| 2000-05-07 | IpswichvWalsallChampionship · England | 2–0 | Championship · England |
| 2000-04-29 | CharltonvIpswichChampionship · England | 1–3 | Championship · England |
| 2000-04-25 | IpswichvCrystal PalaceChampionship · England | 1–0 | Championship · England |
| 2000-04-22 | QPRvIpswichChampionship · England | 3–1 | Championship · England |
| 2000-04-15 | StockportvIpswichChampionship · England | 0–1 | Championship · England |
| 2000-04-08 | IpswichvPort ValeChampionship · England | 3–0 | Championship · England |
| 2000-04-04 | West BromvIpswichChampionship · England | 1–1 | Championship · England |
| 2000-03-25 | IpswichvFulhamChampionship · England | 1–0 | Championship · England |
| 2000-03-22 | TranmerevIpswichChampionship · England | 0–2 | Championship · England |
| 2000-03-19 | IpswichvNorwichChampionship · England | 0–2 | Championship · England |
| 2000-03-11 | WolvesvIpswichChampionship · England | 2–1 | Championship · England |
| 2000-03-07 | IpswichvBlackburnChampionship · England | 0–0 | Championship · England |
| 2000-03-04 | IpswichvPortsmouthChampionship · England | 0–1 | Championship · England |
| 2000-02-27 | BirminghamvIpswichChampionship · England | 1–1 | Championship · England |
| 2000-02-19 | CrewevIpswichChampionship · England | 1–2 | Championship · England |
| 2000-02-12 | IpswichvHuddersfieldChampionship · England | 2–1 | Championship · England |
| 2000-02-05 | BarnsleyvIpswichChampionship · England | 0–2 | Championship · England |
| 2000-01-29 | IpswichvSheffield UnitedChampionship · England | 1–1 | Championship · England |
| 2000-01-22 | BoltonvIpswichChampionship · England | 1–1 | Championship · England |
| 2000-01-15 | IpswichvSwindonChampionship · England | 3–0 | Championship · England |
| 2000-01-03 | Port ValevIpswichChampionship · England | 1–2 | Championship · England |