| Time | Status | Match | FT | H1 | Stats | |
| 08/11/2023 13:00 |
(FT) | Tikves Kavadarci[MKD D1-6] Brera Strumica[MKD D1-5] |
1 1 |
0 1 |
MF | ME | |
| 90 minutes[1-1], Penalty Kicks[6-5] | ||||||
| 08/11/2023 13:00 |
(FT) | Bregalnica Stip[MKD D1-10] Voska Sport[MKD D1-11] |
0 1 |
0 0 |
MF | ME | |
| 08/11/2023 13:00 |
(FT) | FK Makedonija[MKD D1-8] Sileks[MKD D1-4] |
1 0 |
0 0 |
MF | ME | |
| 09/11/2023 13:00 |
(FT) | Rabotnicki Skopje Korzo Prilep |
0 1 |
0 1 |
MF | ME | |
| 09/11/2023 13:00 |
(FT) | Rabotnicki Skopje[MKD D1-7] Korzo Prilep[MKD D1-1] |
? ? |
? ? |
MF | ME | |