Sheffield born left back Andrew Flynn began his football career with Midland League club Mexborough Town in 1920, having an unsuccessful trial with Brentford before joining Third Division (South) club Exeter City in May 1922, making his Football League debut against Southend United the same December. This wasn’t Flynn’s first game for The Grecians though as he lined up in goal for the City first team in an FA Cup tie at home to Boscombe in November 1922, after regular keeper Harry Fryer was injured. The full-back turned keeper kept a clean sheet to earn a 0-0 draw. Although he was to stay four seasons at St James’ Park, he was really only regarded as a squad player throughout, making handful of appearances in each of the seasons he was with the club. The only goal he scored for The Grecians came in a 1-0 win at Swindon Town in February 1924 when deputising at centre forward.
After being released by City at the end of the 1925-26 season having made 36 first team appearances, Flynn signed for Midland League club York City making his debut on 28th August 1926 in a 1-1 draw at home to Loughborough Corinthians. He was ever-present for York in the 1926-27 season, appearing in all of York’s 38 Midland League matches. He also played in York’s seven FA Cup games that season, in a run that saw the club reach the first round for the first time in its history, eventually being knocked out in the second round away at Grimsby Town on 11th December. Flynn missed two games the following season, He left York following the end of the season, having made 93 appearances in all competitions, joining Boston Town as a player and a trainer in the summer of 1928, his last known club before his eventual retirement.