| 4. Round | 08/08/2021 | Hrvatski Dragovoljac | - | NK Osijek | 1:2 | ||||
| 7. Round | 29/08/2021 | NK Osijek | - | Dinamo Zagreb | 0:2 | ||||
| 8. Round | 12/09/2021 | Lokomotiva Zagreb | - | NK Osijek | 1:1 | ||||
| 9. Round | 19/09/2021 | NK Osijek | - | HNK Gorica | 3:2 |  |
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| 10. Round | 25/09/2021 | HNK Šibenik | - | NK Osijek | 0:2 | ||||
| 11. Round | 03/10/2021 | NK Osijek | - | Hajduk Split | 1:1 | ||||
| 13. Round | 23/10/2021 | NK Osijek | - | Hrvatski Dragovoljac | 1:0 | |
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| 15. Round | 06/11/2021 | NK Osijek | - | NK Istra 1961 | 3:0 | ||||
| 17. Round | 26/11/2021 | NK Osijek | - | Lokomotiva Zagreb | 3:1 | |
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| 18. Round | 04/12/2021 | HNK Gorica | - | NK Osijek | 1:1 | ||||
| 14. Round | 08/12/2021 | HNK Rijeka | - | NK Osijek | 0:0 | ||||
| 19. Round | 12/12/2021 | NK Osijek | - | HNK Šibenik | 3:1 |
Kosovo
