Too many to name..
There are songs that make me cry, but not because they are sad. Then there all the ones that are REALLY sad.
Johnny Cast 'Hurt' is pretty dang sad.
Cat's in the Cradle- Harry Chapin
Concrete Angel - Martina McBride
Tears in Heaven - Eric Clapton
Hallelujah - Rufus Wainwright version is my fave
Alone Again, Naturally - Gilbert O'Sullivan
Only the Lonely - Roy Orbison (OK 'Crying' and 'In Dreams', too)
Without You - Harry Nilsson.
In choir we've done everything from 'Messiah' to Andre Crouch. But it's the simple ones that sneak in the back door and clobber you. I think it was "I Have Come To You" that was written and dedicated to a child that had died. It doesn't mention that in the song, but the childlike faith that is mature for it's years.... I've never gotten through it unscathed.
I would be amiss if I didn't include some operatic
tear-jerkers.
Federico's Lament - Cilea (He can't get her out of his head)
Siegfried's Funeral March - Wagner (Siegfried has a 'hunting accident')
Vesti La Giubba and Si Puo? Senore, Signori - Leoncavallo - Leoncavallo (The Clown discovers that his wife is having an affair)
Vecchia Zimirrara (ending of La Bohe'me) - Puccini (Death of Mimi)