| 1999-12-28 | Crystal PalacevWalsallChampionship · England | 3–2 | Championship · England |
| 1999-12-26 | WalsallvTranmereChampionship · England | 1–2 | Championship · England |
| 1999-12-18 | BarnsleyvWalsallChampionship · England | 3–2 | Championship · England |
| 1999-12-04 | SwindonvWalsallChampionship · England | 1–1 | Championship · England |
| 1999-11-26 | WalsallvFulhamChampionship · England | 1–3 | Championship · England |
| 1999-11-23 | WalsallvHuddersfieldChampionship · England | 2–0 | Championship · England |
| 1999-11-20 | QPRvWalsallChampionship · England | 2–1 | Championship · England |
| 1999-11-12 | WalsallvPort ValeChampionship · England | 0–0 | Championship · England |
| 1999-11-06 | CharltonvWalsallChampionship · England | 2–1 | Championship · England |
| 1999-10-30 | StockportvWalsallChampionship · England | 1–1 | Championship · England |
| 1999-10-26 | WalsallvBlackburnChampionship · England | 1–1 | Championship · England |
| 1999-10-23 | WalsallvIpswichChampionship · England | 0–1 | Championship · England |
| 1999-10-19 | PortsmouthvWalsallChampionship · England | 5–1 | Championship · England |
| 1999-10-16 | West BromvWalsallChampionship · England | 0–1 | Championship · England |
| 1999-10-08 | WalsallvBirminghamChampionship · England | 1–0 | Championship · England |
| 1999-10-02 | WalsallvStockportChampionship · England | 1–2 | Championship · England |
| 1999-09-25 | BlackburnvWalsallChampionship · England | 2–0 | Championship · England |
| 1999-09-18 | WalsallvMan CityChampionship · England | 0–1 | Championship · England |
| 1999-09-11 | GrimsbyvWalsallChampionship · England | 1–0 | Championship · England |
| 1999-09-04 | Nott'm ForestvWalsallChampionship · England | 4–1 | Championship · England |
| 1999-08-30 | WalsallvNorwichChampionship · England | 2–2 | Championship · England |
| 1999-08-28 | WolvesvWalsallChampionship · England | 1–2 | Championship · England |
| 1999-08-21 | WalsallvCreweChampionship · England | 1–4 | Championship · England |
| 1999-08-14 | Sheffield UnitedvWalsallChampionship · England | 1–1 | Championship · England |
| 1999-08-07 | WalsallvSwindonChampionship · England | 0–0 | Championship · England |