| 1. Round | 13/07/2013 | Olimpija Ljubljana | - | Rudar Velenje | 1:2 | ||||
| 2. Round | 21/07/2013 | FC Koper | - | Olimpija Ljubljana | 1:1 | ||||
| 3. Round | 28/07/2013 | Olimpija Ljubljana | - | NK Krka | 5:0 |  |
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| 5. Round | 10/08/2013 | NK Celje | - | Olimpija Ljubljana | 2:3 | |
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| 6. Round | 18/08/2013 | Olimpija Ljubljana | - | NK Triglav | 3:1 | ||||
| 7. Round | 24/08/2013 | ND Gorica | - | Olimpija Ljubljana | 4:1 | ||||
| 8. Round | 31/08/2013 | Olimpija Ljubljana | - | NK Domžale | 0:3 | ||||
| 9. Round | 13/09/2013 | NK Zavrč | - | Olimpija Ljubljana | 2:1 | |
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| 10. Round | 21/09/2013 | Rudar Velenje | - | Olimpija Ljubljana | 1:2 | |
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| 11. Round | 25/09/2013 | Olimpija Ljubljana | - | FC Koper | 1:0 | ||||
| 12. Round | 28/09/2013 | NK Krka | - | Olimpija Ljubljana | 1:0 | ||||
| 13. Round | 06/10/2013 | NK Maribor | - | Olimpija Ljubljana | 2:0 | |
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| 14. Round | 19/10/2013 | Olimpija Ljubljana | - | NK Celje | 0:2 | ||||
| 15. Round | 26/10/2013 | NK Triglav | - | Olimpija Ljubljana | 1:0 | ||||
| 16. Round | 02/11/2013 | Olimpija Ljubljana | - | ND Gorica | 2:2 | |
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| 17. Round | 09/11/2013 | NK Domžale | - | Olimpija Ljubljana | 1:2 | ||||
| 4. Round | 02/03/2014 | Olimpija Ljubljana | - | NK Maribor | 0:3 |
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