The most haunting music you ever heard?

Dawn Upshaw, Sergio & Odair Assad Orpheus Chamber Orchestra, "Il la Luna Esta Muerta" on White Moon - Songs to Morpheus

John Williams and Yo Yo Ma, "The Invasion" on Seven Years in Tibet (Original Motion Picture Soundtrack)

Branford Marsalis Quartet "Eternal" on Eternal

Rickie Lee Jones "Comin' Back to Me" on Pop Pop

Jack Johnson "Belle" on In Between Dreams

amethystium, dead can dance, delerium and loreena mckennit.
all masters of their very fine craft.

Alison Krauss' "Jacobs Dream" off the CD "A Hundred Miles or More" should be added to the list. Haunting and heart wrenching.

I nominate "Ghost in the wind" by Richard Thompson. Especially the cut on his dvd "Live in Austin"

James Taylor singing "Overcoat" on Jerry Douglas' "Look Out For Hope" is both sad and haunting.

Dory Previn (anybody remember her?) "Doppleganger" This one really gave me the willies every time a buddy played it during my college "daze"

I think "Yulunga" from Dead Can Dance "Into the Labyrinth" fits this category too.