| 1. Round | 16/07/2016 | Olimpija Ljubljana | - | NK Celje | 1:0 | ||||
| 2. Round | 23/07/2016 | NK Radomlje | - | Olimpija Ljubljana | 0:2 | ||||
| 3. Round | 01/08/2016 | Olimpija Ljubljana | - | NK Krško | 3:1 | ||||
| 4. Round | 08/08/2016 | NK Maribor | - | Olimpija Ljubljana | 1:1 | ||||
| 5. Round | 14/08/2016 | Olimpija Ljubljana | - | Rudar Velenje | 0:2 | ||||
| 6. Round | 20/08/2016 | NK Domžale | - | Olimpija Ljubljana | 1:3 | ||||
| 7. Round | 27/08/2016 | Olimpija Ljubljana | - | FC Koper | 0:1 |
Slovenia