| 1. Round | 17/01/2021 | Ergotelis | - | Ionikos Nikea | 0:1 | ||||
| 5. Round | 31/01/2021 | AE Karaiskakis | - | Ergotelis | 0:1 | ||||
| 6. Round | 06/02/2021 | Ergotelis | - | Xanthi FC | 2:1 |  |
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| 8. Round | 14/02/2021 | Ergotelis | - | Diagoras FC | 2:0 | ||||
| 9. Round | 17/02/2021 | OFI Ierapetra | - | Ergotelis | 0:1 | ||||
| 2. Round | 24/02/2021 | Doxa Dramas FC | - | Ergotelis | 1:0 | ||||
| 12. Round | 03/03/2021 | Ionikos Nikea | - | Ergotelis | 2:3 | ||||
| 13. Round | 07/03/2021 | Ergotelis | - | Doxa Dramas FC | 6:0 | ||||
| 14. Round | 13/03/2021 | Levadiakos | - | Ergotelis | 1:0 | ||||
| 16. Round | 20/03/2021 | Ergotelis | - | AE Karaiskakis | 0:1 |
Netherlands