| 5. Round | 28/09/2020 | Olympiakos Nikosia | - | Paphos FC | 2:1 | ||||
| 11. Round | 21/11/2020 | APOEL Nikosia | - | Olympiakos Nikosia | 0:1 |  |
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| 12. Round | 27/11/2020 | Olympiakos Nikosia | - | Karmiotissa Polemidion | 3:2 | ||||
| 16. Round | 24/12/2020 | Doxa Katokopias | - | Olympiakos Nikosia | 1:1 | |
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| 14. Round | 28/12/2020 | AEL Limassol | - | Olympiakos Nikosia | 3:0 | |
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| 17. Round | 02/01/2021 | Olympiakos Nikosia | - | Ermis Aradippou | 0:0 | ||||
| 19. Round | 11/01/2021 | Olympiakos Nikosia | - | Anorthosis Famagusta | 0:3 | ||||
| 20. Round | 17/01/2021 | Apollon Limassol | - | Olympiakos Nikosia | 2:1 | ||||
| 15. Round | 20/01/2021 | Olympiakos Nikosia | - | Enosis Neon Paralimni | 0:1 | ||||
| 21. Round | 23/01/2021 | Olympiakos Nikosia | - | Ethnikos Achna | 1:2 | ||||
| 22. Round | 29/01/2021 | Omonia Nikosia | - | Olympiakos Nikosia | 1:1 | ||||
| 23. Round | 05/02/2021 | Nea Salamina | - | Olympiakos Nikosia | 1:2 | |
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| 25. Round | 14/02/2021 | Karmiotissa Polemidion | - | Olympiakos Nikosia | 0:3 | ||||
| 26. Round | 19/02/2021 | Olympiakos Nikosia | - | AEK Larnaca | 1:0 |
Cyprus