1. Round | 29/09/2019 | Doxa Dramas FC | - | AE Karaiskakis | 2:3 | ||||
2. Round | 27/10/2019 | Apollon Pontou | - | Doxa Dramas FC | 0:1 | ||||
3. Round | 01/11/2019 | Doxa Dramas FC | - | Apollon Lárissa | 0:0 | ||||
12. Round | 12/01/2020 | AE Karaiskakis | - | Doxa Dramas FC | 2:2 | ||||
14. Round | 26/01/2020 | Apollon Lárissa | - | Doxa Dramas FC | 4:1 | ||||
15. Round | 03/02/2020 | Doxa Dramas FC | - | Apollon Smyrnis | 0:1 | ||||
16. Round | 10/02/2020 | Panachaiki GE | - | Doxa Dramas FC | 0:1 | ||||
17. Round | 16/02/2020 | Doxa Dramas FC | - | Platanias Chanion | 1:0 | ||||
18. Round | 21/02/2020 | Levadiakos | - | Doxa Dramas FC | 3:2 | ||||
19. Round | 28/02/2020 | Doxa Dramas FC | - | PAS Giannina | 1:2 |