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 | ||||
7. Round | 10/02/2021 | AE Karaiskakis | - | Xanthi FC | 0:1 | ||||
8. Round | 14/02/2021 | Ionikos Nikea | - | AE Karaiskakis | 2:0 | ||||
9. Round | 17/02/2021 | AE Karaiskakis | - | AO Trikala | 1:0 | ||||
10. Round | 20/02/2021 | Doxa Dramas FC | - | AE Karaiskakis | 0:0 | ||||
11. Round | 27/02/2021 | Diagoras FC | - | AE Karaiskakis | 1:0 | ||||
12. Round | 03/03/2021 | Levadiakos | - | AE Karaiskakis | 4:0 |