[Perfect for Autumn] Heartbreak songs that resonate with bittersweet feelings
Has anyone gone through a breakup now that autumn has arrived?
There are all kinds of heartbreaks—like the end of a blazing “summer fling,” or unrequited love that never came true after longing for so long.
Unlike summer, with its many fun events and liberating mood, autumn has a calmer atmosphere that can feel a bit lonely.
If you experience a breakup in such a season, you might feel even more wistful and sentimental than usual.
In this article, I’ll introduce heartbreak songs that perfectly match the autumn vibe.
They’re all gentle tracks that will stay close to your heart, so take your time and listen.
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[Perfect for Autumn] Breakup Songs That Comfort a Heavy Heart (71–80)
donutkobore

A new song that likens the aching pain of heartbreak to a donut hole will move you to the core.
Released by kobore in September 2024, the track portrays unfiltered feelings for an unforgettable lover.
The powerful drive of guitar rock meshes beautifully with delicate lyrics, creating a sound that resonates deeply with listeners.
In the music video, gorgeous visuals that shift between past and present enhance the song’s world.
It’s a track that stands beside anyone carrying the pain of a broken heart or the loss of someone important.
Also recommended for those who want to immerse themselves in kobore’s world, which delicately captures the loneliness of night and the joys, anger, sorrow, and pleasures of everyday life.
Street-corner TwilightShaneruzu

Now known by the name Rats & Star, the chorus group formerly called Chanels won popularity with a musical style rooted in doo-wop and soul.
Their third single, “Machikado Twilight,” was used 11 years after its release, in 1992, as an insert song for the film Memories of Tomorrow.
Its lyrics, which depict the growing distance between lovers as the blazing summer ends, evoke a poignant sadness that pairs well with autumn’s melancholy.
Marked by their trademark soulful choral work and a lively beat, it’s a quintessential autumn song of the 1980s.
Dried flowersYuuri

Dry Flower gained attention after a performance on the YouTube channel THE FIRST TAKE.
Singer-songwriter Yuuri released it in 2020, and it’s known as one of his signature songs.
Many listeners can relate to the lyrics, which depict the moment of parting with someone you love.
With its theme of dried flowers, it feels especially fitting to listen to during autumn, when the leaves are beautifully changing colors.
It’s a heartbreak song that portrays the drifting hearts and love between a couple.
Let his gentle voice soothe your heart as you listen.
[Perfect for Autumn] Heartbreak Songs That Soothe Your Sorrow (81–90)
missing youTomioka Ai

When it comes to autumn ballads that gently cradle a bittersweet heart, this is the song.
Ai Tomioka’s clear, luminous voice captures the emotions after a breakup beautifully.
It delicately portrays the loneliness and anxiety felt in everyday life, as well as the gradual shift toward looking forward.
Released in September 2024, this piece showcases her talents as a singer-songwriter to the fullest.
It’s perfect not only for those troubled by love, but also for moments when you feel like revisiting past romances.
Why not take your time and listen on a long autumn night?
Love and sorrowKano

A mid-tempo ballad that evokes bittersweet memories of love has been born.
Kano, known for her translucent vocals, delivers a track perfect for long autumn nights.
This work delicately portrays parting from a loved one and the feeling of loneliness, resonating deeply with listeners.
Released in October 2024, the song was produced by the popular Vocaloid producer Chouchou-P.
Kano’s voice beautifully expresses both heartache and strength, tightening the chest with emotion.
It’s a song that stays close to those carrying the pain of heartbreak or looking back on memories with someone precious.
and goodbyeosage

A bittersweet breakup song with a gentle, delicate tone that captivates the heart.
It portrays a relationship with a lover gradually changing and drifting apart, imbued with the regret that a magically ideal bond couldn’t exist in reality.
Released in September 2024, the track was created in collaboration with volume 3 of the shōjo manga “I Want a Love That Forgets You.” The music video also drew attention, featuring Riko Ishino, with vocalist Kenta Yamaguchi following in her footsteps in a story-driven format.
It’s a perfect song for those who have realized the precious things slipping away in everyday life and feel a sense of loss.
In conclusion
I introduced some breakup songs perfect for autumn.
They’re gentle, mellow tracks that sing of autumn scenery and heartbreak, and I think they’ll stay close to your heart.
Autumn can easily make us feel sentimental, but I hope listening to the songs featured in this article brings you comfort and gives you the strength to move forward again.



