"Always Breaking My Heart" is the second single from American singer Belinda Carlisle's sixth studio album, A Woman and a Man (1996).

The song was written by Per Gessle from Swedish band Roxette, and a demo of the song recorded by Gessle was later released as a B-side of his single "Do You Wanna Be My Baby?

It remains Carlisle's final UK top-10 hit.

British magazine Music Week rated the song three out of five, writing, "Distinctively Belinda Carlisle, this hook-laden tune by Roxette's Per Gessle will see her straight back on the airwaves and high in the chart again.

"[2] The accompanying music video for "Always Breaking My Heart" was directed by Philippe Gautier.