| 1. Round | 29/09/2019 | Panachaiki GE | - | PAS Giannina | 1:1 | ||||
| 2. Round | 27/10/2019 | AO Kerkyra | - | Panachaiki GE | 0:2 | ||||
| 3. Round | 03/11/2019 | Panachaiki GE | - | AE Karaiskakis | 2:0 | ||||
| 4. Round | 10/11/2019 | Apollon Lárissa | - | Panachaiki GE | 1:1 | ||||
| 5. Round | 15/11/2019 | Doxa Dramas FC | - | Panachaiki GE | 1:1 | ||||
| 6. Round | 25/11/2019 | Panachaiki GE | - | Levadiakos | 1:0 | ||||
| 7. Round | 29/11/2019 | Ergotelis | - | Panachaiki GE | 2:1 | ||||
| 8. Round | 09/12/2019 | Panachaiki GE | - | PAE Chania | 0:1 | ||||
| 9. Round | 15/12/2019 | Apollon Pontou | - | Panachaiki GE | 0:3 | ||||
| 10. Round | 20/12/2019 | Panachaiki GE | - | Apollon Smyrnis | 1:3 |  |
Greece