| 1. Jornada | 22.07.2023 | NK Osijek | - | Slaven Belupo | 6:1 |  |
|||
| 2. Jornada | 30.07.2023 | NK Rudeš | - | NK Osijek | 3:4 | |
|||
| 4. Jornada | 13.08.2023 | NK Istra 1961 | - | NK Osijek | 4:4 | |
 |
||
| 5. Jornada | 20.08.2023 | NK Osijek | - | HNK Gorica | 1:0 | |
|
||
| 6. Jornada | 26.08.2023 | Lokomotiva Zagreb | - | NK Osijek | 2:2 | |
|||
| 7. Jornada | 03.09.2023 | NK Osijek | - | Dinamo Zagreb | 2:3 | |
|||
| 9. Jornada | 22.09.2023 | NK Osijek | - | NK Varaždin | 1:1 | ||||
| 10. Jornada | 30.09.2023 | Slaven Belupo | - | NK Osijek | 1:0 | ||||
| 11. Jornada | 07.10.2023 | NK Osijek | - | NK Rudeš | 3:0 | ||||
| 12. Jornada | 22.10.2023 | Hajduk Split | - | NK Osijek | 0:2 | ||||
| 13. Jornada | 28.10.2023 | NK Osijek | - | NK Istra 1961 | 3:1 | ||||
| 3. Jornada | 08.11.2023 | NK Osijek | - | Hajduk Split | 0:1 | ||||
| 15. Jornada | 11.11.2023 | NK Osijek | - | Lokomotiva Zagreb | 1:1 | ||||
| 16. Jornada | 25.11.2023 | Dinamo Zagreb | - | NK Osijek | 2:1 | ||||
| 17. Jornada | 02.12.2023 | NK Osijek | - | HNK Rijeka | 0:0 | ||||
| 18. Jornada | 10.12.2023 | NK Varaždin | - | NK Osijek | 2:2 | |
|||
| 19. Jornada | 17.12.2023 | NK Osijek | - | Slaven Belupo | 4:1 |
Croacia