| 1. Jornada | 24.07.1999 | NK Vukovar 91 | - | NK Zagreb | 3:4 |  |
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| 2. Jornada | 31.07.1999 | HNK Cibalia | - | NK Zagreb | 0:0 | ||||
| 3. Jornada | 28.08.1999 | NK Zagreb | - | Slaven Belupo | 0:1 | ||||
| 4. Jornada | 07.09.1999 | NK Osijek | - | NK Zagreb | 0:0 | ||||
| 6. Jornada | 19.09.1999 | Hajduk Split | - | NK Zagreb | 3:0 | ||||
| 7. Jornada | 25.09.1999 | NK Zagreb | - | Croatia Zagreb | 0:1 | ||||
| 8. Jornada | 01.10.1999 | NK Varteks | - | NK Zagreb | 1:1 | ||||
| 9. Jornada | 12.10.1999 | NK Zagreb | - | HNK Šibenik | 4:1 | |
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| 11. Jornada | 23.10.1999 | NK Zagreb | - | NK Istra Pula | 1:1 | |
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| 15. Jornada | 27.11.1999 | NK Zagreb | - | NK Osijek | 2:1 | ||||
| 16. Jornada | 04.12.1999 | Hrvatski Dragovoljac | - | NK Zagreb | 1:2 |
Croacia