Tear-jerking Western breakup songs: recommended classics and popular hits

SomedayMariah Carey

Mariah Carey – Someday (Official HD Video)

A heartbreak song whose sorrow can only be conveyed by truly exceptional vocal prowess—it tightens your chest.

A smash hit from the 1990 debut album.

It’s a poignant track capturing a girl’s emotions as she bravely declares to the lover who left her, “You’ll regret dumping me someday!”

Say SomethingA Great Big World, Christina Aguilera

A Great Big World, Christina Aguilera – Say Something

With its straightforward and deeply emotional lyrics, this is the song “Say Something,” a collaboration between A Great Big World and Christina Aguilera, that feels like it could make you cry just by listening.

There’s always a reason when someone initiates a breakup, but it’s not something that can be easily put into words, is it? I feel like this song is filled with the feelings and unspoken words of the person left behind in such moments.

Cryin’Aerosmith

Aerosmith – Cryin’ (Official Music Video)

This is “Cryin’” by Aerosmith, a legend in the rock world.

It’s a song about a man who was abandoned by the person he was crazy about and is desperately struggling to forget that love.

It’s miserable and painful, yet he’s still intoxicated by how special that person was—a very romantic breakup song.

Lost in loveAir Supply

Air Supply – Lost In Love

For some reason, when I listen to this song, I can’t help but picture a seaside at dusk: the sound of waves and a sky painted orange.

It makes me feel as if I’ve actually gone to the ocean, and it’s so soothing.

If you’re tired from love and in need of healing, please give this song a listen!

Tears Dry On Their OwnAmy Winehouse

Amy Winehouse – Tears Dry On Their Own

Even though it’s a heartbreak song, it’s not dark—it’s bright—so I think it’s a track that helps you stay positive.

I found the lyrics like “your tears will naturally dry like the sun” really cool, and I ended up loving it.

I thought listening to it before your mood sinks will give you a boost.

Bad DayDaniel Powter

Daniel Powter – Bad Day (Official Music Video) [HD]

When I’m heartbroken and wondering why, listening to this song makes me feel like maybe I was just unlucky, and it lightens my heart a little.

It’s a song that, though it makes me feel really down, somehow helps me look forward.

I felt it was a song that could make things even a little easier emotionally.

The ReasonHoobastank

Hoobastank – The Reason (Official Music Video)

This song captures the bittersweet emotions of a man who deeply regrets having hurt her and decides to leave her in order to change himself.

With a relaxed tempo and a gentle, emotional tone, it’s the kind of song that might make you cry when you listen to it after a breakup.