Head to Head
| Singapore Premier League | 2023/05/13 10:00 | DPMM FC v Lion City Sailors FC | D | 3-3 |
| Singapore Premier League | 2023/03/03 11:45 | Lion City Sailors FC v DPMM FC | W | 3-1 |
| Singapore Premier League | 2019/07/27 09:30 | Lion City Sailors FC v DPMM FC | W | 1-0 |
| Singapore Premier League | 2019/05/04 12:15 | DPMM FC v Lion City Sailors FC | L | 2-0 |
| Singapore Premier League | 2019/03/03 09:30 | Lion City Sailors FC v DPMM FC | L | 0-1 |
| Singapore Premier League | 2018/07/21 12:15 | DPMM FC v Lion City Sailors FC | W | 1-2 |
| Singapore Premier League | 2018/05/26 12:30 | Lion City Sailors FC v DPMM FC | W | 3-1 |
| Singapore Premier League | 2018/04/07 12:15 | DPMM FC v Lion City Sailors FC | L | 4-2 |
Home History
| Singapore Premier League | 2023/07/07 11:45 | Young Lions v Lion City Sailors FC | W | 0-4 |
| Singapore Premier League | 2023/07/01 10:00 | Tanjong Pagar United v Lion City Sailors FC | W | 1-7 |
| Singapore Premier League | 2023/06/25 10:00 | Lion City Sailors FC v Hougang United FC | W | 3-0 |
| Singapore Premier League | 2023/06/10 10:00 | Lion City Sailors FC v Young Lions | W | 4-1 |
| Singapore Premier League | 2023/06/07 11:45 | Lion City Sailors FC v Tampines Rovers FC | D | 1-1 |
| Singapore Premier League | 2023/06/01 11:45 | Balestier Khalsa FC v Lion City Sailors FC | W | 4-5 |
| Singapore Premier League | 2023/05/21 10:00 | Lion City Sailors FC v Albirex Niigata Singapore | W | 3-2 |
| Singapore Premier League | 2023/05/13 10:00 | DPMM FC v Lion City Sailors FC | D | 3-3 |
Away History
| Singapore Premier League | 2023/07/08 10:00 | DPMM FC v Albirex Niigata Singapore | D | 1-1 |
| Singapore Premier League | 2023/06/28 11:45 | Geylang International v DPMM FC | L | 2-0 |
| Singapore Premier League | 2023/06/24 10:00 | DPMM FC v Young Lions | W | 6-0 |
| Singapore Premier League | 2023/06/11 10:00 | DPMM FC v Albirex Niigata Singapore | L | 0-2 |
| Singapore Premier League | 2023/06/07 11:45 | DPMM FC v Hougang United FC | L | 2-3 |
| Singapore Premier League | 2023/05/28 10:00 | DPMM FC v Tampines Rovers FC | L | 0-1 |
| Singapore Premier League | 2023/05/20 10:00 | Balestier Khalsa FC v DPMM FC | L | 3-2 |
| Singapore Premier League | 2023/05/13 10:00 | DPMM FC v Lion City Sailors FC | D | 3-3 |