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| 05/12/2018 | 12:30 | Aris Limassol | - | Alki Oroklini | 4:1 (1:1) | |
| 14:00 | Omonia Nikosia | - | Onisilos Sotiras | 3:0 (2:0) | ||
| 15:00 | Akritas Chlorakas | - | Anorthosis Famagusta | 0:7 (0:3) | ||
| 16:30 | Olympiakos Nikosia | - | Paphos FC | 0:5 (0:3) | ||
| 17:00 | Omonia Aradippou | - | AEL Limassol | 0:3 (0:2) | ||
| 19/12/2018 | 12:30 | Enosis Neon Paralimni | - | Digenis Oroklinis | 5:1 (4:0) | |
| 15:00 | PAEEK | - | Nea Salamina | 0:4 (0:2) | ||
| 17:00 | APOEL Nikosia | - | AO Agia Napa | 5:0 (1:0) |
