| 3. Round | 18/07/1999 | Hamburger SV | - | FC Basel 1893 | 0:1 | ||||
| 3. Round | 24/07/1999 | FC Basel 1893 | - | Hamburger SV | 2:3 | ||||
| 4. Round | 28/07/1999 | Trabzonspor | - | Hamburger SV | 2:2 | ||||
| 4. Round | 04/08/1999 | Hamburger SV | - | Trabzonspor | 4:1 | ||||
| 5. Round | 10/08/1999 | Montpellier HSC | - | Hamburger SV | 1:1 | ||||
| 5. Round | 24/08/1999 | Hamburger SV | - | Montpellier HSC | 0:3 pso |
Germany