Head to Head
| Singapore Premier League | 2019/09/18 11:45 | Lion City Sailors FC v Young Lions | L | 0-3 |
| 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 |
Home History
| Singapore Premier League | 2020/10/24 09:30 | Albirex Niigata Singapore v Lion City Sailors FC | L | 3-2 |
| Singapore Premier League | 2020/10/18 09:30 | Lion City Sailors FC v Geylang International | W | 4-0 |
| Singapore Premier League | 2020/03/18 11:45 | Tampines Rovers FC v Lion City Sailors FC | L | 4-0 |
| Singapore Premier League | 2020/03/06 11:45 | Tanjong Pagar United v Lion City Sailors FC | D | 1-1 |
| Singapore Cup | 2019/10/23 11:45 | Tampines Rovers FC v Lion City Sailors FC | L | 3-0 |
| Singapore Cup | 2019/10/19 09:30 | Warriors FC v Lion City Sailors FC | D | 2-2 |
| Singapore Premier League | 2019/09/29 12:15 | Albirex Niigata Singapore v Lion City Sailors FC | L | 1-0 |
| Singapore Cup | 2019/09/25 11:45 | Lion City Sailors FC v Balestier Khalsa FC | L | 1-3 |
Away History
| Singapore Premier League | 2020/10/25 09:30 | Young Lions v Tanjong Pagar United | W | 2-1 |
| Singapore Premier League | 2020/10/18 09:30 | Young Lions v Albirex Niigata Singapore | L | 0-4 |
| Singapore Premier League | 2020/03/14 09:30 | Young Lions v Balestier Khalsa FC | L | 0-2 |
| Singapore Premier League | 2020/03/11 11:45 | Geylang International v Young Lions | L | 3-0 |
| Singapore Premier League | 2020/03/01 09:30 | Young Lions v Hougang United FC | L | 1-4 |
| World Club Friendlies | 2020/02/16 09:30 | Albirex Niigata Singapore v Young Lions | L | 3-1 |
| World Club Friendlies | 2020/01/23 11:17 | Geylang International v Young Lions | W | 0-3 |
| Singapore Premier League | 2019/09/29 12:15 | Tampines Rovers FC v Young Lions | D | 1-1 |