Head to Head
| North Macedonia Second League | 2023/11/12 12:00 | Pobeda Valandovo v FK Skopje | L | 1-0 |
| North Macedonia Second League | 2016/05/07 14:00 | FK Skopje v Pobeda Valandovo | W | 1-0 |
| North Macedonia Second League | 2015/11/07 12:00 | Pobeda Valandovo v FK Skopje | D | 0-0 |
| North Macedonia Second League | 2015/08/22 14:30 | FK Skopje v Pobeda Valandovo | D | 3-3 |
| North Macedonia Second League | 2014/03/04 13:00 | FK Skopje v Pobeda Valandovo | D | 0-0 |
Home History
| North Macedonia Second League | 2023/12/09 12:00 | FK Skopje v Novaci | W | 2-1 |
| North Macedonia Second League | 2023/12/02 12:00 | Belasica Strumica v FK Skopje | W | 0-1 |
| North Macedonia Second League | 2023/11/27 12:00 | FK Skopje v Osogovo Kocani | W | 1-0 |
| North Macedonia Second League | 2023/11/12 12:00 | Pobeda Valandovo v FK Skopje | L | 1-0 |
| North Macedonia Second League | 2023/11/04 12:00 | FK Skopje v KF Bashkimi | W | 3-1 |
| North Macedonia Second League | 2023/10/28 11:00 | Teteks Tetovo v FK Skopje | L | 2-0 |
| North Macedonia Second League | 2023/10/21 12:00 | FK Skopje v KF Besa Doberdoll | D | 0-0 |
| North Macedonia Second League | 2023/10/08 12:00 | Pelister Bitola v FK Skopje | D | 0-0 |
Away History
| North Macedonia Second League | 2023/12/09 12:00 | KF Besa Doberdoll v Pobeda Valandovo | L | 3-1 |
| North Macedonia Second League | 2023/12/02 12:00 | Pobeda Valandovo v Pelister Bitola | L | 0-2 |
| North Macedonia Second League | 2023/11/25 12:00 | KF Arsimi v Pobeda Valandovo | L | 8-1 |
| North Macedonia Second League | 2023/11/12 12:00 | Pobeda Valandovo v FK Skopje | W | 1-0 |
| North Macedonia Second League | 2023/11/04 12:00 | FK Vardar Negotino v Pobeda Valandovo | L | 3-2 |
| North Macedonia Second League | 2023/10/28 11:00 | Pobeda Valandovo v FK Karaorman | L | 1-2 |
| North Macedonia Second League | 2023/10/21 12:00 | FK Kozuf Gevgelija v Pobeda Valandovo | D | 0-0 |
| North Macedonia Second League | 2023/10/08 12:00 | Pobeda Valandovo v Detonit Plackovica | W | 2-0 |