1. Ronde | 10.08.2019 | FC Struga | - | FK Rabotnički | 2:1 | ||||
3. Ronde | 24.08.2019 | Vardar Skopje | - | FK Rabotnički | 2:0 | ||||
4. Ronde | 31.08.2019 | FK Rabotnički | - | Akademija Pandev | 1:2 | ||||
7. Ronde | 21.09.2019 | FK Borec | - | FK Rabotnički | 1:1 | ||||
11. Ronde | 23.10.2019 | KF Shkupi | - | FK Rabotnički | 2:0 | ||||
13. Ronde | 02.11.2019 | Akademija Pandev | - | FK Rabotnički | 1:1 |