Head to Head
| Singapore Premier League | 2019/07/03 11:45 | Young Lions v Lion City Sailors FC | W | 0-1 |
| Singapore Premier League | 2019/04/06 09:30 | Lion City Sailors FC v Young Lions | W | 2-1 |
| Singapore Premier League | 2018/07/11 11:45 | Lion City Sailors FC v Young Lions | W | 2-0 |
| Singapore Premier League | 2018/06/23 09:30 | Young Lions v Lion City Sailors FC | D | 1-1 |
| Singapore Premier League | 2018/06/06 12:30 | Lion City Sailors FC v Young Lions | W | 4-1 |
| Singapore Premier League | 2017/10/31 11:30 | Lion City Sailors FC v Young Lions | W | 4-0 |
| Singapore Premier League | 2017/05/21 11:30 | Young Lions v Lion City Sailors FC | W | 1-2 |
| Singapore Premier League | 2017/02/27 11:30 | Lion City Sailors FC v Young Lions | W | 6-1 |
Home History
| Singapore Premier League | 2019/07/03 11:45 | Young Lions v Lion City Sailors FC | W | 0-1 |
| Singapore Premier League | 2019/06/29 09:30 | Lion City Sailors FC v Hougang United FC | L | 0-2 |
| Singapore Premier League | 2019/06/15 09:30 | Lion City Sailors FC v Warriors FC | D | 4-4 |
| Singapore Premier League | 2019/05/26 12:30 | Balestier Khalsa FC v Lion City Sailors FC | W | 2-4 |
| AFC Champions League Two | 2019/05/14 12:30 | Lion City Sailors FC v Kaya FC | W | 2-0 |
| Singapore Premier League | 2019/05/04 12:15 | DPMM FC v Lion City Sailors FC | L | 2-0 |
| AFC Champions League Two | 2019/04/30 08:00 | PSM Makassar v Lion City Sailors FC | L | 3-2 |
| Singapore Premier League | 2019/04/27 09:30 | Albirex Niigata Singapore v Lion City Sailors FC | L | 4-0 |
Away History
| Singapore Premier League | 2019/07/10 11:45 | Hougang United FC v Young Lions | W | 0-1 |
| Singapore Premier League | 2019/07/06 09:30 | Young Lions v Albirex Niigata Singapore | L | 1-2 |
| Singapore Premier League | 2019/07/03 11:45 | Young Lions v Lion City Sailors FC | L | 0-1 |
| Singapore Premier League | 2019/06/29 09:30 | Geylang International v Young Lions | W | 1-2 |
| Singapore Premier League | 2019/05/29 12:30 | Tampines Rovers FC v Young Lions | L | 4-0 |
| Singapore Premier League | 2019/05/17 12:30 | Warriors FC v Young Lions | L | 2-0 |
| Singapore Premier League | 2019/05/11 12:30 | Young Lions v Warriors FC | L | 0-2 |
| Singapore Premier League | 2019/05/03 11:45 | Balestier Khalsa FC v Young Lions | W | 0-1 |