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| 30.10.2019 | 13:30 | Olympiakos Nikosia | - | P.O. Xylotymbou | 5:3 (4:1) | |
| 13:30 | Onisilos Sotiras | - | Ethnikos Achna | 1:5 (0:0) | ||
| 27.11.2019 | 13:30 | AO Agia Napa | - | Paphos FC | 0:3 (0:0) | |
| 04.12.2019 | 13:30 | Othellos Athienou | - | Enosis Neon Paralimni | 2:3 (0:0) | |
| 13:30 | Akritas Chlorakas | - | Doxa Katokopias | 0:7 (0:3) | ||
| 13:30 | Apollon Limassol | - | Aris Limassol | 5:1 (0:0) |
