1. Round | 21/07/2018 | ND Gorica | - | Olimpija Ljubljana | 2:0 | ||||
2. Round | 29/07/2018 | NK Krško | - | Olimpija Ljubljana | 0:0 | ||||
4. Round | 12/08/2018 | NK Triglav | - | Olimpija Ljubljana | 0:4 | ||||
5. Round | 19/08/2018 | Olimpija Ljubljana | - | NK Maribor | 0:3 | ||||
6. Round | 26/08/2018 | NK Domžale | - | Olimpija Ljubljana | 1:2 | ||||
8. Round | 16/09/2018 | NŠ Mura | - | Olimpija Ljubljana | 0:2 | ||||
9. Round | 23/09/2018 | Olimpija Ljubljana | - | NK Aluminij | 3:1 | ||||
10. Round | 27/09/2018 | Olimpija Ljubljana | - | ND Gorica | 2:2 | ||||
14. Round | 27/10/2018 | NK Maribor | - | Olimpija Ljubljana | 1:2 | ||||
16. Round | 11/11/2018 | Rudar Velenje | - | Olimpija Ljubljana | 1:2 | ||||
17. Round | 23/11/2018 | Olimpija Ljubljana | - | NŠ Mura | 2:2 |