[10] Rabotnicki Skopje 2-1 KF Shkupi Skopje [6] 2020-02-23 13:00
Stadium: Tose Proeski National Arena Round: 20
Home Manager: Ratko Dostanic Away Manager: Recai Sahinler
Head to Head
| North Macedonia First League | 2019/10/23 12:30 | KF Shkupi Skopje v Rabotnicki Skopje | L | 2-0 |
| North Macedonia First League | 2019/08/17 15:00 | Rabotnicki Skopje v KF Shkupi Skopje | W | 2-0 |
| North Macedonia First League | 2019/05/26 14:30 | Rabotnicki Skopje v KF Shkupi Skopje | L | 1-2 |
| North Macedonia First League | 2019/04/07 13:30 | KF Shkupi Skopje v Rabotnicki Skopje | W | 1-2 |
| North Macedonia First League | 2018/12/02 12:00 | Rabotnicki Skopje v KF Shkupi Skopje | L | 0-2 |
| North Macedonia First League | 2018/10/06 13:00 | KF Shkupi Skopje v Rabotnicki Skopje | D | 1-1 |
| North Macedonia First League | 2018/04/29 14:00 | Rabotnicki Skopje v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2018/03/04 13:00 | KF Shkupi Skopje v Rabotnicki Skopje | D | 1-1 |
Home History
| North Macedonia First League | 2020/02/16 13:00 | FC Struga Trim & Lum v Rabotnicki Skopje | W | 0-1 |
| Europe Friendlies | 2020/01/25 13:05 | Rabotnicki Skopje v Tikves Kavadarci | W | 3-1 |
| Europe Friendlies | 2020/01/25 12:00 | Rabotnicki Skopje v Tikves Kavadarci | W | 3-1 |
| North Macedonia First League | 2019/12/08 12:00 | Renova Dzepciste v Rabotnicki Skopje | L | 4-3 |
| North Macedonia Cup | 2019/12/04 12:00 | Shkendija Tetovo v Rabotnicki Skopje | D | 1-1 |
| North Macedonia First League | 2019/12/01 12:00 | Rabotnicki Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2019/11/27 12:00 | Rabotnicki Skopje v FK Borec | W | 2-1 |
| North Macedonia First League | 2019/11/23 12:00 | Makedonija Gj. P v Rabotnicki Skopje | L | 2-0 |
Away History
| North Macedonia First League | 2020/02/16 13:00 | KF Shkupi Skopje v FK Borec | W | 2-0 |
| Europe Friendlies | 2020/01/19 12:30 | KF Shkupi Skopje v KF Drita | D | 0-0 |
| World Club Friendlies | 2020/01/16 12:00 | KF Shkupi Skopje v Flamurtari | D | 0-0 |
| Europe Friendlies | 2020/01/16 11:58 | KF Shkupi Skopje v KS Flamurtari Vlore | D | 0-0 |
| North Macedonia First League | 2019/12/08 12:00 | KF Shkupi Skopje v Makedonija Gj. P | L | 2-3 |
| North Macedonia Cup | 2019/12/04 12:00 | KF Shkupi Skopje v Akademija Pandev | L | 0-1 |
| North Macedonia First League | 2019/12/01 12:00 | Shkendija Tetovo v KF Shkupi Skopje | L | 4-0 |
| North Macedonia First League | 2019/11/27 12:00 | KF Shkupi Skopje v Akademija Pandev | W | 3-1 |