| Time | Status | Match | FT | H1 | Stats |
| 24/09/2023 15:00 |
(FT) | Brera Strumica[2] Sileks[3] |
1 1 |
0 1 |
MF | ME |
| 24/09/2023 15:00 |
(FT) | FK Shkendija 79[1] FK Makedonija[9] |
1 0 |
0 0 |
MF | ME |
| 24/09/2023 15:00 |
(FT) | Struga Trim Lum[7] Rabotnicki Skopje[6] |
1 0 |
0 0 |
MF | ME |
| 24/09/2023 15:00 |
(FT) | Tikves Kavadarci[5] Bregalnica Stip[8] |
2 1 |
0 1 |
MF | ME |
| 24/09/2023 15:00 |
(FT) | Vardar Skopje[11] Fk Rinija Gostivar[12] |
0 2 |
0 1 |
MF | ME |
| 24/09/2023 15:00 |
(FT) | Voska Sport[10] Korzo Prilep[4] |
2 3 |
1 2 |
MF | ME |