[9] FK Skopje 1-3 KF Shkupi Skopje [1] 2021-12-05 12:00
Stadium: Zelezarnica Stadium Round: 16
Home Manager: Ljupco Markovski Away Manager: Goce Sedloski
Head to Head
| North Macedonia First League | 2021/08/28 14:00 | KF Shkupi Skopje v FK Skopje | L | 4-1 |
| North Macedonia First League | 2018/05/06 14:30 | FK Skopje v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2018/03/18 13:00 | KF Shkupi Skopje v FK Skopje | W | 0-2 |
| North Macedonia First League | 2017/11/22 12:00 | FK Skopje v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2017/09/20 13:30 | KF Shkupi Skopje v FK Skopje | L | 1-0 |
| Europe Friendlies | 2017/07/19 16:00 | FK Skopje v KF Shkupi Skopje | D | 0-0 |
| North Macedonia Second League | 2015/04/11 14:00 | KF Shkupi Skopje v FK Skopje | D | 0-0 |
| North Macedonia Second League | 2015/02/28 13:00 | FK Skopje v KF Shkupi Skopje | D | 1-1 |
| North Macedonia Second League | 2014/09/20 13:30 | KF Shkupi Skopje v FK Skopje | L | 2-0 |
| North Macedonia Second League | 2014/03/08 13:00 | KF Shkupi Skopje v FK Skopje | L | 3-0 |
| North Macedonia Second League | 2013/08/17 15:30 | FK Skopje v KF Shkupi Skopje | W | 1-0 |