[2] KF Shkupi Skopje 1-0 FK Sileks [6] 2020-10-24 12:30
Stadium: Cair Stadium Round: 10
Home Manager: Umit Karan Away Manager: Goran Simov
Head to Head
| 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 |
| North Macedonia First League | 2019/04/14 14:00 | KF Shkupi Skopje v FK Sileks | W | 2-1 |
| North Macedonia First League | 2019/02/17 13:00 | FK Sileks v KF Shkupi Skopje | D | 2-2 |
| North Macedonia First League | 2018/10/21 12:30 | KF Shkupi Skopje v FK Sileks | W | 2-0 |
Home History
| North Macedonia Cup | 2020/10/21 12:30 | KF Shkupi Skopje v FK Lokomotive | W | 5-0 |
| North Macedonia First League | 2020/10/18 12:30 | AP Brera Strumica v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2020/10/03 13:00 | KF Shkupi Skopje v FK Borec | W | 3-0 |
| North Macedonia First League | 2020/09/27 13:00 | FC Struga Trim & Lum v KF Shkupi Skopje | L | 2-0 |
| North Macedonia Cup | 2020/09/23 13:30 | FK Sloga 1934 Vinica v KF Shkupi Skopje | W | 1-2 |
| 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 |
| Europe Friendlies | 2020/09/06 14:30 | KF Shkupi Skopje v Osogovo Kocani | W | 4-0 |
Away History
| North Macedonia Cup | 2020/10/21 12:30 | FK Kozuf Gevgelija v FK Sileks | W | 1-3 |
| North Macedonia First League | 2020/10/18 12:30 | FK Sileks v Rabotnicki Skopje | W | 4-3 |
| North Macedonia First League | 2020/10/03 13:00 | Shkendija Tetovo v FK Sileks | D | 1-1 |
| North Macedonia First League | 2020/09/27 13:00 | AP Brera Strumica v FK Sileks | L | 1-0 |
| North Macedonia Cup | 2020/09/23 13:30 | FK Sileks v FK Labunishta | W | 3-0 |
| North Macedonia First League | 2020/09/20 13:30 | FK Sileks v FK Borec | L | 1-2 |
| UEFA Europa League Qualifying | 2020/09/17 18:00 | FK Sileks v KF Drita | L | 0-2 |
| North Macedonia First League | 2020/09/12 14:00 | FC Struga Trim & Lum v FK Sileks | L | 2-0 |