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Top Sad Songs by Western Female Singer-Songwriters: Popular Rankings [2025]

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.

Top 2025 Ranking: Melancholic Songs by Western Female Singer-Songwriters (21–30)

Hopelessly Devoted To YouOlivia Newton-John29rank/position

Mariah Carey, Olivia Newton-John – Hopelessly Devoted to You (from Around the World)
Hopelessly Devoted To YouOlivia Newton-John

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

P!nk – 90 Days ft. Wrabel (Official Video)
90 Days ft. WrabelP!nk

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.

Sad Songs by Western Female Singer-Songwriters: Popular Song Rankings [2025] (31–40)

True Love ft. Lily AllenP!nk31rank/position

P!nk – True Love (Official Video) ft. Lily Allen
True Love ft. Lily AllenP!nk

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

SZA – Good Days (Official Video)
Good DaysSZA

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.