| 1. MFL | 21/05/17 | Sileks Kratovo | - | FK Pelister | 3:3 | ||||
| 1. MFL | 24/10/21 | FK Pelister | - | FK Bregalnica Štip | 0:3 | ||||
| 1. MFL | 09/03/22 | FK Bregalnica Štip | - | FK Pelister | 2:1 | ||||
| 1. MFL | 19/03/22 | FK Pelister | - | FK Bregalnica Štip | 2:0 | ||||
| 1. MFL | 25/08/24 | FK Pelister | - | Sileks Kratovo | 1:0 | ||||
| 1. MFL | 09/11/24 | Sileks Kratovo | - | FK Pelister | 1:0 |  |
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| 1. MFL | 11/05/25 | Sileks Kratovo | - | FK Pelister | 0:0 |
North Macedonia