| 2. Round | 18/09/2020 | Olympiakos Piraeus | - | Asteras Tripolis | 3:0 | ||||
| 3. Round | 26/09/2020 | Olympiakos Piraeus | - | Panetolikos | 2:0 | ||||
| 4. Round | 04/10/2020 | PAS Giannina | - | Olympiakos Piraeus | 1:1 | ||||
| 5. Round | 17/10/2020 | Olympiakos Piraeus | - | Atromitos | 4:0 |  |
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| 8. Round | 08/11/2020 | OFI Heraklion | - | Olympiakos Piraeus | 0:2 | ||||
| 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 | ||||
| 1. Round | 16/12/2020 | AEK Athen | - | Olympiakos Piraeus | 1:1 | ||||
| 13. Round | 20/12/2020 | Olympiakos Piraeus | - | AE Lárissa | 5:1 | ||||
| 14. Round | 03/01/2021 | Olympiakos Piraeus | - | AEK Athen | 3:0 | ||||
| 15. Round | 06/01/2021 | Asteras Tripolis | - | Olympiakos Piraeus | 0:4 | ||||
| 18. Round | 24/01/2021 | Atromitos | - | Olympiakos Piraeus | 0:1 | ||||
| 23. Round | 21/02/2021 | Olympiakos Piraeus | - | Aris Saloniki | 1:1 | ||||
| 26. Round | 14/03/2021 | AE Lárissa | - | Olympiakos Piraeus | 1:3 |
Germany
