| 1. Round | 23/08/2020 | Olympiakos Nikosia | - | AEL Limassol | 1:2 | ||||
| 4. Round | 18/09/2020 | Ermis Aradippou | - | Olympiakos Nikosia | 0:1 | ||||
| 5. Round | 28/09/2020 | Olympiakos Nikosia | - | Paphos FC | 2:1 |  |
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| 6. Round | 03/10/2020 | Anorthosis Famagusta | - | Olympiakos Nikosia | 2:0 | |
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| 8. Round | 25/10/2020 | Ethnikos Achna | - | Olympiakos Nikosia | 1:3 | ||||
| 9. Round | 01/11/2020 | Olympiakos Nikosia | - | Omonia Nikosia | 1:0 | ||||
| 11. Round | 21/11/2020 | APOEL Nikosia | - | Olympiakos Nikosia | 0:1 | ||||
| 12. Round | 27/11/2020 | Olympiakos Nikosia | - | Karmiotissa Polemidion | 3:2 | ||||
| 14. Round | 28/12/2020 | AEL Limassol | - | Olympiakos Nikosia | 3:0 | ||||
| 17. Round | 02/01/2021 | Olympiakos Nikosia | - | Ermis Aradippou | 0:0 | ||||
| 18. Round | 07/01/2021 | Paphos FC | - | Olympiakos Nikosia | 5:0 | ||||
| 25. Round | 14/02/2021 | Karmiotissa Polemidion | - | Olympiakos Nikosia | 0:3 |
Greece