Rascal Flatts/Tear Jerker

"Skin (Sarabeth)", about a young cancer patient who survives but loses all of her hair, and frets about the prom until she sees her prom date, who shaves his head out of sympathy.
"Ellsworth". A moving tribute to a grandmother with Alzheimer's — the only thing she can remember is Ellsworth, Kansas in the 1960s.
"What Hurts The Most" is another one. Made even more tearjerking when Danny Gokey did a beautiful rendition on American Idol to pay tribute to his recently deceased wife. You can hear the heartbreak in his voice.
"Why" is a song asking why a friend committed suicide.
"Here Comes Goodbye" is fairly sad in and of itself, but considering the video shows a dead child telling a recently deceased man, "It's not bad, there's no more goodbyes here" ...
This tribute to Caylee Anthony, which was co-written by lead singer Gary Levox.