L | 2019-10-30 | Osogovo | 1-4 | Akademija Pandev | L16 | ||||
L | 2019-09-25 | Akademija Pandev | 3-0 | Osogovo | L16 | ||||
W | 2019-08-21 | Osogovo | 1-0 | FK Pobeda | 1E |
D | 2020-03-04 | Akademija Pandev | 1-1 | Shkupi 1927 | QF | ||||
W | 2019-12-04 | Shkupi 1927 | 0-1 | Akademija Pandev | QF | ||||
W | 2019-10-30 | Osogovo | 1-4 | Akademija Pandev | L16 | ||||
W | 2019-09-25 | Akademija Pandev | 3-0 | Osogovo | L16 |