Top 2026 Rankings: Heart-wrenching Songs and Popular Tracks by Western Female Singer-Songwriters
This is a playlist of heart-wrenching songs by female singer-songwriters in Western music who write and compose their own work.
It’s packed with deeply emotional masterpieces that tighten your chest, so take your time and savor them fully.
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Top 10 Heartbreaking Songs by Western Female Singer-Songwriters [2026] (Ranks 21–30)
Hopelessly Devoted To YouOlivia Newton-John29rank/position
Olivia Newton-John, a female singer from Australia who has many fans in Japan.
The love ballad she performed in the film Grease, in which she starred alongside John Travolta, is known in Japan by the title “Aisuredo Kanashi” (“I Love You, But It’s Sad”).
In this song, where Olivia sings, “I love you so much I can’t help myself,” the bittersweet feeling is turned up to 100%.
90 Days ft. WrabelP!nk30rank/position
Pink, who debuted as an R&B singer.
This song is a collaboration with Label.
It’s sung from both male and female perspectives about a love that can’t come true—one that can be erased after 90 days.
The somber sound evokes a deep sense of melancholy.
The two voices are powerful, which conveys just how strong their feelings are.
Top 2026 Ranking of Melancholic Songs by Western Female Singer-Songwriters (31–40)
True Love ft. Lily AllenP!nk31rank/position
A heart-stirring song that gives voice to the delicate emotions of a woman in love.
Featured on the album “The Truth About Love,” this track was created through a collaboration between P!nk and Lily Allen.
Its lyrics, where tenderness and frustration intersect, conceal the poignancy of unrequited love.
Released in Italy in June 2013, it lit up charts around the world.
It reached No.
1 in Poland and earned triple platinum in Australia, capturing the hearts of many.
It’s a song that gently stays by the side of anyone struggling with complicated feelings for someone they like.
Each listen might spark a new sense of courage.
Good DaysSZA32rank/position
The end of summer brings a bittersweet feeling along with all the happy memories, doesn’t it? There’s a song by R&B artist SZA that gently stays close to that tender mood.
While swaying between past pain and regret, it seeks a glimmer of hope in the future, expressed through her husky, deeply emotive voice.
The lyrics’ world overlaps with the sentimental atmosphere of a summer evening, and listening to it makes your heart tighten.
Released in December 2020 and included on the album “SOS,” the track garnered major attention, reaching No.
3 on Billboard’s R&B/Hip-Hop Songs chart.
It’s perfect for a quiet night alone, when you want to bask in the memories of a joyful summer.
It’s a song filled with a kind of magic that gently wraps your wistfulness in warmth.