*Akademija Pandev 5-2 FK Goblen
| 29.05.2016 | FK Goblen | 1-3 | Akademija Pandev | |
| 25.05.2016 | Akademija Pandev | 2-1 | FK Goblen | |
*FK Ljubanci 3-3 Novaci
| 29.05.2016 | Novaci | 2-0/p.0-3 | FK Ljubanci | |
| 25.05.2016 | FK Ljubanci | 3-1 | Novaci | |
*Vardar Negotino 5-0 Vardari Forino
| 01.06.2016 | Vardari Forino | 0-2 | Vardar Negotino | |
| 29.05.2016 | Vardar Negotino | 3-0 | Vardari Forino | |