[1] Lion City Sailors FC 4-1 Tanjong Pagar United [2] 2023-10-21 10:00
Stadium: Jalan Besar Stadium Round: 1
Head to Head
| Singapore Premier League | 2023/07/20 11:45 | Lion City Sailors FC v Tanjong Pagar United | W | 3-2 |
| Singapore Premier League | 2023/07/01 10:00 | Tanjong Pagar United v Lion City Sailors FC | W | 1-7 |
| Singapore Premier League | 2023/02/24 11:45 | Lion City Sailors FC v Tanjong Pagar United | W | 3-1 |
| Singapore Premier League | 2022/10/14 11:45 | Tanjong Pagar United v Lion City Sailors FC | W | 1-3 |
| Singapore Premier League | 2022/08/20 09:30 | Lion City Sailors FC v Tanjong Pagar United | W | 7-0 |
| Singapore Premier League | 2022/07/03 09:30 | Tanjong Pagar United v Lion City Sailors FC | W | 0-6 |
| Singapore Premier League | 2022/04/09 12:30 | Lion City Sailors FC v Tanjong Pagar United | W | 6-1 |
| Singapore Premier League | 2021/08/20 11:45 | Tanjong Pagar United v Lion City Sailors FC | W | 1-2 |
Home History
| AFC Champions League | 2023/10/04 12:00 | Kitchee v Lion City Sailors FC | W | 1-2 |
| Singapore Cup | 2023/09/25 11:45 | Balestier Khalsa FC v Lion City Sailors FC | W | 0-7 |
| AFC Champions League | 2023/09/20 12:00 | Lion City Sailors FC v Bangkok United | L | 1-2 |
| Singapore Premier League | 2023/09/16 10:00 | Lion City Sailors FC v Geylang International | W | 3-1 |
| Singapore Premier League | 2023/08/13 10:00 | Hougang United FC v Lion City Sailors FC | W | 2-8 |
| Singapore Premier League | 2023/08/04 11:45 | Tampines Rovers FC v Lion City Sailors FC | W | 2-5 |
| Singapore Premier League | 2023/07/31 11:45 | Lion City Sailors FC v Balestier Khalsa FC | W | 5-2 |
| Club Friendly List | 2023/07/26 11:30 | Lion City Sailors FC v Tottenham | L | 1-5 |
Away History
| Singapore Cup | 2023/09/25 11:45 | Tanjong Pagar United v Hougang United FC | W | 2-1 |
| Singapore Premier League | 2023/09/15 11:45 | Tanjong Pagar United v DPMM FC | D | 1-1 |
| Singapore Premier League | 2023/08/19 10:00 | Hougang United FC v Tanjong Pagar United | D | 3-3 |
| Singapore Premier League | 2023/08/11 11:45 | Tanjong Pagar United v Albirex Niigata Singapore | L | 2-3 |
| Singapore Premier League | 2023/08/05 10:00 | Tanjong Pagar United v Young Lions | W | 3-2 |
| Singapore Premier League | 2023/07/20 11:45 | Lion City Sailors FC v Tanjong Pagar United | L | 3-2 |
| Singapore Premier League | 2023/07/15 10:00 | Tanjong Pagar United v Geylang International | D | 2-2 |
| Singapore Premier League | 2023/07/11 11:45 | Tampines Rovers FC v Tanjong Pagar United | L | 2-1 |
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