1. Round | 21/07/2019 | Hajduk Split | - | NK Istra 1961 | 2:0 | ||||
2. Round | 26/07/2019 | NK Inter Zaprešić | - | NK Istra 1961 | 0:2 | ||||
3. Round | 03/08/2019 | NK Istra 1961 | - | NK Varaždin | 3:1 | ||||
4. Round | 10/08/2019 | Lokomotiva Zagreb | - | NK Istra 1961 | 4:1 | ||||
5. Round | 17/08/2019 | NK Istra 1961 | - | Slaven Belupo | 2:3 | ||||
6. Round | 25/08/2019 | HNK Gorica | - | NK Istra 1961 | 1:1 | ||||
7. Round | 31/08/2019 | NK Istra 1961 | - | NK Osijek | 0:0 | ||||
8. Round | 13/09/2019 | Dinamo Zagreb | - | NK Istra 1961 | 1:0 |