| 1. Ronde | 08.08.1999 | Fenerbahçe | - | Vanspor AS | 3:0 | ||||
| 2. Ronde | 15.08.1999 | Vanspor AS | - | Erzurumspor (1968-2015) | 0:2 | ||||
| 3. Ronde | 12.09.1999 | Gençlerbirliği | - | Vanspor AS | 1:1 | ||||
| 4. Ronde | 19.09.1999 | Vanspor AS | - | Beşiktaş | 0:6 | ||||
| 5. Ronde | 26.09.1999 | Denizlispor | - | Vanspor AS | 1:0 | ||||
| 7. Ronde | 24.10.1999 | Vanspor AS | - | Kocaelispor | 5:0 | ||||
| 8. Ronde | 31.10.1999 | Altay Izmir | - | Vanspor AS | 2:0 | ||||
| 16. Ronde | 15.01.2000 | Bursaspor | - | Vanspor AS | 3:2 | ||||
| 18. Ronde | 28.01.2000 | Vanspor AS | - | Fenerbahçe | 1:2 | ||||
| 17. Ronde | 02.02.2000 | Vanspor AS | - | Göztepe | 1:0 | ||||
| 19. Ronde | 06.02.2000 | Erzurumspor (1968-2015) | - | Vanspor AS | 2:0 | ||||
| 20. Ronde | 12.02.2000 | Vanspor AS | - | Gençlerbirliği | 2:5 |  |
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| 21. Ronde | 18.02.2000 | Beşiktaş | - | Vanspor AS | 2:1 |  |
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| 22. Ronde | 27.02.2000 | Vanspor AS | - | Denizlispor | 2:3 | ||||
| 23. Ronde | 05.03.2000 | Samsunspor | - | Vanspor AS | 5:1 | ||||
| 25. Ronde | 19.03.2000 | Vanspor AS | - | Altay Izmir | 1:1 | ||||
| 26. Ronde | 25.03.2000 | İstanbulspor AŞ | - | Vanspor AS | 0:0 | ||||
| 27. Ronde | 01.04.2000 | Vanspor AS | - | Gaziantepspor | 1:2 | ||||
| 28. Ronde | 09.04.2000 | Trabzonspor | - | Vanspor AS | 4:2 |
Turkije