| 1. MFL | 18.08.21 | FK Bregalnica Štip | - | KF Shkëndija 79 | 3:3 |  |
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| 1. MFL | 19.09.21 | FK Bregalnica Štip | - | GFK Tikvesh | 2:0 | ||||
| 1. MFL | 24.10.21 | FK Pelister | - | FK Bregalnica Štip | 0:3 | ||||
| 1. MFL | 08.12.21 | FK Bregalnica Štip | - | FK Rabotnički | 1:2 | ||||
| 1. MFL | 26.02.22 | Makedonija GP | - | FK Bregalnica Štip | 2:1 |  |
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| 1. MFL | 30.04.22 | FK Bregalnica Štip | - | KF Shkupi | 4:1 | |
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| 1. MFL | 04.09.22 | FK Bregalnica Štip | - | KF Shkupi | 2:0 | ||||
| 1. MFL | 06.11.22 | FK Bregalnica Štip | - | GFK Tikvesh | 2:1 | |
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| 1. MFL | 11.12.22 | FK Bregalnica Štip | - | FK Pobeda Junior | 2:2 | ||||
| 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 |
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