| 1. MFL | 15/08/21 | KF Shkupi | - | Makedonija GP | 2:0 |  |
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| Kup | 09/11/22 | FC Struga | - | FK Bregalnica Štip | 2:0 | |
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| 1. MFL | 09/04/23 | FK Bregalnica Štip | - | Makedonija GP | 2:1 | ||||
| 1. MFL | 26/04/23 | KF Shkupi | - | FK Bregalnica Štip | 3:0 | ||||
| 1. MFL | 13/08/23 | Makedonija GP | - | FK Bregalnica Štip | 1:0 | ||||
| 1. MFL | 02/09/23 | FK Voska Sport | - | FK Bregalnica Štip | 2:0 | ||||
| 1. MFL | 17/09/23 | FK Bregalnica Štip | - | FC Struga | 1:3 |
North Macedonia