1. Round | 29/07/2018 | NK Osijek | - | Hajduk Split | 4:1 | ||||
2. Round | 05/08/2018 | NK Osijek | - | NK Rudeš | 3:2 | ||||
3. Round | 12/08/2018 | NK Osijek | - | NK Istra 1961 | 3:0 | ||||
4. Round | 17/08/2018 | Dinamo Zagreb | - | NK Osijek | 2:1 | ||||
5. Round | 24/08/2018 | NK Osijek | - | Slaven Belupo | 1:1 | ||||
6. Round | 01/09/2018 | NK Osijek | - | Lokomotiva Zagreb | 2:1 | ||||
7. Round | 16/09/2018 | HNK Rijeka | - | NK Osijek | 1:1 | ||||
8. Round | 22/09/2018 | NK Osijek | - | HNK Gorica | 0:1 | ||||
9. Round | 29/09/2018 | NK Inter Zaprešić | - | NK Osijek | 0:3 | ||||
15. Round | 25/11/2018 | Lokomotiva Zagreb | - | NK Osijek | 2:2 | ||||
17. Round | 09/12/2018 | HNK Gorica | - | NK Osijek | 1:2 | ||||
18. Round | 16/12/2018 | NK Osijek | - | NK Inter Zaprešić | 6:0 | ||||
19. Round | 03/02/2019 | NK Osijek | - | Hajduk Split | 0:1 | ||||
20. Round | 08/02/2019 | NK Rudeš | - | NK Osijek | 0:1 | ||||
21. Round | 17/02/2019 | NK Osijek | - | NK Istra 1961 | 1:0 | ||||
26. Round | 29/03/2019 | NK Osijek | - | HNK Gorica | 2:2 | ||||
27. Round | 03/04/2019 | NK Inter Zaprešić | - | NK Osijek | 1:3 |