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| H | Omonia Nikosia | - | Doxa Katokopias | 4:1 (2:0) | ||
| R | Doxa Katokopias | - | Omonia Nikosia | 1:1 (0:1) | ||
| H: 06.02.2020 16:00 | R: 19.02.2020 18:00 | Sieger: Omonia Nikosia | ||||
| H | AEL Limassol | - | AEK Larnaca | 0:0 (0:0) | ||
| R | AEK Larnaca | - | AEL Limassol | 1:1 (1:1) | ||
| H: 12.02.2020 17:00 | R: 19.02.2020 18:00 | Sieger: AEL Limassol | ||||
| H | Anorthosis Famagusta | - | Nea Salamina | 1:1 (0:0) | ||
| R | Nea Salamina | - | Anorthosis Famagusta | 0:2 (0:1) | ||
| H: 19.02.2020 15:30 | R: 26.02.2020 16:00 | Sieger: Anorthosis Famagusta | ||||
| H | Apollon Limassol | - | Ethnikos Achna | 2:0 (1:0) | ||
| R | Ethnikos Achna | - | Apollon Limassol | 2:1 (1:0, 2:0) n.V. | ||
| H: 19.02.2020 16:00 | R: 26.02.2020 18:00 | Sieger: Apollon Limassol | ||||
