Head to Head
| North Macedonia Cup | 2020/03/04 13:00 | AP Brera Strumica v KF Shkupi Skopje | D | 1-1 |
| North Macedonia Cup | 2019/12/04 12:00 | KF Shkupi Skopje v AP Brera Strumica | W | 0-1 |
| North Macedonia First League | 2019/11/27 12:00 | KF Shkupi Skopje v AP Brera Strumica | L | 3-1 |
| North Macedonia First League | 2019/09/22 13:30 | AP Brera Strumica v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2019/04/24 14:00 | KF Shkupi Skopje v AP Brera Strumica | L | 1-0 |
| North Macedonia First League | 2019/03/03 13:00 | AP Brera Strumica v KF Shkupi Skopje | L | 0-2 |
| North Macedonia First League | 2018/10/31 12:30 | KF Shkupi Skopje v AP Brera Strumica | L | 1-0 |
| North Macedonia First League | 2018/08/26 14:30 | AP Brera Strumica v KF Shkupi Skopje | W | 1-0 |
Home History
| North Macedonia First League | 2020/09/20 13:30 | Shkendija Tetovo v AP Brera Strumica | L | 2-1 |
| North Macedonia First League | 2020/09/13 14:00 | FK Borec v AP Brera Strumica | L | 2-0 |
| North Macedonia First League | 2020/08/29 14:30 | AP Brera Strumica v FC Struga Trim & Lum | W | 1-0 |
| North Macedonia First League | 2020/08/22 15:00 | Renova Dzepciste v AP Brera Strumica | L | 2-0 |
| North Macedonia First League | 2020/08/16 15:00 | AP Brera Strumica v Vardar Skopje | L | 0-1 |
| North Macedonia First League | 2020/08/09 15:30 | Pelister Bitola v AP Brera Strumica | L | 1-0 |
| Europe Friendlies | 2020/08/01 15:00 | AP Brera Strumica v Tikves Kavadarci | W | 2-0 |
| North Macedonia First League | 2020/03/11 13:00 | AP Brera Strumica v Renova Dzepciste | L | 0-1 |
Away History
| North Macedonia First League | 2020/09/20 13:30 | KF Shkupi Skopje v Renova Dzepciste | W | 4-3 |
| North Macedonia First League | 2020/09/13 14:00 | Vardar Skopje v KF Shkupi Skopje | L | 1-0 |
| Club Friendly List | 2020/09/06 14:30 | KF Shkupi Skopje v Osogovo Kocani | W | 4-0 |
| North Macedonia First League | 2020/08/30 14:30 | KF Shkupi Skopje v Pelister Bitola | W | 1-0 |
| UEFA Europa League Qualifying | 2020/08/27 16:00 | Neftchi Baku v KF Shkupi Skopje | L | 2-1 |
| North Macedonia First League | 2020/08/21 15:00 | Belasica Strumica v KF Shkupi Skopje | W | 0-2 |
| North Macedonia First League | 2020/08/16 15:00 | KF Shkupi Skopje v Makedonija Gj. P | W | 3-1 |
| North Macedonia First League | 2020/08/09 15:30 | KF Shkupi Skopje v Shkendija Tetovo | D | 2-2 |