Three ancient Greek aviating allodynes

With Hermes Psychopomps wingèd head and foot in the background,
Ὕπνος—Sleep (left) and his twin brother Θάνατος—Death (right)
take up the corpse of Sarpedon for aerial transportation from
the Troad where he has perished in battle to his distant
native land of Lykia (Iliad 16: 682-3)

[Attic red-figure vase, end of 6th century b. C.]

More instances of wingèd Hermes

[Left: Attic black-figure vase, late 6th century b. C.
Right: frieze on a bronze cista, 3rd century b. C.]

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More ancient Greek fliers