| 3. Jornada | 12.08.2018 | NK Osijek | - | NK Istra 1961 | 3:0 | ||||
| 6. Jornada | 01.09.2018 | NK Osijek | - | Lokomotiva Zagreb | 2:1 |  |
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| 7. Jornada | 16.09.2018 | HNK Rijeka | - | NK Osijek | 1:1 | ||||
| 8. Jornada | 22.09.2018 | NK Osijek | - | HNK Gorica | 0:1 | ||||
| 9. Jornada | 29.09.2018 | NK Inter Zaprešić | - | NK Osijek | 0:3 | ||||
| 10. Jornada | 07.10.2018 | Hajduk Split | - | NK Osijek | 0:2 | |
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| 11. Jornada | 20.10.2018 | NK Rudeš | - | NK Osijek | 1:4 | ||||
| 12. Jornada | 27.10.2018 | NK Istra 1961 | - | NK Osijek | 1:1 | |
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| 14. Jornada | 10.11.2018 | Slaven Belupo | - | NK Osijek | 0:2 | ||||
| 15. Jornada | 25.11.2018 | Lokomotiva Zagreb | - | NK Osijek | 2:2 |  |
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| 17. Jornada | 09.12.2018 | HNK Gorica | - | NK Osijek | 1:2 | |
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| 18. Jornada | 16.12.2018 | NK Osijek | - | NK Inter Zaprešić | 6:0 | ||||
| 19. Jornada | 03.02.2019 | NK Osijek | - | Hajduk Split | 0:1 | ||||
| 20. Jornada | 08.02.2019 | NK Rudeš | - | NK Osijek | 0:1 | |
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| 21. Jornada | 17.02.2019 | NK Osijek | - | NK Istra 1961 | 1:0 | ||||
| 22. Jornada | 24.02.2019 | Dinamo Zagreb | - | NK Osijek | 3:0 | ||||
| 23. Jornada | 03.03.2019 | NK Osijek | - | Slaven Belupo | 1:1 | ||||
| 25. Jornada | 17.03.2019 | HNK Rijeka | - | NK Osijek | 3:1 | ||||
| 26. Jornada | 29.03.2019 | NK Osijek | - | HNK Gorica | 2:2 |
Eslovenia