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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!

Tearjerkers! Heart-wrenching Western songs—from timeless classics to the latest hits—(111–120)

Lead Me OnFLETCHER

FLETCHER – Lead Me On (Official Video)
Lead Me OnFLETCHER

Fletcher’s song, which portrays love and inner conflict, expresses the ache of unrequited feelings and a journey of self-discovery.

Hailing from the United States, she released the track on January 25, 2024.

It garnered attention as the lead single from the album “In Search of the Antidote.” The Paris-set music video also became a hot topic, captivating viewers with its innovative visual aesthetic that incorporates the art of shibari.

The work skillfully depicts the turmoil of a heart wavering within an unfulfilling relationship.

Fletcher’s powerful yet delicate vocals resonate deeply with listeners.

It’s a must-listen for anyone struggling with love or in the midst of finding themselves.

Heavy In Your ArmsFlorence & The Machine

“Heavy In Your Arms” – Florence And The Machine [OFFICIAL]
Heavy In Your ArmsFlorence & The Machine

A dark, moody track featured on the soundtrack of the 2010 film The Twilight Saga: Eclipse.

Performed by the indie rock band Florence and the Machine, it sings about the weight of love and how, at times, it can become a burden between two people.

Heartbreak AnniversaryGiveon

GIVĒON – Heartbreak Anniversary (Official Music Video)
Heartbreak AnniversaryGiveon

American R&B singer Giveon captivates many listeners with his distinctive baritone voice and heartfelt lyrics.

This work is one of his signature songs, expressing the pain of heartbreak over a beautiful melody.

Released in March 2020, the track received high acclaim, including a nomination for Best R&B Performance at the following year’s Grammy Awards.

Giveon’s rich, resonant voice and lyrics that quietly lament lost love deeply resonate with anyone who knows the pain of a broken heart.

It’s a song you’ll want to listen to on a quiet night alone or when you’re trying to sort out your feelings.

Hold OnGood Charlotte

Good Charlotte – Hold On (Official Video)
Hold OnGood Charlotte

This is a song that was popular when I was in junior high school, and its direct message—that no matter how tough things are, time will make them easier—really resonates with me.

I think Good Charlotte, along with Simple Plan, appeals strongly to teenagers because they capture those uniquely adolescent feelings so well.

In The Living RoomMaggie Rogers

This is a recommended song for anyone who wants to sink into the memories of a bittersweet love.

The new track released in October 2024 by American singer-songwriter Maggie Rogers is a sentimental piece themed around heartbreak.

As she recounts memories from the living room and the pain of parting, the way she reflects on a past relationship leaves a strong impression.

It’s her first new song since her third album, “Don’t Forget Me,” released in April of the same year.

Co-produced with her longtime collaborator Ian Fitchuk, it features a sound rooted in rock and alternative folk.

With an emotional guitar riff, it’s a nostalgic yet uplifting ballad—one I highly recommend to anyone trying to move past the pain of a breakup.

I’ll Be Over YouTOTO

This is a song that drew a lot of attention as a ballad by a band famous for rock.

With its slow tempo and gentle mood far removed from rock, the melody makes it a very calming listen.

The music video, set against a sunset backdrop, also matches the impression of the song.

Now Is The HourThe 1975

Now Is The Hour (The New Look: Season 1 (Apple TV+ Original Series Soundtrack))
Now Is The HourThe 1975

A timeless, heart-stirring ballad has arrived from the UK’s The 1975.

Matthew Healy’s expressive vocals depict a profound longing for a lover far away.

Released in February 2024, the track also drew attention as part of the Apple TV+ series The New Look soundtrack.

Produced by Jack Antonoff, it rediscovers the allure of live instrumentation and delivers a fresh sound to listeners.

Resonating with anyone who has experienced long-distance love or a close parting, the song sings of hope for reunion.

With the warmth and depth of a piece that feels like a classic across eras, it reaffirms The 1975’s multifaceted talent.