| 1. Round | 19/07/2014 | Olimpija Ljubljana | - | NK Krka | 3:1 | ||||
| 4. Round | 10/08/2014 | NK Radomlje | - | Olimpija Ljubljana | 1:4 | ||||
| 5. Round | 16/08/2014 | Olimpija Ljubljana | - | Rudar Velenje | 2:0 | ||||
| 6. Round | 23/08/2014 | Olimpija Ljubljana | - | ND Gorica | 0:0 | ||||
| 7. Round | 30/08/2014 | NK Celje | - | Olimpija Ljubljana | 0:0 | ||||
| 8. Round | 13/09/2014 | Olimpija Ljubljana | - | NK Zavrč | 2:0 | ||||
| 10. Round | 24/09/2014 | NK Krka | - | Olimpija Ljubljana | 2:1 | ||||
| 13. Round | 15/10/2014 | Olimpija Ljubljana | - | NK Radomlje | 4:0 | ||||
| 15. Round | 25/10/2014 | ND Gorica | - | Olimpija Ljubljana | 0:3 |  |
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| 16. Round | 02/11/2014 | Olimpija Ljubljana | - | NK Celje | 1:3 | ||||
| 18. Round | 22/11/2014 | Olimpija Ljubljana | - | NK Domžale | 2:1 | ||||
| 19. Round | 29/11/2014 | Olimpija Ljubljana | - | NK Krka | 1:2 |
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