O'Flynn first enjoyed success as a Gaelic footballer as a member of the Mallow Vocational School team that won the Cork County Vocational Schools' Championship in 1952.[2] He later lined out with Kilshannig and was part of the team that won the club's inaugural North Cork JAFC title in 1959, before winning a further three divisional titles in 1965, 1967 and 1968.[3] O'Flynn also lined out with divisional side Avondhu and won a Cork SFC title in 1961.[4]