[8] Vardar Skopje 0-4 FK Sileks [5] 2020-08-23 15:00
Stadium: Tose Proeski National Arena Round: 3
Home Manager: Aleksandar Vasoski Away Manager: Goran Simov
Head to Head
| North Macedonia First League | 2019/11/27 12:00 | FK Sileks v Vardar Skopje | D | 2-2 |
| North Macedonia First League | 2019/09/22 13:30 | Vardar Skopje v FK Sileks | W | 3-0 |
| North Macedonia First League | 2019/05/12 14:30 | FK Sileks v Vardar Skopje | L | 1-0 |
| North Macedonia First League | 2019/03/31 13:30 | Vardar Skopje v FK Sileks | W | 1-0 |
| North Macedonia First League | 2018/11/25 12:00 | FK Sileks v Vardar Skopje | W | 0-1 |
| North Macedonia First League | 2018/09/26 13:30 | Vardar Skopje v FK Sileks | W | 1-0 |
| North Macedonia First League | 2018/04/29 14:00 | FK Sileks v Vardar Skopje | W | 0-2 |
| North Macedonia First League | 2018/03/04 13:00 | Vardar Skopje v FK Sileks | L | 2-3 |
Home History
| North Macedonia First League | 2020/08/16 15:00 | Akademija Pandev v Vardar Skopje | W | 0-1 |
| North Macedonia First League | 2020/08/08 15:30 | Vardar Skopje v FK Borec | L | 0-1 |
| North Macedonia First League | 2020/03/11 13:00 | Vardar Skopje v FC Struga Trim & Lum | W | 1-0 |
| North Macedonia First League | 2020/03/08 12:00 | Renova Dzepciste v Vardar Skopje | L | 2-0 |
| North Macedonia First League | 2020/02/29 13:00 | Vardar Skopje v Rabotnicki Skopje | D | 0-0 |
| North Macedonia First League | 2020/02/22 13:00 | FK Borec v Vardar Skopje | W | 0-1 |
| North Macedonia First League | 2020/02/15 13:00 | Vardar Skopje v Makedonija Gj. P | W | 3-1 |
| Europe Friendlies | 2020/02/09 12:00 | FK Kadino v Vardar Skopje | W | 0-2 |
Away History
| UEFA Champions League Qualifying | 2020/08/18 16:00 | FK Qarabag v FK Sileks | L | 4-0 |
| North Macedonia First League | 2020/08/14 15:00 | FK Sileks v Pelister Bitola | D | 2-2 |
| North Macedonia First League | 2020/08/09 15:30 | Belasica Strumica v FK Sileks | W | 0-6 |
| Club Friendly List | 2020/07/14 16:00 | Belasica Strumica v FK Sileks | W | 0-1 |
| North Macedonia First League | 2020/03/11 13:00 | KF Shkupi Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2020/03/08 13:00 | FK Sileks v Makedonija Gj. P | W | 1-0 |
| North Macedonia First League | 2020/02/29 13:00 | FC Struga Trim & Lum v FK Sileks | D | 0-0 |
| North Macedonia First League | 2020/02/23 13:00 | FK Sileks v Shkendija Tetovo | D | 0-0 |