There were several types of ancient reptiles that flew. Most famously the pterosaurs such as pterodactyl (Pterodactylus) were the 1st vertibrates to evolve flight.
Also it is quite likely that some species of the Dromaeosauridae family of theropod dinosaurs flew. They were later to evolve into birds. Infact the simularity between Dromaeosauride species and birds have led some scientist to argue for reclassification to birds.
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