| 2. Round | 30/08/2020 | FC Koper | - | Olimpija Ljubljana | 1:1 |  |
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| 3. Round | 13/09/2020 | Olimpija Ljubljana | - | NŠ Mura | 0:0 | ||||
| 4. Round | 20/09/2020 | NK Aluminij | - | Olimpija Ljubljana | 1:0 | ||||
| 1. Round | 30/09/2020 | Olimpija Ljubljana | - | ND Gorica | 1:0 | ||||
| 6. Round | 04/10/2020 | NK Maribor | - | Olimpija Ljubljana | 1:1 | ||||
| 7. Round | 18/10/2020 | Olimpija Ljubljana | - | NK Celje | 1:0 | ||||
| 20. Round | 10/02/2021 | FC Koper | - | Olimpija Ljubljana | 1:2 | |
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| 21. Round | 14/02/2021 | Olimpija Ljubljana | - | NŠ Mura | 2:0 | ||||
| 23. Round | 24/02/2021 | Olimpija Ljubljana | - | NK Domžale | 0:0 | ||||
| 25. Round | 07/03/2021 | Olimpija Ljubljana | - | NK Celje | 1:0 | ||||
| 26. Round | 11/03/2021 | NK Tabor Sežana | - | Olimpija Ljubljana | 0:3 | ||||
| 27. Round | 13/04/2021 | Olimpija Ljubljana | - | NK Bravo | 1:1 | ||||
| 29. Round | 21/04/2021 | Olimpija Ljubljana | - | FC Koper | 6:2 | |
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| 30. Round | 25/04/2021 | NŠ Mura | - | Olimpija Ljubljana | 3:0 | ||||
| 32. Round | 05/05/2021 | NK Domžale | - | Olimpija Ljubljana | 2:0 | ||||
| 33. Round | 09/05/2021 | Olimpija Ljubljana | - | NK Maribor | 0:0 | |
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| 35. Round | 19/05/2021 | Olimpija Ljubljana | - | NK Tabor Sežana | 1:2 |  |
Slovenia