Head to Head
| North Macedonia First League | 2021/05/16 14:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2020/11/22 12:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2020/08/09 15:30 | KF Shkupi Skopje v Shkendija Tetovo | D | 2-2 |
| North Macedonia First League | 2019/12/01 12:00 | Shkendija Tetovo v KF Shkupi Skopje | W | 4-0 |
| North Macedonia First League | 2019/09/28 13:00 | KF Shkupi Skopje v Shkendija Tetovo | L | 2-0 |
| North Macedonia First League | 2019/04/27 14:00 | Shkendija Tetovo v KF Shkupi Skopje | W | 5-1 |
| North Macedonia First League | 2019/03/10 13:00 | KF Shkupi Skopje v Shkendija Tetovo | L | 1-0 |
| North Macedonia First League | 2018/11/04 12:30 | Shkendija Tetovo v KF Shkupi Skopje | W | 3-0 |
Home History
| World Club Friendlies | 2021/06/16 15:30 | KF Prishtina v Shkendija Tetovo | L | 2-0 |
| North Macedonia First League | 2021/05/16 14:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2021/05/09 14:00 | Makedonija Gj. P v Shkendija Tetovo | W | 3-4 |
| North Macedonia First League | 2021/05/01 11:00 | Shkendija Tetovo v FC Struga Trim & Lum | L | 0-2 |
| North Macedonia First League | 2021/04/28 11:00 | Rabotnicki Skopje v Shkendija Tetovo | W | 3-5 |
| North Macedonia First League | 2021/04/25 11:00 | Shkendija Tetovo v FK Borec | W | 3-1 |
| North Macedonia First League | 2021/04/18 11:00 | Belasica Strumica v Shkendija Tetovo | W | 0-3 |
| North Macedonia First League | 2021/04/14 11:00 | Shkendija Tetovo v Akademija Pandev | W | 1-0 |
Away History
| Europe Friendlies | 2021/06/17 15:30 | KF Shkupi Skopje v Partizani Tirana | L | 0-1 |
| North Macedonia First League | 2021/05/16 14:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2021/05/09 14:00 | KF Shkupi Skopje v Pelister Bitola | D | 0-0 |
| North Macedonia First League | 2021/05/01 11:00 | KF Shkupi Skopje v Makedonija Gj. P | D | 0-0 |
| North Macedonia First League | 2021/04/28 11:00 | FC Struga Trim & Lum v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2021/04/25 11:00 | KF Shkupi Skopje v Rabotnicki Skopje | W | 2-0 |
| North Macedonia First League | 2021/04/18 11:00 | FK Borec v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2021/04/14 11:00 | KF Shkupi Skopje v Belasica Strumica | L | 0-1 |