[6] KF Shkupi Skopje 3-1 Akademija Pandev [2] 2019-11-27 12:00
Stadium: Cair Stadium Round: 16
Home Manager: Recai Sahinler Away Manager: Jugoslav Trencovski
Head to Head
| North Macedonia First League | 2019/09/22 13:30 | Akademija Pandev v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2019/04/24 14:00 | KF Shkupi Skopje v Akademija Pandev | W | 1-0 |
| North Macedonia First League | 2019/03/03 13:00 | Akademija Pandev v KF Shkupi Skopje | W | 0-2 |
| North Macedonia First League | 2018/10/31 12:30 | KF Shkupi Skopje v Akademija Pandev | W | 1-0 |
| North Macedonia First League | 2018/08/26 14:30 | Akademija Pandev v KF Shkupi Skopje | L | 1-0 |
| North Macedonia First League | 2018/04/18 14:00 | Akademija Pandev v KF Shkupi Skopje | W | 1-2 |
| North Macedonia First League | 2018/02/14 13:00 | KF Shkupi Skopje v Akademija Pandev | W | 5-2 |
| North Macedonia First League | 2017/10/14 12:30 | Akademija Pandev v KF Shkupi Skopje | L | 2-0 |
| North Macedonia First League | 2017/08/13 15:00 | KF Shkupi Skopje v Akademija Pandev | D | 1-1 |
| North Macedonia Cup | 2016/10/12 12:30 | KF Shkupi Skopje v Akademija Pandev | W | 3-1 |
| North Macedonia Cup | 2016/09/21 13:30 | Akademija Pandev v KF Shkupi Skopje | W | 0-1 |