| 12. Round | 08/10/2023 | Olimpija Ljubljana | - | NK Radomlje | 1:1 | ||||
| 13. Round | 21/10/2023 | NK Domžale | - | Olimpija Ljubljana | 0:2 | ||||
| 14. Round | 29/10/2023 | Olimpija Ljubljana | - | NK Aluminij | 0:0 | ||||
| 15. Round | 05/11/2023 | NK Celje | - | Olimpija Ljubljana | 0:1 | ||||
| 16. Round | 12/11/2023 | Olimpija Ljubljana | - | NŠ Mura | 1:0 | ||||
| 3. Round | 25/11/2023 | NK Radomlje | - | Olimpija Ljubljana | 0:2 | ||||
| 17. Round | 03/12/2023 | NK Maribor | - | Olimpija Ljubljana | 3:1 | ||||
| 18. Round | 07/12/2023 | Olimpija Ljubljana | - | NK Bravo | 1:1 | ||||
| 19. Round | 10/12/2023 | FC Koper | - | Olimpija Ljubljana | 2:4 | ||||
| 20. Round | 10/02/2024 | Olimpija Ljubljana | - | NK Rogaška | 2:2 | ||||
| 21. Round | 17/02/2024 | NK Radomlje | - | Olimpija Ljubljana | 1:3 | ||||
| 22. Round | 21/02/2024 | Olimpija Ljubljana | - | NK Domžale | 1:0 | ||||
| 23. Round | 24/02/2024 | NK Aluminij | - | Olimpija Ljubljana | 0:4 | ||||
| 24. Round | 02/03/2024 | Olimpija Ljubljana | - | NK Celje | 1:1 | ||||
| 25. Round | 10/03/2024 | NŠ Mura | - | Olimpija Ljubljana | 1:1 | ||||
| 27. Round | 16/03/2024 | NK Bravo | - | Olimpija Ljubljana | 1:1 | ||||
| 28. Round | 30/03/2024 | Olimpija Ljubljana | - | FC Koper | 3:2 |
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