| 1. Jornada | 24.07.1999 | NK Istra Pula | - | Slaven Belupo | 0:2 | ||||
| 2. Jornada | 31.07.1999 | Slaven Belupo | - | NK Vukovar 91 | 1:2 | ||||
| 3. Jornada | 28.08.1999 | NK Zagreb | - | Slaven Belupo | 0:1 | ||||
| 4. Jornada | 07.09.1999 | HNK Cibalia | - | Slaven Belupo | 0:0 |  |
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| 5. Jornada | 11.09.1999 | Slaven Belupo | - | NK Osijek | 1:4 | ||||
| 6. Jornada | 18.09.1999 | Hrvatski Dragovoljac | - | Slaven Belupo | 2:2 | |
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| 7. Jornada | 25.09.1999 | Slaven Belupo | - | Hajduk Split | 0:0 | ||||
| 8. Jornada | 02.10.1999 | Croatia Zagreb | - | Slaven Belupo | 5:1 | ||||
| 9. Jornada | 12.10.1999 | Slaven Belupo | - | NK Varteks | 2:1 | ||||
| 10. Jornada | 16.10.1999 | HNK Šibenik | - | Slaven Belupo | 0:0 | ||||
| 11. Jornada | 23.10.1999 | Slaven Belupo | - | HNK Rijeka | 2:2 | ||||
| 12. Jornada | 30.10.1999 | Slaven Belupo | - | NK Istra Pula | 1:1 | ||||
| 13. Jornada | 06.11.1999 | NK Vukovar 91 | - | Slaven Belupo | 0:0 | ||||
| 14. Jornada | 23.11.1999 | Slaven Belupo | - | NK Zagreb | 1:1 | ||||
| 15. Jornada | 27.11.1999 | Slaven Belupo | - | HNK Cibalia | 1:0 | |
Croacia