| 1999-12-28 | Nott'm ForestvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-12-26 | BirminghamvSheffield UnitedChampionship · England | 0–2 | Championship · England |
| 1999-12-17 | WolvesvBirminghamChampionship · England | 2–1 | Championship · England |
| 1999-12-04 | FulhamvBirminghamChampionship · England | 0–0 | Championship · England |
| 1999-11-27 | BirminghamvSwindonChampionship · England | 1–1 | Championship · England |
| 1999-11-23 | BirminghamvTranmereChampionship · England | 3–1 | Championship · England |
| 1999-11-20 | BarnsleyvBirminghamChampionship · England | 2–1 | Championship · England |
| 1999-11-06 | PortsmouthvBirminghamChampionship · England | 2–2 | Championship · England |
| 1999-10-30 | BirminghamvCharltonChampionship · England | 1–0 | Championship · England |
| 1999-10-27 | QPRvBirminghamChampionship · England | 2–2 | Championship · England |
| 1999-10-23 | GrimsbyvBirminghamChampionship · England | 1–1 | Championship · England |
| 1999-10-19 | BirminghamvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-10-16 | BirminghamvCrystal PalaceChampionship · England | 2–0 | Championship · England |
| 1999-10-08 | WalsallvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-10-02 | CharltonvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-09-25 | BirminghamvQPRChampionship · England | 2–0 | Championship · England |
| 1999-09-18 | IpswichvBirminghamChampionship · England | 0–1 | Championship · England |
| 1999-09-11 | BirminghamvWest BromChampionship · England | 1–1 | Championship · England |
| 1999-09-05 | BoltonvBirminghamChampionship · England | 3–3 | Championship · England |
| 1999-08-30 | BirminghamvCreweChampionship · England | 5–1 | Championship · England |
| 1999-08-27 | StockportvBirminghamChampionship · England | 2–0 | Championship · England |
| 1999-08-21 | BirminghamvPort ValeChampionship · England | 4–2 | Championship · England |
| 1999-08-14 | NorwichvBirminghamChampionship · England | 0–1 | Championship · England |
| 1999-08-07 | BirminghamvFulhamChampionship · England | 2–2 | Championship · England |
| 1999-05-09 | SunderlandvBirminghamChampionship · England | 2–1 | Championship · England |
| 1999-05-02 | BirminghamvIpswichChampionship · England | 1–0 | Championship · England |
| 1999-04-24 | Bristol CityvBirminghamChampionship · England | 1–2 | Championship · England |
| 1999-04-20 | BirminghamvQPRChampionship · England | 1–0 | Championship · England |
| 1999-04-17 | BirminghamvWolvesChampionship · England | 0–1 | Championship · England |
| 1999-04-10 | SwindonvBirminghamChampionship · England | 0–1 | Championship · England |
| 1999-04-05 | BirminghamvWatfordChampionship · England | 1–2 | Championship · England |
| 1999-04-02 | CrewevBirminghamChampionship · England | 0–0 | Championship · England |
| 1999-03-20 | HuddersfieldvBirminghamChampionship · England | 1–1 | Championship · England |
| 1999-03-13 | BirminghamvWest BromChampionship · England | 4–0 | Championship · England |
| 1999-03-09 | TranmerevBirminghamChampionship · England | 0–1 | Championship · England |
| 1999-03-06 | BirminghamvPortsmouthChampionship · England | 4–1 | Championship · England |
| 1999-03-02 | BirminghamvNorwichChampionship · England | 0–0 | Championship · England |
| 1999-02-27 | GrimsbyvBirminghamChampionship · England | 0–3 | Championship · England |
| 1999-02-21 | BirminghamvBoltonChampionship · England | 0–0 | Championship · England |
| 1999-02-13 | StockportvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-02-06 | Crystal PalacevBirminghamChampionship · England | 1–1 | Championship · England |
| 1999-01-31 | BirminghamvBradfordChampionship · England | 2–1 | Championship · England |
| 1999-01-16 | BarnsleyvBirminghamChampionship · England | 0–0 | Championship · England |
| 1999-01-09 | BirminghamvPort ValeChampionship · England | 1–0 | Championship · England |