| 1. Journée | 08.08.1999 | Fenerbahçe | - | Vanspor AS | 3:0 | ||||
| 2. Journée | 15.08.1999 | Vanspor AS | - | Erzurumspor (1968-2015) | 0:2 | ||||
| 3. Journée | 12.09.1999 | Gençlerbirliği | - | Vanspor AS | 1:1 | ||||
| 4. Journée | 19.09.1999 | Vanspor AS | - | Beşiktaş | 0:6 | ||||
| 5. Journée | 26.09.1999 | Denizlispor | - | Vanspor AS | 1:0 | ||||
| 6. Journée | 17.10.1999 | Vanspor AS | - | Samsunspor | 0:0 |  |
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| 7. Journée | 24.10.1999 | Vanspor AS | - | Kocaelispor | 5:0 | |
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| 9. Journée | 21.11.1999 | Vanspor AS | - | İstanbulspor AŞ | 1:1 | ||||
| 10. Journée | 28.11.1999 | Gaziantepspor | - | Vanspor AS | 1:3 | ||||
| 11. Journée | 05.12.1999 | Vanspor AS | - | Trabzonspor | 2:2 | |
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| 12. Journée | 12.12.1999 | MKE Ankaragücü | - | Vanspor AS | 1:0 | |
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| 14. Journée | 26.12.1999 | Galatasaray | - | Vanspor AS | 2:1 | |
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| 15. Journée | 09.01.2000 | Vanspor AS | - | Antalyaspor | 2:4 |
Turquie