i don't think dengue should have won either, most of the head was well made but the actual 'magic aspect' seemed forced and was poorly done.
Chab's head isn't much different, other than the fact it's the typical long eared elf girl instead of an old man, and the only thing that makes it 'magic' is the symbol on the forehead, which was done better than Dengue's. Head's are quite similar in that regard, but I believe the repetitiveness is what gives the head a lower grade, rather than if Chab never made a head before and entered the contest he would have easily won.