| 1. Round | 18/08/2019 | Drita Gjilan | - | KF Ferizaj | 0:1 | ||||
| 2. Round | 25/08/2019 | Drita Gjilan | - | KF Flamurtari | 3:0 | ||||
| 3. Round | 31/08/2019 | KF Dukagjini | - | Drita Gjilan | 0:4 | ||||
| 4. Round | 14/09/2019 | Drita Gjilan | - | KF Feronikeli | 1:0 | ||||
| 6. Round | 22/09/2019 | Drita Gjilan | - | KF Trepça'89 | 1:1 | ||||
| 7. Round | 29/09/2019 | KF Gjilani | - | Drita Gjilan | 0:1 | ||||
| 8. Round | 03/10/2019 | Drita Gjilan | - | FC Vushtrria | 5:1 |  |
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| 9. Round | 08/10/2019 | FK Drenica | - | Drita Gjilan | 1:1 | ||||
| 11. Round | 24/10/2019 | KF Prishtina | - | Drita Gjilan | 1:0 | ||||
| 12. Round | 27/10/2019 | KF Ferizaj | - | Drita Gjilan | 0:2 | ||||
| 13. Round | 03/11/2019 | KF Flamurtari | - | Drita Gjilan | 1:0 | ||||
| 15. Round | 09/11/2019 | KF Feronikeli | - | Drita Gjilan | 0:0 |
Brazil