| 1. Spieltag | 08.08.1999 | Fenerbahçe | - | Vanspor AS | 3:0 |  |
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| 2. Spieltag | 15.08.1999 | Vanspor AS | - | Erzurumspor (1968-2015) | 0:2 | ||||
| 3. Spieltag | 12.09.1999 | Gençlerbirliği | - | Vanspor AS | 1:1 | |
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| 4. Spieltag | 19.09.1999 | Vanspor AS | - | Beşiktaş | 0:6 | ||||
| 5. Spieltag | 26.09.1999 | Denizlispor | - | Vanspor AS | 1:0 | ||||
| 6. Spieltag | 17.10.1999 | Vanspor AS | - | Samsunspor | 0:0 | ||||
| 7. Spieltag | 24.10.1999 | Vanspor AS | - | Kocaelispor | 5:0 | ||||
| 8. Spieltag | 31.10.1999 | Altay Izmir | - | Vanspor AS | 2:0 | ||||
| 13. Spieltag | 19.12.1999 | Vanspor AS | - | Adanaspor | 0:2 | ||||
| 14. Spieltag | 26.12.1999 | Galatasaray | - | Vanspor AS | 2:1 | ||||
| 15. Spieltag | 09.01.2000 | Vanspor AS | - | Antalyaspor | 2:4 |
Türkei