1. Jornada | 19.07.2019 | NK Osijek | - | Slaven Belupo | 2:0 | ||||
3. Jornada | 04.08.2019 | NK Osijek | - | NK Inter Zaprešić | 3:1 | ||||
4. Jornada | 09.08.2019 | NK Osijek | - | Dinamo Zagreb | 0:0 | ||||
5. Jornada | 18.08.2019 | HNK Rijeka | - | NK Osijek | 1:1 | ||||
6. Jornada | 25.08.2019 | NK Osijek | - | Hajduk Split | 1:0 | ||||
7. Jornada | 31.08.2019 | NK Istra 1961 | - | NK Osijek | 0:0 | ||||
8. Jornada | 15.09.2019 | NK Osijek | - | NK Varaždin | 2:2 | ||||
17. Jornada | 30.11.2019 | NK Varaždin | - | NK Osijek | 1:1 |