Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits
There are times when, instead of listening to music to get pumped up or fired up, you deliberately want to listen to poignant or slightly sad songs and have a good cry alone, right?
Upbeat tracks that give you a push are great, but in this article we’ve researched and selected timeless, heart-wrenching English-language songs that empathize with listeners’ feelings, both old and new.
From classic standards to recent hits and the latest buzzworthy tracks, we’re bringing you a genre-crossing selection.
Try listening in whatever setting makes you feel most at ease—whether that’s in your bedroom or on a drive!
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Tearjerkers! Heart-wrenching Western songs — from timeless classics to the latest hits — (81–90)
Out of LoveAlessia Cara
Alessia Cara, a Canadian singer-songwriter who has earned strong support from many listeners by expressing human emotions straightforwardly.
Her song “Out of Love” also conveys, in a direct way, the feelings of a woman who has broken up with her boyfriend, paired with a melody imbued with quietude.
I Don’t Think That I Like HerCharlie Puth
When it comes to songs that capture the bittersweetness of love, you can’t leave out the work of American artist Charlie Puth.
Released in September 2022, this piece brilliantly conveys the pain of heartbreak and the anxiety of new love.
Puth’s clear, pure vocals and a melody that sinks into the heart resonate deeply with listeners.
The song portrays the complex emotions of a man worn out by dating games, taking a step back—and it’s something anyone who’s experienced heartbreak can relate to.
How about listening to it slowly in your bedroom and taking some time to face your feelings?
Slide AwayMiley Cyrus
Slide Away stands out with its mysteriously neither-bright-nor-dark melody.
It’s one of Miley Cyrus’s staple breakup songs.
That said, the lyrics are about her initiating the breakup, so depending on the person, it might actually feel refreshing, even cathartic (lol).
Love Is A BattlefieldPat Benatar
A heartbreak song written by Mike Chapman and Holly Knight.
It was released as a single in 1983 from Pat Benatar’s live album “Live from Earth.” The song became a hit in countries around the world, including the United States, Australia, Canada, and the United Kingdom.
Cut You OffSelena Gomez
Selena Gomez is known for having many lyrics that feel very real.
Her song “Cut You Off” is a work where that characteristic of hers stands out prominently.
The melody is mechanical and rhythmic, but the lyrics shape it into a rather cold breakup song.
Don’t Cry, Put Your Head On My ShoulderTom Odell
The new song released in May 2025 by British singer-songwriter Tom Odell is a truly exquisite ballad that resonates deep within the heart.
Its delicate, piano-centered arrangement is layered with his warm vocals, and the lyrics—centering on gentle comfort for those in sorrow—are profoundly moving.
Carefully crafted over a nine-month production period, the piece is positioned as the second single from the album “A Wonderful Life.” The music video, featuring his wife Georgie, has also drawn attention.
It’s the kind of track you’ll want to listen to alone on a quiet night—a masterpiece especially recommended for those facing life’s hardships or seeking emotional support.
Tear-Jerking! Heartbreaking Songs in Western Music — From Timeless Classics to the Newest Hits — (91–100)
Forget MeLewis Capaldi
Lewis Capaldi’s songs, which give voice to aching emotions, resonate with those carrying the pain of heartbreak.
Hailing from Scotland, he has continued to captivate listeners worldwide since his 2017 debut.
Released in September 2022, this work is a song born from personal experience.
Capaldi conveys the struggle between an unforgettable past and an uncertain future with his signature rich baritone voice.
Certified 2× Platinum in the UK, this track is perfect for quiet moments alone—whether in your bedroom or on a drive.