1. Round | 14/08/1999 | Bayern München | - | Hamburger SV | 2:2 | ||||
2. Round | 21/08/1999 | Hamburger SV | - | VfB Stuttgart | 3:0 | ||||
4. Round | 11/09/1999 | Hamburger SV | - | Hertha BSC | 5:1 | ||||
5. Round | 19/09/1999 | 1. FC Kaiserslautern | - | Hamburger SV | 2:0 | ||||
6. Round | 24/09/1999 | Hamburger SV | - | VfL Wolfsburg | 2:2 | ||||
7. Round | 02/10/1999 | SSV Ulm 1846 | - | Hamburger SV | 1:2 | ||||
8. Round | 16/10/1999 | Hamburger SV | - | SC Freiburg | 2:0 | ||||
9. Round | 23/10/1999 | TSV 1860 München | - | Hamburger SV | 0:0 | ||||
10. Round | 30/10/1999 | Hamburger SV | - | Borussia Dortmund | 1:1 | ||||
11. Round | 05/11/1999 | Hansa Rostock | - | Hamburger SV | 3:3 | ||||
12. Round | 21/11/1999 | Hamburger SV | - | Arminia Bielefeld | 5:0 | ||||
13. Round | 28/11/1999 | Werder Bremen | - | Hamburger SV | 2:1 | ||||
14. Round | 03/12/1999 | Hamburger SV | - | Eintracht Frankfurt | 1:0 | ||||
15. Round | 12/12/1999 | Bayer Leverkusen | - | Hamburger SV | 2:2 | ||||
16. Round | 15/12/1999 | SpVgg Unterhaching | - | Hamburger SV | 1:1 | ||||
17. Round | 18/12/1999 | Hamburger SV | - | MSV Duisburg | 6:1 | ||||
34. Round | 20/05/2000 | MSV Duisburg | - | Hamburger SV | 1:1 |