[4] KF Shkupi Skopje 1-0 Akademija Pandev [1] 2023-09-16 13:00
Stadium: Cair Stadium Round: 7
Home Manager: Cihat Arslan Away Manager: Aleksandar Vasoski
Head to Head
| North Macedonia First League | 2023/03/18 14:00 | AP Brera Strumica v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2023/03/04 13:00 | KF Shkupi Skopje v AP Brera Strumica | D | 3-3 |
| North Macedonia First League | 2022/10/09 12:00 | AP Brera Strumica v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2022/05/15 15:00 | KF Shkupi Skopje v AP Brera Strumica | W | 3-0 |
| North Macedonia First League | 2022/02/13 13:00 | KF Shkupi Skopje v AP Brera Strumica | W | 2-1 |
| North Macedonia First League | 2021/09/26 16:00 | AP Brera Strumica v KF Shkupi Skopje | W | 1-3 |
| North Macedonia First League | 2021/04/11 11:00 | AP Brera Strumica v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2021/02/28 13:00 | KF Shkupi Skopje v AP Brera Strumica | D | 0-0 |
Home History
| North Macedonia First League | 2023/09/02 14:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2023/08/27 14:00 | KF Shkupi Skopje v FK Gostivar | W | 3-1 |
| North Macedonia First League | 2023/08/23 14:30 | Makedonija Gj. P v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2023/08/20 15:00 | KF Shkupi Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2023/08/13 15:00 | Vardar Skopje v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2023/08/07 15:00 | Rabotnicki Skopje v KF Shkupi Skopje | L | 3-1 |
| UEFA Conference League Qualifying | 2023/08/03 17:00 | Levski Sofia v KF Shkupi Skopje | L | 1-0 |
| UEFA Conference League Qualifying | 2023/07/27 19:00 | KF Shkupi Skopje v Levski Sofia | L | 0-2 |
Away History
| North Macedonia First League | 2023/09/02 14:00 | AP Brera Strumica v Rabotnicki Skopje | D | 0-0 |
| North Macedonia First League | 2023/08/27 14:00 | Bregalnica Stip v AP Brera Strumica | L | 1-0 |
| North Macedonia First League | 2023/08/24 14:30 | AP Brera Strumica v Tikves Kavadarci | W | 2-0 |
| North Macedonia First League | 2023/08/21 15:00 | FC Struga Trim & Lum v AP Brera Strumica | W | 1-2 |
| North Macedonia First League | 2023/08/13 15:00 | AP Brera Strumica v FC Voska Sport | W | 2-0 |
| North Macedonia First League | 2023/08/06 15:00 | AP Brera Strumica v Vardar Skopje | W | 1-0 |
| Club Friendly List | 2023/07/17 13:00 | Teuta Durres v AP Brera Strumica | D | 2-2 |
| North Macedonia First League | 2023/05/14 15:00 | AP Brera Strumica v FK Sileks | D | 2-2 |