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| 27/10/2009 | 13:00 | NK Istra 1961 | - | Slaven Belupo | 0:1 | |
| 16:00 | HNK Šibenik | - | HNK Rijeka | 4:0 | ||
| 16:00 | NK Varteks | - | NK Karlovac | 2:1 | ||
| 16:00 | NK Zagreb | - | HNK Segesta | 3:1 | ||
| 16:00 | NK Osijek | - | NK Inter Zaprešić | 1:0 aet | ||
| 28/10/2009 | 13:00 | NK Vinogradar | - | Dinamo Zagreb | 1:4 | |
| 13:00 | NK Pomorac | - | NK Rudar Labin | 9:0 | ||
| 16:00 | Hajduk Split | - | NK Moslavina Kutina | 5:1 |
