| 1. MFL | 18.03.23 | FK Pobeda Junior | - | Sileks Kratovo | 1:5 |  |
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| 1. MFL | 23.08.23 | KF Shkëndija 79 | - | FK Bregalnica Štip | 2:0 | ||||
| 1. MFL | 07.10.23 | FK Bregalnica Štip | - | FK Rabotnički | 2:1 | ||||
| 1. MFL | 28.10.23 | Sileks Kratovo | - | FK Bregalnica Štip | 0:0 | ||||
| 1. MFL | 03.12.23 | FK Bregalnica Štip | - | FK Voska Sport | 2:2 | ||||
| 1. MFL | 18.02.24 | FK Bregalnica Štip | - | GFK Tikvesh | 2:1 | ||||
| 1. MFL | 07.04.24 | FK Bregalnica Štip | - | KF Shkupi | 1:0 |
Macedonia del Norte