1. Round | 29/09/2019 | Apollon Pontou | - | PAE Chania | 0:4 | ||||
2. Round | 27/10/2019 | PAE Chania | - | Apollon Smyrnis | 0:1 | ||||
4. Round | 08/11/2019 | PAE Chania | - | PAS Giannina | 0:1 | ||||
5. Round | 17/11/2019 | AO Kerkyra | - | PAE Chania | 0:2 | ||||
6. Round | 24/11/2019 | AE Karaiskakis | - | PAE Chania | 0:0 | ||||
8. Round | 09/12/2019 | Panachaiki GE | - | PAE Chania | 0:1 | ||||
9. Round | 16/12/2019 | PAE Chania | - | Levadiakos | 2:0 | ||||
10. Round | 23/12/2019 | Ergotelis | - | PAE Chania | 1:0 | ||||
11. Round | 06/01/2020 | PAE Chania | - | Doxa Dramas FC | 2:1 | ||||
13. Round | 19/01/2020 | Apollon Smyrnis | - | PAE Chania | 0:0 | ||||
14. Round | 24/01/2020 | PAE Chania | - | Platanias Chanion | 3:0 | ||||
16. Round | 07/02/2020 | PAE Chania | - | AO Kerkyra | 4:0 | ||||
17. Round | 16/02/2020 | PAE Chania | - | AE Karaiskakis | 5:1 | ||||
19. Round | 01/03/2020 | PAE Chania | - | Panachaiki GE | 2:1 |