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| H | Tivoli Gardens | - | Cavalier FC | 0:1 | ||
| R | Cavalier FC | - | Tivoli Gardens | 0:0 | ||
| H: 25.09.2021 19:00 | R: 29.09.2021 21:30 | Sieger: Cavalier FC | ||||
| H | Mount Pleasant Academy | - | Waterhouse FC | 0:1 | ||
| R | Waterhouse FC | - | Mount Pleasant Academy | 1:1 | ||
| H: 25.09.2021 21:30 | R: 29.09.2021 19:00 | Sieger: Waterhouse FC | ||||
