| 1. Round | 28/07/1999 | NK Varteks | - | Hajduk Split | 3:2 | ||||
| 2. Round | 01/08/1999 | Hajduk Split | - | HNK Šibenik | 3:1 | ||||
| 3. Round | 29/08/1999 | HNK Rijeka | - | Hajduk Split | 1:2 | ||||
| 4. Round | 07/09/1999 | Hajduk Split | - | NK Istra Pula | 1:0 |  |
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| 6. Round | 19/09/1999 | Hajduk Split | - | NK Zagreb | 3:0 |  |
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| 7. Round | 25/09/1999 | Slaven Belupo | - | Hajduk Split | 0:0 | ||||
| 8. Round | 03/10/1999 | Hajduk Split | - | NK Osijek | 5:4 | ||||
| 9. Round | 12/10/1999 | Hrvatski Dragovoljac | - | Hajduk Split | 0:5 |  |
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| 11. Round | 23/10/1999 | Hajduk Split | - | Croatia Zagreb | 1:1 | ||||
| 14. Round | 23/11/1999 | Hajduk Split | - | HNK Rijeka | 3:2 | ||||
| 18. Round | 26/02/2000 | Hajduk Split | - | Slaven Belupo | 1:0 | ||||
| 22. Round | 11/03/2000 | Croatia Zagreb | - | Hajduk Split | 0:0 | ||||
| 26. Round | 08/04/2000 | NK Istra Pula | - | Hajduk Split | 1:1 | ||||
| 27. Round | 11/04/2000 | Hajduk Split | - | HNK Šibenik | 0:3 dec. |  |
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| 29. Round | 24/04/2000 | Hajduk Split | - | NK Zagreb | 5:0 | ||||
| 30. Round | 29/04/2000 | HNK Rijeka | - | Hajduk Split | 2:0 | ||||
| 31. Round | 06/05/2000 | Hajduk Split | - | NK Osijek | 1:0 | ||||
| 32. Round | 09/05/2000 | Hajduk Split | - | NK Varteks | 0:0 | ||||
| 33. Round | 13/05/2000 | Croatia Zagreb | - | Hajduk Split | 3:1 |
Croatia