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 | ||||
7. Round | 24/10/1999 | Vanspor AS | - | Kocaelispor | 5:0 | ||||
8. Round | 31/10/1999 | Altay Izmir | - | Vanspor AS | 2:0 | ||||
9. Round | 21/11/1999 | Vanspor AS | - | İstanbulspor AŞ | 1:1 | ||||
10. Round | 28/11/1999 | Gaziantepspor | - | Vanspor AS | 1:3 | ||||
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 | ||||
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 | ||||
33. Round | 12/05/2000 | Vanspor AS | - | Bursaspor | 3:1 |