Home History
| Slovenia Cup | 2019/05/30 18:15 | Olimpija Ljubljana v NK Maribor | W | 2-1 |
| Slovenia Prva Liga | 2019/05/25 15:55 | NK Aluminij v Olimpija Ljubljana | L | 1-0 |
| Slovenia Prva Liga | 2019/05/22 14:55 | Olimpija Ljubljana v NS Mura | W | 1-0 |
| Slovenia Prva Liga | 2019/05/18 13:15 | NK Rudar Velenje v Olimpija Ljubljana | W | 1-2 |
| Slovenia Prva Liga | 2019/05/15 14:55 | Olimpija Ljubljana v NK Domzale | L | 1-4 |
| Slovenia Prva Liga | 2019/05/11 15:45 | NK Maribor v Olimpija Ljubljana | W | 0-3 |
| Slovenia Prva Liga | 2019/05/05 15:55 | Olimpija Ljubljana v NK Triglav Kranj | W | 4-2 |
| Slovenia Prva Liga | 2019/05/02 14:45 | NK Celje v Olimpija Ljubljana | L | 1-0 |
Away History
| North Macedonia First League | 2019/05/26 14:30 | Renova Dzepciste v Shkendija Tetovo | L | 3-2 |
| North Macedonia First League | 2019/05/19 14:30 | Shkendija Tetovo v Akademija Pandev | W | 4-1 |
| North Macedonia First League | 2019/05/12 14:30 | FK Pobeda v Shkendija Tetovo | W | 1-4 |
| North Macedonia First League | 2019/05/08 14:30 | Shkendija Tetovo v FK Sileks | D | 0-0 |
| North Macedonia First League | 2019/05/04 14:00 | Rabotnicki Skopje v Shkendija Tetovo | W | 0-1 |
| North Macedonia First League | 2019/04/27 14:00 | Shkendija Tetovo v KF Shkupi Skopje | W | 5-1 |
| North Macedonia First League | 2019/04/24 14:00 | Belasica Strumica v Shkendija Tetovo | L | 2-1 |
| North Macedonia First League | 2019/04/20 14:00 | Shkendija Tetovo v Makedonija Gj. P | W | 4-2 |
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