| 1. Jornada | 29.07.2018 | NK Osijek | - | Hajduk Split | 4:1 |  |
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| 2. Jornada | 05.08.2018 | NK Osijek | - | NK Rudeš | 3:2 | ||||
| 3. Jornada | 12.08.2018 | NK Osijek | - | NK Istra 1961 | 3:0 | ||||
| 4. Jornada | 17.08.2018 | Dinamo Zagreb | - | NK Osijek | 2:1 | ||||
| 5. Jornada | 24.08.2018 | NK Osijek | - | Slaven Belupo | 1:1 | ||||
| 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 | ||||
| 14. Jornada | 10.11.2018 | Slaven Belupo | - | NK Osijek | 0:2 | ||||
| 16. Jornada | 01.12.2018 | NK Osijek | - | HNK Rijeka | 1:2 | ||||
| 17. Jornada | 09.12.2018 | HNK Gorica | - | NK Osijek | 1:2 |
Croacia