| 2. Round | 14/08/1999 | Fenerbahçe | - | Kocaelispor | 1:1 |  |
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| 3. Round | 12/09/1999 | Erzurumspor (1968-2015) | - | Kocaelispor | 3:3 | ||||
| 4. Round | 18/09/1999 | Gençlerbirliği | - | Kocaelispor | 0:4 | |
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| 5. Round | 25/09/1999 | Beşiktaş | - | Kocaelispor | 1:0 | ||||
| 6. Round | 17/10/1999 | Denizlispor | - | Kocaelispor | 3:1 | ||||
| 7. Round | 24/10/1999 | Vanspor AS | - | Kocaelispor | 5:0 |
Turkey