| Time | Status | Match | FT | H1 | Stats |
| 28/09/2019 15:00 |
(FT) | Korzo Prilep[6] FK Shkendija 79[4] |
2 0 |
0 0 |
MF | ME |
| 29/09/2019 15:00 |
(FT) | Renova Cepciste[5] Borec Veles[10] |
2 1 |
1 0 |
MF | ME |
| 29/09/2019 15:00 |
(FT) | Sileks[9] Rabotnicki Skopje[8] |
1 0 |
1 0 |
MF | ME |
| 29/09/2019 15:00 |
(FT) | Struga Trim Lum[7] FK Makedonija[3] |
0 2 |
0 1 |
MF | ME |
| 29/09/2019 15:00 |
(FT) | Vardar Skopje[1] Brera Strumica[2] |
1 0 |
1 0 |
MF | ME |