| 2. Ronde | 31.08.2019 | Panetolikos | - | Xanthi FC | 1:2 |  |
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| 3. Ronde | 15.09.2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
| 4. Ronde | 22.09.2019 | AE Lárissa | - | Xanthi FC | 3:0 | ||||
| 5. Ronde | 29.09.2019 | Xanthi FC | - | Volos NFC | 3:1 | ||||
| 6. Ronde | 05.10.2019 | Panathinaikos | - | Xanthi FC | 0:1 | ||||
| 7. Ronde | 20.10.2019 | Xanthi FC | - | Aris Saloniki | 0:1 | ||||
| 8. Ronde | 26.10.2019 | OFI Heraklion | - | Xanthi FC | 2:0 | ||||
| 9. Ronde | 02.11.2019 | Xanthi FC | - | Olympiakos | 0:0 |
Zweden
