| Time | Status | Match | FT | H1 | Stats |
| 24/08/2019 17:00 |
(FT) | Vardar Skopje[8] Rabotnicki Skopje[4] |
2 0 |
0 0 |
MF | ME |
| 25/08/2019 17:00 |
(FT) | Brera Strumica[3] Borec Veles[9] |
2 0 |
1 0 |
MF | ME |
| 25/08/2019 17:00 |
(FT) | FK Shkendija 79[10] FK Makedonija[2] |
1 1 |
1 1 |
MF | ME |
| 25/08/2019 17:00 |
(FT) | Korzo Prilep[6] Renova Cepciste[1] |
2 2 |
1 1 |
MF | ME |
| 25/08/2019 17:00 |
(FT) | Struga Trim Lum[5] Sileks[7] |
2 1 |
1 0 |
MF | ME |