Head to Head
| Singapore Cup | 2015/10/02 11:30 | DPMM FC v Lion City Sailors FC | W | 3-2 |
| Singapore Premier League | 2015/07/22 11:30 | Lion City Sailors FC v DPMM FC | D | 0-0 |
| Singapore Premier League | 2015/03/21 12:15 | DPMM FC v Lion City Sailors FC | D | 2-2 |
| Singapore Cup | 2014/09/26 11:45 | DPMM FC v Lion City Sailors FC | L | 2-3 |
| Singapore Cup | 2014/09/23 11:30 | Lion City Sailors FC v DPMM FC | D | 1-1 |
| Singapore Premier League | 2014/09/17 12:15 | DPMM FC v Lion City Sailors FC | L | 1-2 |