| 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 | ||||
| 1. Round | 27/09/2019 | AEK Larnaca | - | Apollon Limassol | 0:0 | ||||
| 2. Round | 02/10/2019 | Anorthosis Famagusta | - | Apollon Limassol | 3:1 | ||||
| 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 | ||||
| 7. Round | 26/10/2019 | Apollon Limassol | - | AEL Limassol | 1:2 | ||||
| 8. Round | 03/11/2019 | Enosis Neon Paralimni | - | Apollon Limassol | 0:3 | ||||
| 9. Round | 10/11/2019 | Apollon Limassol | - | APOEL Nikosia | 1:1 | ||||
| 10. Round | 25/11/2019 | Doxa Katokopias | - | Apollon Limassol | 0:1 | ||||
| 13. Round | 14/12/2019 | Apollon Limassol | - | Anorthosis Famagusta | 2:0 | ||||
| 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 | ||||
| 18. Round | 02/02/2020 | AEL Limassol | - | Apollon Limassol | 2:0 | |
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| 14. Round | 12/02/2020 | Paphos FC | - | Apollon Limassol | 3:2 |  |
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| 21. Round | 22/02/2020 | Apollon Limassol | - | Doxa Katokopias | 3:2 |
Greece