1. Round | 25/08/2019 | AEK Athen | - | Xanthi FC | 1:2 | ||||
4. Round | 22/09/2019 | AE Lárissa | - | Xanthi FC | 3:0 | ||||
5. Round | 29/09/2019 | Xanthi FC | - | Volos NFC | 3:1 | ||||
6. Round | 05/10/2019 | Panathinaikos | - | Xanthi FC | 0:1 | ||||
7. Round | 20/10/2019 | Xanthi FC | - | Aris Saloniki | 0:1 | ||||
11. Round | 23/11/2019 | Lamia | - | Xanthi FC | 1:0 | ||||
12. Round | 01/12/2019 | Xanthi FC | - | Atromitos | 1:0 | ||||
14. Round | 14/12/2019 | Xanthi FC | - | AEK Athen | 0:1 | ||||
15. Round | 18/12/2019 | Xanthi FC | - | Panetolikos | 0:0 | ||||
16. Round | 21/12/2019 | Asteras Tripolis | - | Xanthi FC | 5:0 | ||||
19. Round | 19/01/2020 | Xanthi FC | - | Panathinaikos | 0:1 |