| 3. Round | 14/09/2019 | Apollon Limassol | - | Paphos FC | 3:2 |  |
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| 4. Round | 21/09/2019 | Omonia Nikosia | - | Apollon Limassol | 1:0 |  |
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| 1. Round | 27/09/2019 | AEK Larnaca | - | Apollon Limassol | 0:0 | |
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| 5. Round | 06/10/2019 | Apollon Limassol | - | Olympiakos Nikosia | 3:1 | |
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| 6. Round | 19/10/2019 | Ethnikos Achna | - | Apollon Limassol | 1:0 | ||||
| 9. Round | 10/11/2019 | Apollon Limassol | - | APOEL Nikosia | 1:1 | ||||
| 10. Round | 25/11/2019 | Doxa Katokopias | - | Apollon Limassol | 0:1 | ||||
| 11. Round | 01/12/2019 | Apollon Limassol | - | Nea Salamina | 4:1 | |
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| 12. Round | 08/12/2019 | Apollon Limassol | - | AEK Larnaca | 3:1 | |
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| 13. Round | 14/12/2019 | Apollon Limassol | - | Anorthosis Famagusta | 2:0 | |
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| 15. Round | 04/01/2020 | Apollon Limassol | - | Omonia Nikosia | 2:1 | |
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| 16. Round | 12/01/2020 | Olympiakos Nikosia | - | Apollon Limassol | 0:2 | |
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