| 2. Round | 21/08/2020 | Hrvatski Dragovoljac | - | NK Osijek II | 2:1 | ||||
| 3. Round | 23/09/2020 | NK Osijek II | - | NK Croatia Zmijavci | 0:1 | ||||
| 7. Round | 26/09/2020 | NK Inter Zaprešić | - | NK Osijek II | 0:1 | ||||
| 8. Round | 30/09/2020 | NK Osijek II | - | NK Kustošija | 1:0 | ||||
| 18. Round | 13/02/2021 | HNK Orijent Rijeka | - | NK Osijek II | 3:0 | ||||
| 19. Round | 22/02/2021 | NK Osijek II | - | Hrvatski Dragovoljac | 0:0 | ||||
| 20. Round | 28/02/2021 | NK Croatia Zmijavci | - | NK Osijek II | 1:0 | ||||
| 23. Round | 19/03/2021 | NK Međimurje | - | NK Osijek II | 0:1 | ||||
| 24. Round | 02/04/2021 | NK Osijek II | - | NK Inter Zaprešić | 1:2 | ||||
| 25. Round | 10/04/2021 | NK Kustošija | - | NK Osijek II | 1:0 | ||||
| 26. Round | 17/04/2021 | NK Osijek II | - | NK Opatija | 1:0 | ||||
| 28. Round | 24/04/2021 | NK Osijek II | - | NK BSK Bijelo Brdo | 3:0 | ||||
| 27. Round | 28/04/2021 | Dinamo Zagreb II | - | NK Osijek II | 3:0 | ||||
| 29. Round | 02/05/2021 | Hajduk Split II | - | NK Osijek II | 4:3 |  |
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| 30. Round | 08/05/2021 | NK Osijek II | - | NK Sesvete | 0:3 | |
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| 32. Round | 16/05/2021 | NK Osijek II | - | NK Rudeš | 2:3 | ||||
| 34. Round | 29/05/2021 | NK Osijek II | - | NK Dubrava | 0:5 |
Croatia