Head to Head
| Singapore Cup | 2022/10/31 11:45 | Young Lions v Lion City Sailors FC | D | 1-1 |
| Singapore Premier League | 2022/10/21 11:45 | Lion City Sailors FC v Young Lions | L | 2-1 |
| Singapore Premier League | 2022/08/13 09:30 | Young Lions v Lion City Sailors FC | L | 1-10 |
| Singapore Premier League | 2022/06/29 11:45 | Lion City Sailors FC v Young Lions | L | 5-1 |
| Singapore Premier League | 2022/04/06 12:30 | Young Lions v Lion City Sailors FC | L | 0-1 |
| Singapore Premier League | 2021/09/12 09:30 | Young Lions v Lion City Sailors FC | L | 1-3 |
| Singapore Premier League | 2021/05/22 09:30 | Lion City Sailors FC v Young Lions | L | 1-0 |
| Singapore Premier League | 2021/04/03 10:00 | Young Lions v Lion City Sailors FC | L | 1-3 |
Home History
| Singapore Premier League | 2023/04/11 12:30 | Young Lions v DPMM FC | D | 2-2 |
| Singapore Premier League | 2023/04/08 12:30 | Young Lions v Balestier Khalsa FC | L | 1-3 |
| Singapore Premier League | 2023/04/01 12:30 | Tanjong Pagar United v Young Lions | L | 2-1 |
| Singapore Premier League | 2023/03/18 10:00 | Young Lions v Hougang United FC | W | 2-1 |
| Singapore Premier League | 2023/03/09 11:45 | Young Lions v Tampines Rovers FC | L | 0-3 |
| Singapore Premier League | 2023/03/04 10:00 | Balestier Khalsa FC v Young Lions | L | 3-1 |
| Singapore Premier League | 2023/02/28 12:15 | Geylang International v Young Lions | L | 4-2 |
| Singapore Premier League | 2023/02/25 10:00 | Albirex Niigata Singapore v Young Lions | L | 3-0 |
Away History
| Singapore Premier League | 2023/04/10 12:30 | Hougang United FC v Lion City Sailors FC | W | 0-5 |
| Singapore Premier League | 2023/03/31 12:30 | Tampines Rovers FC v Lion City Sailors FC | L | 4-3 |
| Singapore Premier League | 2023/03/18 10:00 | Lion City Sailors FC v Balestier Khalsa FC | W | 3-0 |
| Singapore Premier League | 2023/03/15 11:45 | Lion City Sailors FC v Geylang International | W | 3-0 |
| Singapore Premier League | 2023/03/09 11:45 | Albirex Niigata Singapore v Lion City Sailors FC | L | 4-0 |
| Singapore Premier League | 2023/03/03 11:45 | Lion City Sailors FC v DPMM FC | W | 3-1 |
| Singapore Premier League | 2023/02/24 11:45 | Lion City Sailors FC v Tanjong Pagar United | W | 3-1 |
| Club Friendly List | 2022/11/24 12:30 | Lion City Sailors FC v Borussia Dortmund | L | 2-7 |
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