| 1. Round | 12/09/2020 | OFI Heraklion | - | Panetolikos | 1:1 | ||||
| 2. Round | 20/09/2020 | Lamia | - | OFI Heraklion | 1:2 | ||||
| 3. Round | 27/09/2020 | OFI Heraklion | - | Atromitos | 2:2 | ||||
| 6. Round | 25/10/2020 | Asteras Tripolis | - | OFI Heraklion | 1:0 | ||||
| 7. Round | 01/11/2020 | AEK Athen | - | OFI Heraklion | 2:1 | ||||
| 8. Round | 08/11/2020 | OFI Heraklion | - | Olympiakos Piraeus | 0:2 | ||||
| 13. Round | 19/12/2020 | OFI Heraklion | - | Aris Saloniki | 0:3 | ||||
| 14. Round | 03/01/2021 | Panetolikos | - | OFI Heraklion | 2:1 | ||||
| 21. Round | 07/02/2021 | Olympiakos Piraeus | - | OFI Heraklion | 3:0 |
Greece