| 1. MFL | 06/11/22 | FK Bregalnica Štip | - | GFK Tikvesh | 2:1 |  |
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| 1. MFL | 05/03/23 | FK Bregalnica Štip | - | KF Shkëndija 79 | 0:0 | ||||
| 1. MFL | 10/05/23 | FK Bregalnica Štip | - | FK AP Brera Strumica | 1:1 | ||||
| 1. MFL | 06/08/23 | FK Bregalnica Štip | - | Sileks Kratovo | 2:1 |  |
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| 1. MFL | 03/03/24 | FK Rabotnički | - | FK Bregalnica Štip | 2:0 | ||||
| 1. MFL | 28/04/24 | FK Voska Sport | - | FK Bregalnica Štip | 4:0 |
North Macedonia