| 1999-12-17 | BielefeldvStuttgartBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-12-14 | Bayern MunichvBielefeldBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-12-10 | BielefeldvDuisburgBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-12-05 | UnterhachingvBielefeldBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-11-27 | BielefeldvLeverkusenBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-11-21 | HamburgvBielefeldBundesliga · Germany | 5–0 | Bundesliga · Germany |
| 1999-11-07 | BielefeldvWerder BremenBundesliga · Germany | 2–2 | Bundesliga · Germany |
| 1999-10-29 | BielefeldvEin FrankfurtBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-10-22 | Hansa RostockvBielefeldBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-10-15 | BielefeldvDortmundBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-10-01 | Munich 1860vBielefeldBundesliga · Germany | 5–0 | Bundesliga · Germany |
| 1999-09-26 | BielefeldvFreiburgBundesliga · Germany | 2–1 | Bundesliga · Germany |
| 1999-09-18 | UlmvBielefeldBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-09-10 | BielefeldvWolfsburgBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-08-27 | KaiserslauternvBielefeldBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-08-20 | BielefeldvHerthaBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-08-14 | Schalke 04vBielefeldBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-06-17 | FC KolnvBielefeld2. Bundesliga · Germany | 3–5 | 2. Bundesliga · Germany |
| 1999-06-13 | BielefeldvGutersloh2. Bundesliga · Germany | 3–0 | 2. Bundesliga · Germany |
| 1999-05-27 | KarlsruhevBielefeld2. Bundesliga · Germany | 1–1 | 2. Bundesliga · Germany |
| 1999-05-21 | WattenscheidvBielefeld2. Bundesliga · Germany | 0–2 | 2. Bundesliga · Germany |
| 1999-05-17 | BielefeldvGreuther Furth2. Bundesliga · Germany | 2–1 | 2. Bundesliga · Germany |
| 1999-05-10 | TB BerlinvBielefeld2. Bundesliga · Germany | 1–1 | 2. Bundesliga · Germany |
| 1999-05-02 | BielefeldvStuttgarter K2. Bundesliga · Germany | 1–2 | 2. Bundesliga · Germany |
| 1999-04-25 | UerdingenvBielefeld2. Bundesliga · Germany | 0–4 | 2. Bundesliga · Germany |
| 1999-04-16 | BielefeldvDusseldorf2. Bundesliga · Germany | 2–0 | 2. Bundesliga · Germany |
| 1999-04-11 | F KolnvBielefeld2. Bundesliga · Germany | 1–1 | 2. Bundesliga · Germany |
| 1999-04-01 | BielefeldvOberhausen2. Bundesliga · Germany | 2–0 | 2. Bundesliga · Germany |
| 1999-03-19 | CottbusvBielefeld2. Bundesliga · Germany | 0–2 | 2. Bundesliga · Germany |
| 1999-03-12 | BielefeldvSt Pauli2. Bundesliga · Germany | 0–0 | 2. Bundesliga · Germany |
| 1999-03-08 | MainzvBielefeld2. Bundesliga · Germany | 3–1 | 2. Bundesliga · Germany |
| 1999-03-01 | BielefeldvUlm2. Bundesliga · Germany | 5–0 | 2. Bundesliga · Germany |