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| 24/09/2019 | 14:30 | NK Hrvace | - | Slaven Belupo | 1:2 (1:1) | |
| 14:30 | NK Karlovac | - | Dinamo Zagreb | 0:7 (0:4) | ||
| 14:30 | NK Oriolik | - | Lokomotiva Zagreb | 0:3 (0:0) | ||
| 14:30 | NK Vuteks Sloga | - | NK Osijek | 0:8 (0:2) | ||
| 25/09/2019 | 14:30 | NK Belišce | - | RNK Split | 3:1 (0:0, 0:0) aet | |
| 14:30 | NK BSK Bijelo Brdo | - | HNK Cibalia | 1:0 (1:0) | ||
| 14:30 | NK Mladost Petrinja | - | Hajduk Split | 0:2 (0:1) | ||
| 14:30 | NK Opatija | - | NK Novigrad | 3:1 (2:0) | ||
| 14:30 | Jadran Poreč | - | NK Inter Zaprešić | 3:7 (1:2) | ||
| 14:30 | NK Slavonija Požega | - | HNK Šibenik | 1:5 (1:3) | ||
| 14:30 | NK Sloga Nova Gradiška | - | NK Vinogradar | 1:2 (0:1) | ||
| 14:30 | NK Kurilovec | - | NK Istra 1961 | 2:3 (2:1, 2:2) aet | ||
| 14:30 | NK Zagora Unešić | - | NK Zadar | 1:2 (1:0, 1:1) aet | ||
| 17:00 | HNK Gorica | - | NK Zagreb | 8:0 (4:0) | ||
| 17:00 | NK Varaždin | - | NK Rudeš | 4:2 (2:0) | ||
| 01/10/2019 | 14:30 | NK Buje | - | HNK Rijeka | 0:11 (0:5) |
