| 1. Jornada | 29.09.2019 | Apollon Pontou | - | PAE Chania | 0:4 | ||||
| 5. Jornada | 17.11.2019 | AO Kerkyra | - | PAE Chania | 0:2 |  |
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| 6. Jornada | 24.11.2019 | AE Karaiskakis | - | PAE Chania | 0:0 | ||||
| 7. Jornada | 30.11.2019 | PAE Chania | - | Apollon Lárissa | 1:2 | ||||
| 9. Jornada | 16.12.2019 | PAE Chania | - | Levadiakos | 2:0 | ||||
| 11. Jornada | 06.01.2020 | PAE Chania | - | Doxa Dramas FC | 2:1 | ||||
| 14. Jornada | 24.01.2020 | PAE Chania | - | Platanias Chanion | 3:0 | |
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| 15. Jornada | 02.02.2020 | PAS Giannina | - | PAE Chania | 1:1 | ||||
| 17. Jornada | 16.02.2020 | PAE Chania | - | AE Karaiskakis | 5:1 | ||||
| 18. Jornada | 23.02.2020 | Apollon Lárissa | - | PAE Chania | 0:1 | ||||
| 20. Jornada | 08.03.2020 | Levadiakos | - | PAE Chania | 0:0 | |
Grecia