| Time | Status | Match | FT | H1 | Stats |
| 07/10/2023 14:00 |
(FT) | Bregalnica Stip[9] Rabotnicki Skopje[7] |
2 1 |
1 1 |
MF | ME |
| 07/10/2023 14:00 |
(FT) | Brera Strumica[5] Fk Rinija Gostivar[11] |
0 1 |
0 1 |
MF | ME |
| 07/10/2023 14:00 |
(FT) | Tikves Kavadarci[6] Korzo Prilep[1] |
1 1 |
1 1 |
MF | ME |
| 07/10/2023 14:00 |
(FT) | Voska Sport[10] FK Makedonija[8] |
2 1 |
1 1 |
MF | ME |
| 08/10/2023 14:00 |
(FT) | Struga Trim Lum[4] Sileks[3] |
2 0 |
1 0 |
MF | ME |
| 08/10/2023 14:00 |
(FT) | Vardar Skopje[12] FK Shkendija 79[2] |
0 2 |
0 0 |
MF | ME |