| 1. MFL | 17.08.14 | FK Pelister | - | Metalurg Skopje | 0:1 |  |
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| 1. MFL | 14.08.20 | Sileks Kratovo | - | FK Pelister | 2:2 | ||||
| 1. MFL | 29.11.20 | FK Pelister | - | Sileks Kratovo | 1:2 | ||||
| 1. MFL | 14.04.21 | FK Pelister | - | Sileks Kratovo | 3:2 | ||||
| 1. MFL | 26.09.21 | FK Rabotnički | - | FK Pelister | 1:1 |
Nordmazedonien