| 1. Round | 06/08/1999 | Galatasaray | - | Gaziantepspor | 1:2 |  |
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| 2. Round | 15/08/1999 | Trabzonspor | - | Galatasaray | 1:2 | ||||
| 3. Round | 11/09/1999 | Galatasaray | - | MKE Ankaragücü | 5:0 | ||||
| 4. Round | 17/09/1999 | Adanaspor | - | Galatasaray | 3:4 | ||||
| 5. Round | 24/09/1999 | Samsunspor | - | Galatasaray | 0:1 | ||||
| 6. Round | 15/10/1999 | Galatasaray | - | Antalyaspor | 2:0 | ||||
| 7. Round | 22/10/1999 | Bursaspor | - | Galatasaray | 0:0 | ||||
| 8. Round | 29/10/1999 | Galatasaray | - | Göztepe | 2:0 | ||||
| 25. Round | 19/03/2000 | Göztepe | - | Galatasaray | 0:2 | ||||
| 27. Round | 01/04/2000 | Erzurumspor (1968-2015) | - | Galatasaray | 0:0 | ||||
| 28. Round | 09/04/2000 | Galatasaray | - | Gençlerbirliği | 6:0 | ||||
| 29. Round | 14/04/2000 | Beşiktaş | - | Galatasaray | 1:1 | |
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| 30. Round | 23/04/2000 | Galatasaray | - | Denizlispor | 2:2 | ||||
| 31. Round | 29/04/2000 | Vanspor AS | - | Galatasaray | 1:3 | ||||
| 32. Round | 07/05/2000 | Galatasaray | - | Kocaelispor | 5:0 |  |
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| 34. Round | 21/05/2000 | Galatasaray | - | İstanbulspor AŞ | 1:1 |
Turkey