| 2. Round | 15/08/1999 | Vanspor AS | - | Erzurumspor (1968-2015) | 0:2 | ||||
| 3. Round | 12/09/1999 | Gençlerbirliği | - | Vanspor AS | 1:1 | ||||
| 4. Round | 19/09/1999 | Vanspor AS | - | Beşiktaş | 0:6 | ||||
| 5. Round | 26/09/1999 | Denizlispor | - | Vanspor AS | 1:0 | ||||
| 6. Round | 17/10/1999 | Vanspor AS | - | Samsunspor | 0:0 |  |
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| 7. Round | 24/10/1999 | Vanspor AS | - | Kocaelispor | 5:0 |  |
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| 8. Round | 31/10/1999 | Altay Izmir | - | Vanspor AS | 2:0 | ||||
| 9. Round | 21/11/1999 | Vanspor AS | - | İstanbulspor AŞ | 1:1 | |
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| 10. Round | 28/11/1999 | Gaziantepspor | - | Vanspor AS | 1:3 | |
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| 12. Round | 12/12/1999 | MKE Ankaragücü | - | Vanspor AS | 1:0 | ||||
| 13. Round | 19/12/1999 | Vanspor AS | - | Adanaspor | 0:2 | ||||
| 16. Round | 15/01/2000 | Bursaspor | - | Vanspor AS | 3:2 | ||||
| 22. Round | 27/02/2000 | Vanspor AS | - | Denizlispor | 2:3 | |
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| 23. Round | 05/03/2000 | Samsunspor | - | Vanspor AS | 5:1 | ||||
| 24. Round | 11/03/2000 | Kocaelispor | - | Vanspor AS | 6:1 | ||||
| 25. Round | 19/03/2000 | Vanspor AS | - | Altay Izmir | 1:1 | ||||
| 26. Round | 25/03/2000 | İstanbulspor AŞ | - | Vanspor AS | 0:0 | ||||
| 31. Round | 29/04/2000 | Vanspor AS | - | Galatasaray | 1:3 | |
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| 33. Round | 12/05/2000 | Vanspor AS | - | Bursaspor | 3:1 | |
Mali
Turkey