| Time | Status | Match | FT | H1 | Stats |
| 04/11/2023 13:00 |
(FT) | Bregalnica Stip[7] FK Makedonija[10] |
2 3 |
0 3 |
MF | ME |
| 04/11/2023 13:00 |
(FT) | Rabotnicki Skopje[9] Sileks[4] |
1 0 |
0 0 |
MF | ME |
| 04/11/2023 13:00 |
(FT) | Tikves Kavadarci[6] Fk Rinija Gostivar[8] |
2 2 |
1 2 |
MF | ME |
| 04/11/2023 13:00 |
(FT) | Voska Sport[11] Brera Strumica[5] |
1 1 |
0 0 |
MF | ME |
| 05/11/2023 13:00 |
(FT) | Korzo Prilep[1] Vardar Skopje[12] |
2 0 |
1 0 |
MF | ME |
| 05/11/2023 13:00 |
(FT) | Struga Trim Lum[3] FK Shkendija 79[2] |
2 1 |
0 0 |
MF | ME |