1. Round | 16/01/2021 | AE Karaiskakis | - | Levadiakos | 0:2 | ||||
2. Round | 20/01/2021 | OFI Ierapetra | - | AE Karaiskakis | 2:2 | ||||
3. Round | 24/01/2021 | AE Karaiskakis | - | PAE Chania | 1:1 | ||||
4. Round | 27/01/2021 | Panachaiki GE | - | AE Karaiskakis | 2:2 | ||||
5. Round | 31/01/2021 | AE Karaiskakis | - | Ergotelis | 0:1 | ||||
6. Round | 07/02/2021 | Apollon Lárissa | - | AE Karaiskakis | 3:0 | ||||
19. Round | 07/04/2021 | AE Karaiskakis | - | Ionikos Nikea | 0:3 | ||||
20. Round | 11/04/2021 | AO Trikala | - | AE Karaiskakis | 1:0 | ||||
22. Round | 21/04/2021 | AE Karaiskakis | - | Diagoras FC | 2:1 |