2016 Tampines Rovers FC season

The 2016 S.League season is Tampines Rovers's 21st season at the top level of Singapore football and 71st year in existence as a football club. The club also competed in the Singapore League Cup, Singapore Cup, Singapore Community Shield and the AFC Cup.

Quarter-final
Tampines Rovers won 5–2 on aggregate.

Semi-final
Tampines Rovers won 5-3 on aggregate.

Knockout stage
Bengaluru FC won 1–0 on aggregate.