| 1. Round | 06/08/1999 | Galatasaray | - | Gaziantepspor | 1:2 |  |
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| 2. Round | 15/08/1999 | Gaziantepspor | - | Antalyaspor | 1:2 | |
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| 4. Round | 19/09/1999 | Gaziantepspor | - | Göztepe | 2:1 | ||||
| 5. Round | 26/09/1999 | Fenerbahçe | - | Gaziantepspor | 0:0 | ||||
| 6. Round | 17/10/1999 | Gaziantepspor | - | Erzurumspor (1968-2015) | 6:0 | ||||
| 7. Round | 24/10/1999 | Gençlerbirliği | - | Gaziantepspor | 0:1 | ||||
| 8. Round | 31/10/1999 | Gaziantepspor | - | Beşiktaş | 0:0 | ||||
| 9. Round | 19/11/1999 | Denizlispor | - | Gaziantepspor | 1:0 | ||||
| 10. Round | 28/11/1999 | Gaziantepspor | - | Vanspor AS | 1:3 | ||||
| 12. Round | 12/12/1999 | Gaziantepspor | - | Altay Izmir | 1:0 | ||||
| 13. Round | 19/12/1999 | İstanbulspor AŞ | - | Gaziantepspor | 1:1 | ||||
| 14. Round | 26/12/1999 | Gaziantepspor | - | Samsunspor | 5:2 | ||||
| 15. Round | 09/01/2000 | Trabzonspor | - | Gaziantepspor | 0:0 |
Guinea