1. Round | 26/08/2018 | Xanthi FC | - | Panathinaikos | 0:1 | ||||
2. Round | 01/09/2018 | Atromitos | - | Xanthi FC | 0:0 | ||||
3. Round | 16/09/2018 | Xanthi FC | - | Panetolikos | 1:1 | ||||
4. Round | 23/09/2018 | Xanthi FC | - | OFI Heraklion | 3:0 | ||||
5. Round | 01/10/2018 | Lamia | - | Xanthi FC | 0:0 | ||||
6. Round | 08/10/2018 | Xanthi FC | - | AE Lárissa | 1:0 | ||||
7. Round | 21/10/2018 | Levadiakos | - | Xanthi FC | 1:2 | ||||
8. Round | 29/10/2018 | Xanthi FC | - | PAS Giannina | 2:1 | ||||
30. Round | 05/05/2019 | Aris Saloniki | - | Xanthi FC | 7:2 |