| 1. Round | 23/08/2020 | Olympiakos Nikosia | - | AEL Limassol | 1:2 | ||||
| 2. Round | 29/08/2020 | Enosis Neon Paralimni | - | Olympiakos Nikosia | 1:2 | ||||
| 3. Round | 13/09/2020 | Olympiakos Nikosia | - | Doxa Katokopias | 1:2 | ||||
| 4. Round | 18/09/2020 | Ermis Aradippou | - | Olympiakos Nikosia | 0:1 | ||||
| 5. Round | 28/09/2020 | Olympiakos Nikosia | - | Paphos FC | 2:1 | ||||
| 6. Round | 03/10/2020 | Anorthosis Famagusta | - | Olympiakos Nikosia | 2:0 |  |
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| 7. Round | 19/10/2020 | Olympiakos Nikosia | - | Apollon Limassol | 0:1 | |
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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 | |
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| 10. Round | 08/11/2020 | Olympiakos Nikosia | - | Nea Salamina | 0:0 | ||||
| 16. Round | 24/12/2020 | Doxa Katokopias | - | Olympiakos Nikosia | 1:1 | ||||
| 14. Round | 28/12/2020 | AEL Limassol | - | Olympiakos Nikosia | 3:0 | |
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| 22. Round | 29/01/2021 | Omonia Nikosia | - | Olympiakos Nikosia | 1:1 | ||||
| 23. Round | 05/02/2021 | Nea Salamina | - | Olympiakos Nikosia | 1:2 | ||||
| 24. Round | 10/02/2021 | Olympiakos Nikosia | - | APOEL Nikosia | 2:3 |
Portugal
Guinea-Bissau