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| 1st(1st leg) | Omonia Nikosia | - | Doxa Katokopias | 4:1 (2:0) | ||
| 2nd (2nd leg) | Doxa Katokopias | - | Omonia Nikosia | 1:1 (0:1) | ||
| 1st(1st leg): 06/02/2020 15:00 | 2nd (2nd leg): 19/02/2020 17:00 | Winner: Omonia Nikosia | ||||
| 1st(1st leg) | AEL Limassol | - | AEK Larnaca | 0:0 (0:0) | ||
| 2nd (2nd leg) | AEK Larnaca | - | AEL Limassol | 1:1 (1:1) | ||
| 1st(1st leg): 12/02/2020 16:00 | 2nd (2nd leg): 19/02/2020 17:00 | Winner: AEL Limassol | ||||
| 1st(1st leg) | Anorthosis Famagusta | - | Nea Salamina | 1:1 (0:0) | ||
| 2nd (2nd leg) | Nea Salamina | - | Anorthosis Famagusta | 0:2 (0:1) | ||
| 1st(1st leg): 19/02/2020 14:30 | 2nd (2nd leg): 26/02/2020 15:00 | Winner: Anorthosis Famagusta | ||||
| 1st(1st leg) | Apollon Limassol | - | Ethnikos Achna | 2:0 (1:0) | ||
| 2nd (2nd leg) | Ethnikos Achna | - | Apollon Limassol | 2:1 (1:0, 2:0) aet | ||
| 1st(1st leg): 19/02/2020 15:00 | 2nd (2nd leg): 26/02/2020 17:00 | Winner: Apollon Limassol | ||||
