| Time | Status | Match | FT | H1 | Stats |
| 04/10/2019 15:00 |
(FT) | Rabotnicki Skopje[9] Renova Cepciste[4] |
1 0 |
0 0 |
MF | ME |
| 05/10/2019 15:00 |
(FT) | Brera Strumica[2] Sileks[7] |
2 0 |
1 0 |
MF | ME |
| 05/10/2019 15:00 |
(FT) | Borec Veles[10] Struga Trim Lum[8] |
3 2 |
2 2 |
MF | ME |
| 05/10/2019 15:00 |
(FT) | FK Makedonija[3] Korzo Prilep[5] |
0 0 |
0 0 |
MF | ME |
| 05/10/2019 15:00 |
(FT) | FK Shkendija 79[6] Vardar Skopje[1] |
0 0 |
0 0 |
MF | ME |