Pomorac Kostrena 2-2 Cibalia Vinkovci
| 26.11.2008 | Cibalia Vinkovci | 1-1/p.4-2 | Pomorac Kostrena | |
| 12.11.2008 | Pomorac Kostrena | 1-1 | Cibalia Vinkovci | |
Zagora Unešić 2-7 Dinamo Zagreb *
| 10.12.2008 | Dinamo Zagreb | 5-1 | Zagora Unešić | |
| 12.11.2008 | Zagora Unešić | 1-2 | Dinamo Zagreb | |
HNK Rijeka 4-4 NK Zagreb
| 26.11.2008 | NK Zagreb | 2-2/p.4-2 | HNK Rijeka | |
| 12.11.2008 | HNK Rijeka | 2-2 | NK Zagreb | |
Hajduk Split 0-0 Slaven Belupo
| 26.11.2008 | Slaven Belupo | 0-0/p.6-7 | Hajduk Split | |
| 12.11.2008 | Hajduk Split | 0-0 | Slaven Belupo | |