2. Round | 28/07/2019 | HNK Gorica | - | NK Osijek | 3:1 | ||||
7. Round | 31/08/2019 | NK Istra 1961 | - | NK Osijek | 0:0 | ||||
12. Round | 20/10/2019 | NK Inter Zaprešić | - | NK Osijek | 3:3 | ||||
14. Round | 03/11/2019 | NK Osijek | - | HNK Rijeka | 3:2 | ||||
21. Round | 08/02/2020 | NK Osijek | - | NK Inter Zaprešić | 1:1 | ||||
22. Round | 16/02/2020 | NK Osijek | - | Dinamo Zagreb | 1:0 | ||||
27. Round | 07/06/2020 | Lokomotiva Zagreb | - | NK Osijek | 0:1 | ||||
33. Round | 05/07/2020 | Hajduk Split | - | NK Osijek | 0:1 |