Home History
| North Macedonia First League | 2014/08/30 15:00 | Rabotnicki Skopje v Shkendija Tetovo | L | 3-2 |
| North Macedonia First League | 2014/08/27 15:00 | Shkendija Tetovo v Renova Dzepciste | D | 1-1 |
| North Macedonia First League | 2014/08/23 15:00 | Metalurg Skopje v Shkendija Tetovo | D | 1-1 |
| North Macedonia First League | 2014/08/17 15:30 | Shkendija Tetovo v Horizont Turnovo | W | 5-2 |
| North Macedonia First League | 2014/08/10 17:00 | Vardar Skopje v Shkendija Tetovo | L | 3-0 |
| North Macedonia First League | 2014/08/03 15:30 | Shkendija Tetovo v Bregalnica Stip | W | 2-1 |
| UEFA Europa League Qualifying | 2014/07/10 17:00 | Zimbru Chisinau v Shkendija Tetovo | L | 2-0 |
| UEFA Europa League Qualifying | 2014/07/01 16:00 | Shkendija Tetovo v Zimbru Chisinau | W | 2-1 |
Away History
| North Macedonia First League | 2014/08/31 15:00 | FK Sileks v Pelister Bitola | D | 1-1 |
| North Macedonia First League | 2014/08/27 15:00 | FK Sileks v FK Labunishta | W | 3-1 |
| North Macedonia First League | 2014/08/23 15:00 | Rabotnicki Skopje v FK Sileks | D | 0-0 |
| North Macedonia First League | 2014/08/17 15:30 | FK Sileks v Renova Dzepciste | W | 1-0 |
| North Macedonia First League | 2014/08/10 15:30 | Metalurg Skopje v FK Sileks | D | 1-1 |
| North Macedonia First League | 2014/08/03 15:30 | FK Sileks v Horizont Turnovo | W | 2-0 |
| North Macedonia Second League | 2014/05/17 14:30 | FK Sileks v FK Lokomotive | W | 2-1 |
| North Macedonia Second League | 2014/05/10 14:30 | FK Skopje v FK Sileks | L | 5-4 |