| 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 | |
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| 4. Round | 20/09/2020 | NK Aluminij | - | Olimpija Ljubljana | 1:0 | ||||
| 8. Round | 25/10/2020 | NK Tabor Sežana | - | Olimpija Ljubljana | 2:1 | ||||
| 11. Round | 07/11/2020 | Olimpija Ljubljana | - | FC Koper | 1:2 | ||||
| 13. Round | 26/11/2020 | Olimpija Ljubljana | - | NK Aluminij | 3:0 |
Austria