| 1. Ronde | 08.08.1999 | Fenerbahçe | - | Vanspor AS | 3:0 |  |
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| 2. Ronde | 15.08.1999 | Vanspor AS | - | Erzurumspor (1968-2015) | 0:2 | ||||
| 9. Ronde | 21.11.1999 | Vanspor AS | - | İstanbulspor AŞ | 1:1 | ||||
| 10. Ronde | 28.11.1999 | Gaziantepspor | - | Vanspor AS | 1:3 | ||||
| 11. Ronde | 05.12.1999 | Vanspor AS | - | Trabzonspor | 2:2 | ||||
| 12. Ronde | 12.12.1999 | MKE Ankaragücü | - | Vanspor AS | 1:0 | ||||
| 13. Ronde | 19.12.1999 | Vanspor AS | - | Adanaspor | 0:2 | ||||
| 14. Ronde | 26.12.1999 | Galatasaray | - | Vanspor AS | 2:1 | ||||
| 15. Ronde | 09.01.2000 | Vanspor AS | - | Antalyaspor | 2:4 |
Turkije