2. Round | 10/08/2014 | Metalurg Skopje | - | Sileks Kratovo | 1:1 | ||||
8. Round | 21/09/2014 | Sileks Kratovo | - | FK Bregalnica Štip | 1:1 | ||||
10. Round | 05/10/2014 | FK Turnovo | - | Sileks Kratovo | 1:1 | ||||
11. Round | 19/10/2014 | Sileks Kratovo | - | Metalurg Skopje | 2:1 |