The 2019 Singapore Premier League season was Tampines Rovers's 24th season at the top level of Singapore football and 74th year in existence as a football club. The club competed in the , Singapore Cup, and the AFC Cup. Tampines Rovers were second placed in the Singapore Premier League and won the Singapore Cup, defeating Warriors FC in a 3-4 victory. Tampines Rovers was equal in points with Hanoi FC at the top of the table at the group stage in the AFC Cup but was second placed due to a lower goal difference and failed to proceed beyond the group stage.