Songs of Love and Heartache is the sixth greatest hits compilation album by American country artist Alan Jackson. It was released in the United States on November 2, 2009 on the Arista Nashville and Cracker Barrel labels. The album itself contains 12 songs, which consists of 7 singles, 3 album tracks, and 2 previously unreleased songs.
Stephen Thomas Erlewine of AllMusic writes, "Released exclusively through Cracker Barrel, the 2009 compilation Songs of Love & Heartache delivers upon its title's promise, serving up 12 tunes of romance won and lost, including two perfectly fine previously unreleased cuts."
Songs of Love and Heartache debuted at number 34 on the US Billboard 200 for the week of November 21, 2009, where it stayed for one week.