Early Life
Kiley was born in Chicago, Illinois, and raised Roman Catholic. He graduated from Mt. Carmel High School in 1940, and after a year at Loyola University Chicago he left to study acting at Chicago's Barnum Dramatic School. In the late 40s, he performed in Chicago-area summer stock theaters with actors such as Alan Furlan. Following a stint in the Navy, he returned to Chicago working as an actor and announcer on radio before moving to New York City. In New York he studied singing with Ray Smolover.
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