[7] Jasika/Mousley 2-1 FK Sileks [8] 2019-03-20 14:00
Weather: Good Stadium: Cair Stadium Pitch: Good Round: 28
Home Manager: Umit Karan Away Manager: Goran Simov
Head to Head
| 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 |
| North Macedonia First League | 2018/08/12 15:00 | FK Sileks v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2018/05/02 14:00 | KF Shkupi Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2018/03/11 13:00 | FK Sileks v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2017/11/05 12:30 | KF Shkupi Skopje v FK Sileks | L | 0-1 |
| North Macedonia First League | 2017/09/17 13:30 | FK Sileks v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2017/05/28 14:30 | FK Sileks v KF Shkupi Skopje | L | 1-0 |
Home History
| North Macedonia First League | 2019/03/16 13:30 | Vardar Skopje v KF Shkupi Skopje | L | 1-0 |
| North Macedonia First League | 2019/03/10 13:00 | KF Shkupi Skopje v Shkendija Tetovo | W | 1-0 |
| North Macedonia First League | 2019/03/03 13:00 | AP Brera Strumica v KF Shkupi Skopje | W | 0-2 |
| North Macedonia First League | 2019/02/24 13:00 | KF Shkupi Skopje v FK Pobeda | W | 3-0 |
| North Macedonia First League | 2019/02/17 13:00 | FK Sileks v KF Shkupi Skopje | D | 2-2 |
| North Macedonia First League | 2018/12/02 12:00 | Rabotnicki Skopje v KF Shkupi Skopje | W | 0-2 |
| North Macedonia First League | 2018/11/28 12:00 | KF Shkupi Skopje v Renova Dzepciste | D | 1-1 |
| North Macedonia First League | 2018/11/25 12:00 | KF Shkupi Skopje v Belasica Strumica | W | 1-0 |
Away History
| North Macedonia First League | 2019/03/16 13:30 | AP Brera Strumica v FK Sileks | L | 2-0 |
| North Macedonia First League | 2019/03/10 13:00 | FK Sileks v FK Pobeda | W | 1-0 |
| North Macedonia First League | 2019/03/03 13:00 | FK Sileks v Renova Dzepciste | D | 0-0 |
| North Macedonia First League | 2019/02/24 13:00 | Rabotnicki Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2019/02/17 13:00 | FK Sileks v KF Shkupi Skopje | D | 2-2 |
| Europe Friendlies | 2019/02/09 13:05 | FK Sileks v Vellaznimi Gjakova | W | 2-0 |
| Europe Friendlies | 2019/02/06 14:00 | FC Struga Trim & Lum v FK Sileks | D | 1-1 |
| North Macedonia Cup | 2018/12/05 12:00 | Belasica Strumica v FK Sileks | L | 2-0 |