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| H | Dunbeholden FC | - | Mount Pleasant Academy | 1:1 | ||
| R | Mount Pleasant Academy | - | Dunbeholden FC | 3:0 | ||
| H: 16.05.2023 00:00 | R: 23.05.2023 03:00 | Sieger: Mount Pleasant Academy | ||||
| H | Humble Lions | - | Harbour View | 0:2 | ||
| R | Harbour View | - | Humble Lions | 2:3 | ||
| H: 16.05.2023 02:30 | R: 23.05.2023 00:00 | Sieger: Harbour View | ||||
