| 5. Ronde | 31.01.2021 | Doxa Dramas FC | - | Diagoras FC | 0:2 | ||||
| 1. Ronde | 03.02.2021 | PAE Chania | - | Doxa Dramas FC | 1:0 | ||||
| 2. Ronde | 24.02.2021 | Doxa Dramas FC | - | Ergotelis | 1:0 | ||||
| 11. Ronde | 28.02.2021 | Levadiakos | - | Doxa Dramas FC | 2:1 | ||||
| 13. Ronde | 07.03.2021 | Ergotelis | - | Doxa Dramas FC | 6:0 |  |
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| 14. Ronde | 14.03.2021 | Doxa Dramas FC | - | Xanthi FC | 0:3 | ||||
| 16. Ronde | 21.03.2021 | Diagoras FC | - | Doxa Dramas FC | 1:3 | ||||
| 8. Ronde | 24.03.2021 | Apollon Lárissa | - | Doxa Dramas FC | 1:0 | ||||
| 17. Ronde | 28.03.2021 | Doxa Dramas FC | - | OFI Ierapetra | 2:1 | ||||
| 18. Ronde | 04.04.2021 | Panachaiki GE | - | Doxa Dramas FC | 2:1 | ||||
| 20. Ronde | 10.04.2021 | Ionikos Nikea | - | Doxa Dramas FC | 4:2 | ||||
| 21. Ronde | 18.04.2021 | AE Karaiskakis | - | Doxa Dramas FC | 1:1 | ||||
| 22. Ronde | 21.04.2021 | Doxa Dramas FC | - | Levadiakos | 0:4 |
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