Jones starred in the NBC television sitcom Ensign O'Toole from 1962–1963, produced by Four Star Television, portraying an easy-going and inexperienced officer on a U.S. Navy destroyer. Jones also recorded a singing album, Introducing Dean Jones, for Valiant Records.
As Ensign O'Toole was the lead-in show on NBC to Walt Disney's The Wonderful World of Color, Disney ordered a print of Jones' latest film Under the Yum Yum Tree to study. Disney signed Jones on for a string of Disney films in the 1960s and 1970s, beginning with That Darn Cat! (actress Hayley Mills' last film with Disney). His performance was so well-received that Disney used him for future movies including The Ugly Dachshund, Blackbeard's Ghost, and Snowball Express. He and Suzanne Pleshette were frequently paired in Disney's gimmick comedies.
Jones' signature Disney role would be as racecar driver, Jim Douglas in the highly successful The Love Bug series. He appeared in two feature films (The Love Bug and Herbie Goes to Monte Carlo), as well as a short-lived Herbie television series produced in 1982 and the made-for-TV movie The Love Bug in 1997.Jones is now semi-retired and currently lives in California.