| 4. Round | 23/09/2019 | Enosis Neon Paralimni | - | APOEL Nikosia | 2:3 | ||||
| 8. Round | 03/11/2019 | Enosis Neon Paralimni | - | Apollon Limassol | 0:3 | ||||
| 9. Round | 10/11/2019 | Paphos FC | - | Enosis Neon Paralimni | 1:1 | ||||
| 10. Round | 23/11/2019 | Enosis Neon Paralimni | - | Omonia Nikosia | 0:2 |  |
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| 11. Round | 29/11/2019 | Olympiakos Nikosia | - | Enosis Neon Paralimni | 0:0 | |
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| 12. Round | 09/12/2019 | Ethnikos Achna | - | Enosis Neon Paralimni | 2:2 | |
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| 14. Round | 20/12/2019 | Anorthosis Famagusta | - | Enosis Neon Paralimni | 5:1 | |
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| 15. Round | 05/01/2020 | APOEL Nikosia | - | Enosis Neon Paralimni | 4:0 | ||||
| 16. Round | 13/01/2020 | Enosis Neon Paralimni | - | Doxa Katokopias | 1:0 | |
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| 19. Round | 09/02/2020 | Apollon Limassol | - | Enosis Neon Paralimni | 0:1 | ||||
| 20. Round | 15/02/2020 | Enosis Neon Paralimni | - | Paphos FC | 1:1 | ||||
| 21. Round | 22/02/2020 | Omonia Nikosia | - | Enosis Neon Paralimni | 3:0 | |
Cyprus