| 7. Round | 31/10/2020 | Olympiakos Piraeus | - | Apollon Smyrnis | 2:0 | ||||
| 8. Round | 08/11/2020 | OFI Heraklion | - | Olympiakos Piraeus | 0:2 |  |
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| 9. Round | 21/11/2020 | Olympiakos Piraeus | - | Panathinaikos | 1:0 | ||||
| 10. Round | 28/11/2020 | Aris Saloniki | - | Olympiakos Piraeus | 1:2 | ||||
| 11. Round | 05/12/2020 | Olympiakos Piraeus | - | Volos NFC | 4:1 | ||||
| 12. Round | 13/12/2020 | Lamia | - | Olympiakos Piraeus | 0:6 | ||||
| 18. Round | 24/01/2021 | Atromitos | - | Olympiakos Piraeus | 0:1 | ||||
| 19. Round | 27/01/2021 | Olympiakos Piraeus | - | PAOK Saloniki | 3:0 | ||||
| 20. Round | 31/01/2021 | Apollon Smyrnis | - | Olympiakos Piraeus | 1:3 |
Portugal