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.
- Top 2026 Rankings of Melancholic Western Songs
- Sad Songs by Foreign Female Singers: Popular Song Rankings [2026]
- Breakup songs sung by female Western artists. World-famous classics and popular tracks.
- Western music ranking popular among women [2026]
- Top Happy Songs by International Female Artists: Popular Rankings [2026]
- Popular Western Ballad Songs Ranking [2026]
- Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits
- Most Moving Western Songs Ranking [2026]
- Top Tearjerker Western Songs Ranking [2026]
- Top Sad Songs by Western Female Singers: Popular Ranking [2026]
- Children’s Songs and Popular Hits Ranking by Western Female Singers [2026]
- Top Cry-Inducing Western Songs Ranking [2026]
- Top Foreign Pop Songs of Gratitude [2026]
Top 10 Heartbreaking Songs by Western Female Singer-Songwriters [2026] (Ranks 21–30)
IslandMiley Cyrus26rank/position
Let me introduce a deeply affecting, emotionally rich tropical ballad by Miley Cyrus that resonates at summer’s end.
Featured on her March 2023 album Endless Summer Vacation, the song stands out for its gentle sound that skillfully blends pop and reggae elements.
Anchored by the question of whether one has been left stranded on a deserted island or arrived in paradise, it portrays a complex emotional state swaying between loneliness and freedom.
The protagonist’s feelings, poised on the boundary between the end of a romance and a new beginning, are sung with aching tenderness over a mellow melody.
It’s a perfect track for quiet moments spent alone in the twilight of summer.
Rose Colored LensesMiley Cyrus27rank/position
Singer-songwriter Miley Cyrus.
Her release “Rose Colored Lenses” is crafted in a way that anyone can relate to.
At the very beginning of the song, we meet a woman who wakes up because of the strong sunlight streaming into her room.
It then depicts her heading out even though she doesn’t want to go into the heat.
It’s a classic summertime scenario, right? Another highlight is how a bittersweet love story unfolds alongside it.
When I Look At YouMiley Cyrus28rank/position
A poignant ballad that portrays the power of love to bring hope and comfort during difficult times in life.
Miley Cyrus’s soaring vocals are striking, resonating deeply with listeners.
Released in 2009 and featured on the soundtrack of the film “The Last Song,” this track beautifully expresses how true love can transform one’s life.
It’s especially recommended for those experiencing unrequited love or seeking to heal from heartbreak.
The presence of a loved one becomes a light in the darkness, helping one find hope amid despair—this song carries such a universal message of love.
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.
