 Flynn began his senior career with his home town club of Workington, with whom he made his league debut as a 17-year-old amateur in December 1966.Having made occasional first-team appearances for the following eighteen months, Flynn was released in the summer of 1968.Flynn had intended to move to South Africa but a car accident delayed the move and Workington, having changed their manager, offered Flynn a new contract, prompting him to stay in England.