| Time | Status | Match | FT | H1 | Stats |
| 13/09/2019 15:00 |
(FT) | Brera Strumica[1] Renova Cepciste[4] |
2 0 |
1 0 |
MF | ME |
| 14/09/2019 15:00 |
(FT) | FK Shkendija 79[10] Rabotnicki Skopje[9] |
3 0 |
2 0 |
MF | ME |
| 14/09/2019 15:30 |
(FT) | FK Makedonija[2] Borec Veles[7] |
3 1 |
1 1 |
MF | ME |
| 14/09/2019 15:30 |
(FT) | Korzo Prilep[6] Sileks[8] |
1 0 |
0 0 |
MF | ME |
| 14/09/2019 15:30 |
(FT) | Vardar Skopje[5] Struga Trim Lum[3] |
3 0 |
0 0 |
MF | ME |