| 2. Round | 25/07/2021 | NK Radomlje | - | Olimpija Ljubljana | 1:1 |  |
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| 3. Round | 01/08/2021 | Olimpija Ljubljana | - | NK Maribor | 3:1 | ||||
| 5. Round | 15/08/2021 | Olimpija Ljubljana | - | FC Koper | 1:3 | ||||
| 7. Round | 29/08/2021 | Olimpija Ljubljana | - | NK Aluminij | 3:1 | ||||
| 9. Round | 18/09/2021 | Olimpija Ljubljana | - | NK Celje | 1:0 | |
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| 10. Round | 22/09/2021 | Olimpija Ljubljana | - | NK Domžale | 2:1 | ||||
| 12. Round | 02/10/2021 | NK Maribor | - | Olimpija Ljubljana | 0:0 | ||||
| 13. Round | 17/10/2021 | Olimpija Ljubljana | - | NK Tabor Sežana | 1:0 | ||||
| 14. Round | 23/10/2021 | FC Koper | - | Olimpija Ljubljana | 0:1 | ||||
| 20. Round | 11/12/2021 | NK Radomlje | - | Olimpija Ljubljana | 0:1 |
Slovenia