| 1. MFL | 05.10.19 | FK AP Brera Strumica | - | Sileks Kratovo | 2:0 | ||||
| 1. MFL | 08.12.19 | Sileks Kratovo | - | FK AP Brera Strumica | 3:1 | ||||
| 1. MFL | 02.09.23 | KF Gostivari | - | Sileks Kratovo | 1:2 | ||||
| 1. MFL | 18.05.24 | FK Bregalnica Štip | - | Sileks Kratovo | 1:1 | ||||
| Kup | 26.02.25 | Vardar Skopje | - | Sileks Kratovo | 1:0 | ||||
| 1. MFL | 09.03.25 | Sileks Kratovo | - | Vardar Skopje | 1:1 |
Macedonia del Norte