[5] KF Shkupi Skopje 0-0 FK Sileks [2] 2022-10-02 13:00
Stadium: Cair Stadium Round: 9
Home Manager: Goce Sedloski Away Manager: Gorazd Mihajlov
Head to Head
| North Macedonia First League | 2021/03/20 14:00 | FK Sileks v KF Shkupi Skopje | W | 1-3 |
| North Macedonia First League | 2021/03/03 13:00 | FK Sileks v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2020/10/24 12:30 | KF Shkupi Skopje v FK Sileks | W | 1-0 |
| North Macedonia First League | 2020/03/11 13:00 | KF Shkupi Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2019/11/09 12:00 | FK Sileks v KF Shkupi Skopje | L | 1-0 |
| North Macedonia Cup | 2019/10/30 12:30 | FK Sileks v KF Shkupi Skopje | D | 1-1 |
| North Macedonia Cup | 2019/09/25 13:30 | KF Shkupi Skopje v FK Sileks | D | 0-0 |
| North Macedonia First League | 2019/09/14 13:30 | KF Shkupi Skopje v FK Sileks | W | 1-0 |
Home History
| North Macedonia First League | 2022/09/17 13:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 0-0 |
| North Macedonia Cup | 2022/09/14 13:00 | Belasica Strumica v KF Shkupi Skopje | W | 1-3 |
| North Macedonia First League | 2022/09/11 14:00 | KF Shkupi Skopje v Rabotnicki Skopje | W | 5-0 |
| North Macedonia First League | 2022/09/07 14:00 | Tikves Kavadarci v KF Shkupi Skopje | L | 3-1 |
| North Macedonia First League | 2022/09/04 14:00 | Bregalnica Stip v KF Shkupi Skopje | L | 2-0 |
| North Macedonia First League | 2022/08/31 14:00 | KF Shkupi Skopje v FK Pobeda | D | 1-1 |
| North Macedonia First League | 2022/08/28 14:00 | FK Skopje v KF Shkupi Skopje | W | 0-2 |
| UEFA Conference League Qualifying | 2022/08/25 18:00 | KF Ballkani v KF Shkupi Skopje | L | 1-0 |
Away History
| North Macedonia First League | 2022/09/10 14:00 | Makedonija Gj. P v FK Sileks | W | 0-1 |
| North Macedonia First League | 2022/09/04 14:00 | FK Sileks v Tikves Kavadarci | W | 3-2 |
| North Macedonia First League | 2022/08/31 14:00 | FC Struga Trim & Lum v FK Sileks | L | 2-1 |
| North Macedonia First League | 2022/08/27 14:00 | FK Sileks v Akademija Pandev | D | 1-1 |
| North Macedonia First League | 2022/08/21 15:00 | FK Sileks v FK Skopje | W | 3-1 |
| North Macedonia First League | 2022/08/14 15:00 | Shkendija Tetovo v FK Sileks | D | 1-1 |
| North Macedonia First League | 2022/08/07 15:30 | FK Sileks v Rabotnicki Skopje | W | 2-0 |
| North Macedonia Cup | 2022/05/20 16:00 | Makedonija Gj. P v FK Sileks | L | 4-3 |