Christopher Kreuzer wrote:
One example I know of is Glenn Flear winning the GLC Chess Challenge in 1986. This event followed the previous three events in 1980, 1982 and 1984 (sponsored by Phillips & Drew and organised with the GLC). The 1986 event was just the GLC. Flear, an IM at the time (he became a GM the following year), was a last-minute substitute for Karpov, and won the event ahead of a strong field. I'm not sure what the exact TPR and ELO differential was, but it is considered to be one of the big upsets in tournament history, and it got a lot of coverage because he got married during the event!
Or are you referring to single games only?
That was certainly remarkable, but scarcely in the major giant-killing stakes, since Flear was soon to be a GM and probably not that much lower rated than most of his opponents. But, as you say, I am really talking about individual games rather than overall tournament performances, and I had in mind more a non-titled and very low rated player defeating a GM say.
Incidentally, though I didn't specify this in my original post, I of course discount simultaneous games where naturally many an upset has occurred. Also I suppose a very low rated player drawing with a much higher rated player would count as a giant-killing of sorts - a giant-levelling perhaps?