| 2. Round | 24/07/2021 | HNK Gorica | - | HNK Šibenik | 3:1 | ||||
| 5. Round | 15/08/2021 | HNK Šibenik | - | Hrvatski Dragovoljac | 6:2 | ||||
| 6. Round | 22/08/2021 | HNK Rijeka | - | HNK Šibenik | 2:1 | ||||
| 7. Round | 28/08/2021 | HNK Šibenik | - | NK Istra 1961 | 3:1 | ||||
| 8. Round | 11/09/2021 | Dinamo Zagreb | - | HNK Šibenik | 2:0 | ||||
| 9. Round | 18/09/2021 | HNK Šibenik | - | Lokomotiva Zagreb | 2:1 | ||||
| 13. Round | 22/10/2021 | HNK Šibenik | - | Slaven Belupo | 1:1 |
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Italy