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| 1st(1st leg) | FK Rabotnički | - | FK Bregalnica Štip | 2:0 (1:0) | ||
| 2nd (2nd leg) | FK Bregalnica Štip | - | FK Rabotnički | 4:5 (1:0, 2:0) pso | ||
| 1st(1st leg): 19/03/2014 13:00 | 2nd (2nd leg): 16/04/2014 15:00 | Winner: FK Rabotnički | ||||
| 1st(1st leg) | FK Teteks | - | Metalurg Skopje | 0:0 (0:0) | ||
| 2nd (2nd leg) | Metalurg Skopje | - | FK Teteks | 1:0 (0:0) | ||
| 1st(1st leg): 19/03/2014 13:00 | 2nd (2nd leg): 16/04/2014 15:00 | Winner: Metalurg Skopje | ||||
