Head to Head
| North Macedonia First League | 2020/10/18 12:30 | Akademija Pandev v KF Shkupi Skopje | L | 0-1 |
| North Macedonia Cup | 2020/03/04 13:00 | Akademija Pandev v KF Shkupi Skopje | D | 1-1 |
| North Macedonia Cup | 2019/12/04 12:00 | KF Shkupi Skopje v Akademija Pandev | W | 0-1 |
| North Macedonia First League | 2019/11/27 12:00 | KF Shkupi Skopje v Akademija Pandev | L | 3-1 |
| 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 | L | 1-0 |
| North Macedonia First League | 2019/03/03 13:00 | Akademija Pandev v KF Shkupi Skopje | L | 0-2 |
| North Macedonia First League | 2018/10/31 12:30 | KF Shkupi Skopje v Akademija Pandev | L | 1-0 |
Home History
| North Macedonia First League | 2020/11/22 12:00 | Akademija Pandev v Pelister Bitola | W | 3-2 |
| North Macedonia First League | 2020/11/07 12:30 | Akademija Pandev v Belasica Strumica | L | 1-2 |
| North Macedonia First League | 2020/10/25 13:30 | Makedonija Gj. P v Akademija Pandev | L | 3-1 |
| North Macedonia Cup | 2020/10/21 12:30 | Akademija Pandev v Vardar Skopje | W | 1-0 |
| North Macedonia First League | 2020/10/18 12:30 | Akademija Pandev v KF Shkupi Skopje | L | 0-1 |
| North Macedonia First League | 2020/10/03 13:00 | Rabotnicki Skopje v Akademija Pandev | D | 0-0 |
| North Macedonia First League | 2020/09/27 13:00 | Akademija Pandev v FK Sileks | W | 1-0 |
| North Macedonia First League | 2020/09/20 13:30 | Shkendija Tetovo v Akademija Pandev | L | 2-1 |
Away History
| North Macedonia First League | 2020/11/22 12:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2020/11/07 12:30 | Rabotnicki Skopje v KF Shkupi Skopje | D | 2-2 |
| North Macedonia First League | 2020/10/24 12:30 | KF Shkupi Skopje v FK Sileks | W | 1-0 |
| North Macedonia Cup | 2020/10/21 12:30 | KF Shkupi Skopje v FK Lokomotive | W | 5-0 |
| North Macedonia First League | 2020/10/18 12:30 | Akademija Pandev v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2020/10/03 13:00 | KF Shkupi Skopje v FK Borec | W | 3-0 |
| North Macedonia First League | 2020/09/27 13:00 | FC Struga Trim & Lum v KF Shkupi Skopje | L | 2-0 |
| North Macedonia Cup | 2020/09/23 13:30 | FK Sloga 1934 Vinica v KF Shkupi Skopje | W | 1-2 |