| 1. Round | 16/07/2016 | Olimpija Ljubljana | - | NK Celje | 1:0 | ||||
| 2. Round | 23/07/2016 | NK Radomlje | - | Olimpija Ljubljana | 0:2 |  |
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| 3. Round | 01/08/2016 | Olimpija Ljubljana | - | NK Krško | 3:1 | ||||
| 4. Round | 08/08/2016 | NK Maribor | - | Olimpija Ljubljana | 1:1 | ||||
| 5. Round | 14/08/2016 | Olimpija Ljubljana | - | Rudar Velenje | 0:2 | ||||
| 8. Round | 11/09/2016 | Olimpija Ljubljana | - | ND Gorica | 1:0 | |
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| 9. Round | 18/09/2016 | NK Aluminij | - | Olimpija Ljubljana | 0:3 | ||||
| 10. Round | 21/09/2016 | NK Celje | - | Olimpija Ljubljana | 0:1 | ||||
| 11. Round | 24/09/2016 | Olimpija Ljubljana | - | NK Radomlje | 2:0 | |
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| 12. Round | 02/10/2016 | NK Krško | - | Olimpija Ljubljana | 1:2 | ||||
| 13. Round | 15/10/2016 | Olimpija Ljubljana | - | NK Maribor | 1:3 | ||||
| 15. Round | 29/10/2016 | Olimpija Ljubljana | - | NK Domžale | 1:0 | ||||
| 16. Round | 06/11/2016 | FC Koper | - | Olimpija Ljubljana | 1:2 | |
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| 18. Round | 27/11/2016 | Olimpija Ljubljana | - | NK Aluminij | 3:0 | ||||
| 21. Round | 11/12/2016 | Olimpija Ljubljana | - | NK Krško | 1:1 |
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