| 3. Round | 14/09/2019 | APOEL Nikosia | - | AEL Limassol | 3:0 | ||||
| 10. Round | 23/11/2019 | APOEL Nikosia | - | Paphos FC | 3:0 | ||||
| 11. Round | 02/12/2019 | Omonia Nikosia | - | APOEL Nikosia | 0:0 | ||||
| 13. Round | 16/12/2019 | APOEL Nikosia | - | Ethnikos Achna | 2:0 | ||||
| 14. Round | 21/12/2019 | AEL Limassol | - | APOEL Nikosia | 2:1 | ||||
| 15. Round | 05/01/2020 | APOEL Nikosia | - | Enosis Neon Paralimni | 4:0 |  |
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| 1. Round | 08/01/2020 | APOEL Nikosia | - | Olympiakos Nikosia | 4:2 | ||||
| 16. Round | 12/01/2020 | Anorthosis Famagusta | - | APOEL Nikosia | 1:0 | ||||
| 2. Round | 15/01/2020 | Ethnikos Achna | - | APOEL Nikosia | 0:0 | ||||
| 17. Round | 25/01/2020 | Doxa Katokopias | - | APOEL Nikosia | 0:3 | |
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| 18. Round | 02/02/2020 | APOEL Nikosia | - | Nea Salamina | 2:1 | ||||
| 5. Round | 05/02/2020 | APOEL Nikosia | - | Anorthosis Famagusta | 0:0 | ||||
| 19. Round | 08/02/2020 | AEK Larnaca | - | APOEL Nikosia | 1:0 |  |
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| 20. Round | 15/02/2020 | APOEL Nikosia | - | Apollon Limassol | 4:1 | |
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| 21. Round | 23/02/2020 | Paphos FC | - | APOEL Nikosia | 2:0 | ||||
| 22. Round | 02/03/2020 | APOEL Nikosia | - | Omonia Nikosia | 0:0 | |
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