1. Round | 08/08/1999 | Adanaspor | - | Trabzonspor | 1:2 | ||||
3. Round | 10/09/1999 | Antalyaspor | - | Trabzonspor | 0:2 | ||||
4. Round | 18/09/1999 | Trabzonspor | - | Bursaspor | 2:0 | ||||
5. Round | 26/09/1999 | Göztepe | - | Trabzonspor | 1:1 | ||||
6. Round | 16/10/1999 | Trabzonspor | - | Fenerbahçe | 2:0 |