep down she’s full of regret and lingering attachment.

It’s a breakup song that unfolds as she finds her own way to process and settle the messy feelings inside.

Someday Merry ChristmasB’z

This is B’z’s winter classic, ‘Itsuka no Merry Christmas.’ Christmas is a happy day often spent by couples, but these lyrics remind me that there are probably just as many loves that never came to fruition as there are joyful days.

The fact that the present is a chair also suggests a pure, innocent love.

It’s a perfect heartbreak song for winter.

Winter, againGLAY

A signature ballad by GLAY that recorded one of their highest single sales.

TAKURO, who wrote the lyrics, is from Hokkaido.

Pay attention to the words that evoke the pure white winters of his hometown.

While the lyrics are basically about heartbreak—expressing that “even though we’re apart, I still think of you”—it would be wonderful to sing a song like this in front of a girl you like.