Paul Winchell (né Wilchinsky) was born in New York City to Solomon Wilchinsky and Clara Fuchs Wilchinsky. His early life was shaped by the Great Depression and his parents' immigrant experience.

Winchell developed a leg ailment (some sources indicate polio, though this is debated) as a child, which limited his mobility. During this time, he found comfort and entertainment in radio and ventriloquism.

Winchell learned ventriloquism from a book he found at a local library. He practiced diligently, honing his skills in front of a mirror and performing for friends and family.

By his teenage years, Winchell was performing ventriloquism at amateur shows and local venues. He quickly gained recognition for his talent and unique comedic style.

Winchell won the Major Bowes Amateur Hour radio show, a pivotal moment that launched his professional career and provided him with nationwide exposure.