| 1. Round | 12/09/2020 | OFI Heraklion | - | Panetolikos | 1:1 |  |
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| 2. Round | 20/09/2020 | Lamia | - | OFI Heraklion | 1:2 | |
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| 3. Round | 27/09/2020 | OFI Heraklion | - | Atromitos | 2:2 | ||||
| 4. Round | 04/10/2020 | PAOK Saloniki | - | OFI Heraklion | 3:0 | |
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| 8. Round | 08/11/2020 | OFI Heraklion | - | Olympiakos Piraeus | 0:2 | ||||
| 9. Round | 23/11/2020 | Volos NFC | - | OFI Heraklion | 1:4 | |
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| 10. Round | 29/11/2020 | OFI Heraklion | - | PAS Giannina | 2:1 | |
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| 11. Round | 06/12/2020 | OFI Heraklion | - | Apollon Smyrnis | 0:2 | |
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| 13. Round | 19/12/2020 | OFI Heraklion | - | Aris Saloniki | 0:3 | |
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| 14. Round | 03/01/2021 | Panetolikos | - | OFI Heraklion | 2:1 |  |
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| 16. Round | 10/01/2021 | Atromitos | - | OFI Heraklion | 0:0 | ||||
| 17. Round | 17/01/2021 | OFI Heraklion | - | PAOK Saloniki | 0:3 | ||||
| 18. Round | 23/01/2021 | Panathinaikos | - | OFI Heraklion | 2:0 | |
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| 19. Round | 26/01/2021 | OFI Heraklion | - | Asteras Tripolis | 0:1 | |
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| 20. Round | 31/01/2021 | OFI Heraklion | - | AEK Athen | 0:2 | ||||
| 23. Round | 21/02/2021 | PAS Giannina | - | OFI Heraklion | 1:0 | ||||
| 26. Round | 14/03/2021 | Aris Saloniki | - | OFI Heraklion | 1:0 |
Argentina