| 2. Round | 25/07/2021 | NK Radomlje | - | Olimpija Ljubljana | 1:1 | ||||
| 3. Round | 01/08/2021 | Olimpija Ljubljana | - | NK Maribor | 3:1 |  |
|||
| 4. Round | 08/08/2021 | NK Tabor Sežana | - | Olimpija Ljubljana | 1:2 | ||||
| 6. Round | 22/08/2021 | NK Bravo | - | Olimpija Ljubljana | 2:0 |  |
|||
| 1. Round | 25/08/2021 | NK Domžale | - | Olimpija Ljubljana | 0:2 | ||||
| 7. Round | 29/08/2021 | Olimpija Ljubljana | - | NK Aluminij | 3:1 | ||||
| 8. Round | 11/09/2021 | NŠ Mura | - | Olimpija Ljubljana | 1:0 | ||||
| 11. Round | 25/09/2021 | Olimpija Ljubljana | - | NK Radomlje | 2:3 | ||||
| 21. Round | 13/02/2022 | Olimpija Ljubljana | - | NK Maribor | 1:0 | ||||
| 22. Round | 20/02/2022 | NK Tabor Sežana | - | Olimpija Ljubljana | 1:2 |
Slovenia