| 21. Round | 02/03/2019 | Olimpija Ljubljana | - | NK Celje | 2:0 | ||||
| 22. Round | 09/03/2019 | NK Triglav | - | Olimpija Ljubljana | 2:1 | ||||
| 23. Round | 16/03/2019 | Olimpija Ljubljana | - | NK Maribor | 0:0 | ||||
| 24. Round | 30/03/2019 | NK Domžale | - | Olimpija Ljubljana | 1:3 |  |
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| 25. Round | 07/04/2019 | Olimpija Ljubljana | - | Rudar Velenje | 3:3 |  |
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| 26. Round | 11/04/2019 | NŠ Mura | - | Olimpija Ljubljana | 0:0 | ||||
| 27. Round | 14/04/2019 | Olimpija Ljubljana | - | NK Aluminij | 2:0 | ||||
| 29. Round | 28/04/2019 | Olimpija Ljubljana | - | NK Krško | 3:2 | |
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| 30. Round | 02/05/2019 | NK Celje | - | Olimpija Ljubljana | 1:0 | ||||
| 31. Round | 05/05/2019 | Olimpija Ljubljana | - | NK Triglav | 4:2 | ||||
| 33. Round | 15/05/2019 | Olimpija Ljubljana | - | NK Domžale | 1:4 | ||||
| 34. Round | 18/05/2019 | Rudar Velenje | - | Olimpija Ljubljana | 1:2 | ||||
| 35. Round | 22/05/2019 | Olimpija Ljubljana | - | NŠ Mura | 1:0 | ||||
| 36. Round | 25/05/2019 | NK Aluminij | - | Olimpija Ljubljana | 1:0 |
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