| 1. Round | 23/07/2023 | NK Radomlje | - | NK Maribor | 0:4 | ||||
| 2. Round | 29/07/2023 | FC Koper | - | NK Radomlje | 1:0 | ||||
| 4. Round | 12/08/2023 | NK Radomlje | - | NK Aluminij | 0:2 | ||||
| 5. Round | 19/08/2023 | NŠ Mura | - | NK Radomlje | 0:2 | ||||
| 7. Round | 03/09/2023 | NK Rogaška | - | NK Radomlje | 1:1 | ||||
| 8. Round | 17/09/2023 | NK Radomlje | - | NK Domžale | 3:1 | ||||
| 12. Round | 08/10/2023 | Olimpija Ljubljana | - | NK Radomlje | 1:1 |  |
Slovenia