| 1. Ronde | 29.09.2019 | Doxa Dramas FC | - | AE Karaiskakis | 2:3 |  |
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| 2. Ronde | 27.10.2019 | Apollon Pontou | - | Doxa Dramas FC | 0:1 | ||||
| 6. Ronde | 22.11.2019 | Platanias Chanion | - | Doxa Dramas FC | 1:3 | ||||
| 7. Ronde | 01.12.2019 | Doxa Dramas FC | - | Levadiakos | 0:0 | ||||
| 9. Ronde | 14.12.2019 | Doxa Dramas FC | - | Ergotelis | 1:2 | ||||
| 10. Ronde | 22.12.2019 | AO Kerkyra | - | Doxa Dramas FC | 0:2 | ||||
| 11. Ronde | 06.01.2020 | PAE Chania | - | Doxa Dramas FC | 2:1 |
Griekenland