Their first official game of the season would be a trip to Yangon, Myanmar to take on Yangon United in the AFC Cup. A game in which they came from behind to beat Yangon United 3-1 after trailing at the end of the first half. Thanks to goals from Khairul Amri, Zehrudin Mehmedovic and Ryutaro Megumi. They would kick start their campaign in the AIA Singapore Premier League on 3 March 2019 against Hougang United at the Jalan Besar Stadium. After a streak of impressive wins, the team had a slight dip of form drawing the next 4 games, winning 2 and losing 2. At the same time top striker, Khairul Amri had left Tampines Rovers to sign for Felda United in the Malaysia Super League.