[4] FK Sileks 3-1 Akademija Pandev [2] 2019-12-07 12:00
Stadium: Gradski Stadion Kratovo Round: 18
Home Manager: Goran Simov Away Manager: Jugoslav Trencovski
Head to Head
| North Macedonia First League | 2019/10/05 13:00 | AP Brera Strumica v FK Sileks | L | 2-0 |
| North Macedonia First League | 2019/05/04 14:00 | FK Sileks v AP Brera Strumica | W | 3-0 |
| North Macedonia First League | 2019/03/16 13:30 | AP Brera Strumica v FK Sileks | L | 2-0 |
| North Macedonia First League | 2018/11/10 12:00 | FK Sileks v AP Brera Strumica | W | 1-0 |
| North Macedonia First League | 2018/09/16 13:30 | AP Brera Strumica v FK Sileks | L | 3-0 |
| North Macedonia First League | 2018/05/20 14:15 | AP Brera Strumica v FK Sileks | W | 1-2 |
| North Macedonia First League | 2018/04/15 13:00 | FK Sileks v AP Brera Strumica | D | 0-0 |
| North Macedonia First League | 2017/12/03 12:00 | AP Brera Strumica v FK Sileks | W | 0-1 |
Home History
| North Macedonia First League | 2019/12/01 12:00 | Rabotnicki Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2019/11/27 12:00 | FK Sileks v Vardar Skopje | D | 2-2 |
| North Macedonia First League | 2019/11/24 12:00 | FK Borec v FK Sileks | D | 0-0 |
| North Macedonia First League | 2019/11/09 12:00 | FK Sileks v KF Shkupi Skopje | W | 1-0 |
| North Macedonia First League | 2019/11/03 12:30 | Makedonija Gj. P v FK Sileks | W | 0-1 |
| North Macedonia Cup | 2019/10/30 12:30 | FK Sileks v KF Shkupi Skopje | D | 1-1 |
| North Macedonia First League | 2019/10/27 12:30 | FK Sileks v FC Struga Trim & Lum | W | 1-0 |
| North Macedonia First League | 2019/10/23 12:30 | Shkendija Tetovo v FK Sileks | L | 3-0 |
Away History
| North Macedonia Cup | 2019/12/04 12:00 | KF Shkupi Skopje v AP Brera Strumica | W | 0-1 |
| North Macedonia First League | 2019/12/01 12:00 | AP Brera Strumica v Vardar Skopje | L | 0-3 |
| North Macedonia First League | 2019/11/27 12:00 | KF Shkupi Skopje v AP Brera Strumica | L | 3-1 |
| North Macedonia First League | 2019/11/24 12:00 | AP Brera Strumica v FC Struga Trim & Lum | D | 1-1 |
| North Macedonia First League | 2019/11/09 12:00 | Renova Dzepciste v AP Brera Strumica | D | 1-1 |
| North Macedonia First League | 2019/11/02 12:30 | AP Brera Strumica v Rabotnicki Skopje | D | 1-1 |
| North Macedonia Cup | 2019/10/30 12:30 | Osogovo Kocani v AP Brera Strumica | W | 1-4 |
| North Macedonia First League | 2019/10/27 12:30 | FK Borec v AP Brera Strumica | L | 1-0 |