| 1999-12-17 | BielefeldvStuttgartBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-12-14 | StuttgartvHansa RostockBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 1999-12-11 | DortmundvStuttgartBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-12-04 | StuttgartvMunich 1860Bundesliga · Germany | 1–3 | Bundesliga · Germany |
| 1999-11-26 | FreiburgvStuttgartBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-11-20 | StuttgartvUlmBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-11-06 | WolfsburgvStuttgartBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-10-31 | StuttgartvKaiserslauternBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-10-23 | HerthavStuttgartBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-10-17 | StuttgartvSchalke 04Bundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-10-01 | Ein FrankfurtvStuttgartBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-09-24 | Bayern MunichvStuttgartBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-09-18 | StuttgartvDuisburgBundesliga · Germany | 4–2 | Bundesliga · Germany |
| 1999-09-11 | UnterhachingvStuttgartBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-08-28 | StuttgartvLeverkusenBundesliga · Germany | 1–2 | Bundesliga · Germany |
| 1999-08-21 | HamburgvStuttgartBundesliga · Germany | 3–0 | Bundesliga · Germany |
| 1999-08-14 | StuttgartvWerder BremenBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-05-29 | StuttgartvWerder BremenBundesliga · Germany | 1–0 | Bundesliga · Germany |
| 1999-05-22 | HamburgvStuttgartBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 1999-05-15 | StuttgartvFreiburgBundesliga · Germany | 3–1 | Bundesliga · Germany |
| 1999-05-07 | Hansa RostockvStuttgartBundesliga · Germany | 3–0 | Bundesliga · Germany |
| 1999-05-04 | StuttgartvBayern MunichBundesliga · Germany | 0–2 | Bundesliga · Germany |
| 1999-05-01 | WolfsburgvStuttgartBundesliga · Germany | 3–2 | Bundesliga · Germany |
| 1999-04-23 | StuttgartvLeverkusenBundesliga · Germany | 0–1 | Bundesliga · Germany |
| 1999-04-17 | BochumvStuttgartBundesliga · Germany | 3–3 | Bundesliga · Germany |
| 1999-04-13 | StuttgartvNurnbergBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-04-10 | HerthavStuttgartBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-04-03 | StuttgartvDuisburgBundesliga · Germany | 0–0 | Bundesliga · Germany |
| 1999-03-20 | StuttgartvM'gladbachBundesliga · Germany | 2–2 | Bundesliga · Germany |
| 1999-03-13 | Munich 1860vStuttgartBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-03-06 | StuttgartvEin FrankfurtBundesliga · Germany | 2–0 | Bundesliga · Germany |
| 1999-02-26 | KaiserslauternvStuttgartBundesliga · Germany | 1–1 | Bundesliga · Germany |
| 1999-02-20 | StuttgartvSchalke 04Bundesliga · Germany | 2–1 | Bundesliga · Germany |