[2] Shkendija Tetovo 2-0 Rabotnicki Skopje [5] 2023-11-29 12:00
Stadium: Ecolog Arena Round: 16
Home Manager: Ardijan Nuhiji Away Manager: Goce Sedloski
Head to Head
| North Macedonia Cup | 2023/10/25 12:00 | Rabotnicki Skopje v Shkendija Tetovo | L | 3-2 |
| North Macedonia First League | 2023/08/27 14:00 | Rabotnicki Skopje v Shkendija Tetovo | W | 1-2 |
| North Macedonia First League | 2023/05/14 15:00 | Rabotnicki Skopje v Shkendija Tetovo | W | 1-2 |
| North Macedonia First League | 2023/03/08 13:00 | Shkendija Tetovo v Rabotnicki Skopje | W | 3-1 |
| North Macedonia First League | 2022/10/15 12:00 | Rabotnicki Skopje v Shkendija Tetovo | W | 2-4 |
| North Macedonia First League | 2022/04/30 15:00 | Shkendija Tetovo v Rabotnicki Skopje | W | 1-0 |
| North Macedonia First League | 2022/03/09 13:00 | Rabotnicki Skopje v Shkendija Tetovo | L | 2-1 |
| North Macedonia First League | 2021/10/24 12:00 | Shkendija Tetovo v Rabotnicki Skopje | W | 2-0 |
Home History
| North Macedonia First League | 2023/11/25 12:00 | Bregalnica Stip v Shkendija Tetovo | D | 2-2 |
| North Macedonia First League | 2023/11/11 12:00 | Shkendija Tetovo v Tikves Kavadarci | W | 1-0 |
| North Macedonia First League | 2023/11/05 12:00 | FC Struga Trim & Lum v Shkendija Tetovo | L | 2-1 |
| North Macedonia First League | 2023/10/29 12:00 | Shkendija Tetovo v FC Voska Sport | D | 1-1 |
| North Macedonia Cup | 2023/10/25 12:00 | Rabotnicki Skopje v Shkendija Tetovo | L | 3-2 |
| North Macedonia First League | 2023/10/22 12:00 | Shkendija Tetovo v AP Brera Strumica | D | 1-1 |
| North Macedonia First League | 2023/10/08 12:00 | Vardar Skopje v Shkendija Tetovo | W | 0-2 |
| North Macedonia First League | 2023/10/04 12:00 | Shkendija Tetovo v FC Struga Trim & Lum | W | 1-0 |
Away History
| North Macedonia First League | 2023/11/26 12:00 | Rabotnicki Skopje v FK Gostivar | D | 0-0 |
| North Macedonia First League | 2023/11/12 12:00 | Makedonija Gj. P v Rabotnicki Skopje | W | 0-1 |
| North Macedonia Cup | 2023/11/09 12:00 | Rabotnicki Skopje v KF Shkupi Skopje | L | 0-1 |
| North Macedonia First League | 2023/11/04 12:00 | Rabotnicki Skopje v FK Sileks | W | 1-0 |
| North Macedonia First League | 2023/10/29 12:00 | KF Shkupi Skopje v Rabotnicki Skopje | L | 3-0 |
| North Macedonia Cup | 2023/10/25 12:00 | Rabotnicki Skopje v Shkendija Tetovo | W | 3-2 |
| North Macedonia First League | 2023/10/22 12:00 | Rabotnicki Skopje v Vardar Skopje | L | 0-1 |
| North Macedonia First League | 2023/10/07 12:00 | Bregalnica Stip v Rabotnicki Skopje | L | 2-1 |