*Hougang United 3-0 Brunei DPMM FC
| 06.12.2023 | Brunei DPMM FC | 0-2 | Hougang United | |
| 03.12.2023 | Hougang United | 1-0 | Brunei DPMM FC | |
Tampines Rovers 3-6 Lion City Sailors *
| 06.12.2023 | Lion City Sailors | 3-0 | Tampines Rovers | |
| 03.12.2023 | Tampines Rovers | 3-3 | Lion City Sailors | |