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Eärendil cannot be dismissed simply as an half elf as if he were a lesser creature. He is the scion of arguably the noblest and most valiant lines of Elves and men, he has a Silmaril, and he is instrument of divine will within the cosmology of Arda. Ancalagon is greatest of dragons. But I think he had more than met his match. Anyone on foot is going to be at a major disadvantage from aerial assault. Ancalagon's size would be a disadvantage in a dogfight against a nimbler aircraft.
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“But Finrod walks with Finarfin his father beneath the trees in Eldamar.”
Christopher Tolkien, Requiescat in pace
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