| 1. Round | 16/01/2021 | AE Karaiskakis | - | Levadiakos | 0:2 | ||||
| 8. Round | 14/02/2021 | Ionikos Nikea | - | AE Karaiskakis | 2:0 | ||||
| 19. Round | 07/04/2021 | AE Karaiskakis | - | Ionikos Nikea | 0:3 | ||||
| 21. Round | 18/04/2021 | AE Karaiskakis | - | Doxa Dramas FC | 1:1 | ||||
| 22. Round | 21/04/2021 | AE Karaiskakis | - | Diagoras FC | 2:1 |  |
Greece