Condon wrote and directed "Gods and Monsters" (1998). He based his screenplay on a novel by Christopher Bram. His screenplay won the Academy Award for Best Adapted Screenplay. "The New York Times" said Condon "may have been the most stunned person at the Academy Awards when his name was announced as the winner for the best adapted screenplay. He has struggled for years in Hollywood as a screenwriter and journalist and is unaccustomed to the hoopla that is now around him." He was nominated for the same award for his screenplay for "Chicago", based on the Broadway musical of the same name. He received a second Edgar Award for his "Chicago" screenplay as well.