 |
 |
| 1st(1st leg) | Harbour View | - | Cavalier FC | 0:5 (0:2) | ||
| 2nd (2nd leg) | Cavalier FC | - | Harbour View | 0:0 (0:0) | ||
| 1st(1st leg): 25/10/2023 01:00 | 2nd (2nd leg): 01/11/2023 00:00 | Winner: Cavalier FC | ||||
| 1st(1st leg) | Moca FC | - | SV Robinhood | 1:0 (1:0) | ||
| 2nd (2nd leg) | SV Robinhood | - | Moca FC | 3:2 (0:0, 1:0) pso | ||
| 1st(1st leg): 25/10/2023 23:00 | 2nd (2nd leg): 03/11/2023 00:00 | Winner: SV Robinhood | ||||
