| 1. Round | 25/08/2019 | AEL Limassol | - | Anorthosis Famagusta | 0:0 | ||||
| 4. Round | 22/09/2019 | Anorthosis Famagusta | - | Paphos FC | 2:0 | ||||
| 2. Round | 02/10/2019 | Anorthosis Famagusta | - | Apollon Limassol | 3:1 | ||||
| 9. Round | 09/11/2019 | Nea Salamina | - | Anorthosis Famagusta | 2:2 | ||||
| 10. Round | 24/11/2019 | Anorthosis Famagusta | - | Ethnikos Achna | 2:1 | ||||
| 11. Round | 30/11/2019 | AEK Larnaca | - | Anorthosis Famagusta | 1:2 |  |
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| 12. Round | 07/12/2019 | Anorthosis Famagusta | - | AEL Limassol | 2:0 | ||||
| 13. Round | 14/12/2019 | Apollon Limassol | - | Anorthosis Famagusta | 2:0 | ||||
| 14. Round | 20/12/2019 | Anorthosis Famagusta | - | Enosis Neon Paralimni | 5:1 | |
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| 16. Round | 12/01/2020 | Anorthosis Famagusta | - | APOEL Nikosia | 1:0 | ||||
| 20. Round | 16/02/2020 | Anorthosis Famagusta | - | Nea Salamina | 3:2 | ||||
| 21. Round | 23/02/2020 | Ethnikos Achna | - | Anorthosis Famagusta | 5:0 | ||||
| 22. Round | 01/03/2020 | Anorthosis Famagusta | - | AEK Larnaca | 1:2 |  |
Georgia