When Pigs Fly has been nominated for several awards. These include Best Costume Design at the Outer Critics Circle Awards for Howard Crabtree, Costume Design at The Hewes Awards for Howard Crabtree, Outstanding Costume Design at The Lortels for Howard Crabtree, Outstanding Costume Design at the Drama Desk Awards for Howard Crabtree, Outstanding Director - Musical at the Drama Desk Awards for Mark Waldrop, Outstanding Lyrics at the Drama Desk Awards for Mark Waldrop, and Outstanding Musical Revue at the Drama Desk Awards for Howard Crabtree's When Pigs Fly.