1. Round | 14/08/1999 | FC Schalke 04 | - | Arminia Bielefeld | 1:1 | ||||
2. Round | 20/08/1999 | Arminia Bielefeld | - | Hertha BSC | 1:1 | ||||
3. Round | 27/08/1999 | 1. FC Kaiserslautern | - | Arminia Bielefeld | 0:2 | ||||
4. Round | 10/09/1999 | Arminia Bielefeld | - | VfL Wolfsburg | 0:0 | ||||
5. Round | 18/09/1999 | SSV Ulm 1846 | - | Arminia Bielefeld | 2:0 | ||||
6. Round | 26/09/1999 | Arminia Bielefeld | - | SC Freiburg | 2:1 | ||||
7. Round | 01/10/1999 | TSV 1860 München | - | Arminia Bielefeld | 5:0 | ||||
9. Round | 22/10/1999 | Hansa Rostock | - | Arminia Bielefeld | 2:1 | ||||
10. Round | 29/10/1999 | Arminia Bielefeld | - | Eintracht Frankfurt | 1:1 | ||||
11. Round | 07/11/1999 | Arminia Bielefeld | - | Werder Bremen | 2:2 | ||||
12. Round | 21/11/1999 | Hamburger SV | - | Arminia Bielefeld | 5:0 | ||||
13. Round | 27/11/1999 | Arminia Bielefeld | - | Bayer Leverkusen | 1:2 | ||||
14. Round | 05/12/1999 | SpVgg Unterhaching | - | Arminia Bielefeld | 2:0 | ||||
15. Round | 10/12/1999 | Arminia Bielefeld | - | MSV Duisburg | 0:1 | ||||
16. Round | 14/12/1999 | Bayern München | - | Arminia Bielefeld | 2:1 | ||||
17. Round | 17/12/1999 | Arminia Bielefeld | - | VfB Stuttgart | 1:2 |