| 2008-12-28 | DerbyvIpswichChampionship · England | 0–1 | Championship · England |
| 2008-12-26 | IpswichvBirminghamChampionship · England | 0–1 | Championship · England |
| 2008-12-20 | CoventryvIpswichChampionship · England | 2–2 | Championship · England |
| 2008-12-13 | IpswichvCardiffChampionship · England | 1–2 | Championship · England |
| 2008-12-10 | IpswichvBristol CityChampionship · England | 3–1 | Championship · England |
| 2008-12-07 | NorwichvIpswichChampionship · England | 2–0 | Championship · England |
| 2008-11-29 | IpswichvSheffield UnitedChampionship · England | 1–1 | Championship · England |
| 2008-11-25 | BirminghamvIpswichChampionship · England | 2–1 | Championship · England |
| 2008-11-22 | IpswichvDerbyChampionship · England | 2–0 | Championship · England |
| 2008-11-15 | DoncastervIpswichChampionship · England | 1–0 | Championship · England |
| 2008-11-08 | BlackpoolvIpswichChampionship · England | 0–1 | Championship · England |
| 2008-11-01 | IpswichvQPRChampionship · England | 2–0 | Championship · England |
| 2008-10-28 | IpswichvCharltonChampionship · England | 1–1 | Championship · England |
| 2008-10-25 | PlymouthvIpswichChampionship · England | 1–3 | Championship · England |
| 2008-10-21 | Nott'm ForestvIpswichChampionship · England | 1–1 | Championship · England |
| 2008-10-18 | IpswichvSwanseaChampionship · England | 2–2 | Championship · England |
| 2008-10-04 | CharltonvIpswichChampionship · England | 2–1 | Championship · England |
| 2008-09-30 | IpswichvBarnsleyChampionship · England | 3–0 | Championship · England |
| 2008-09-27 | IpswichvCrystal PalaceChampionship · England | 1–1 | Championship · England |
| 2008-09-20 | Sheffield WedsvIpswichChampionship · England | 0–0 | Championship · England |
| 2008-09-17 | SouthamptonvIpswichChampionship · England | 2–2 | Championship · England |
| 2008-09-13 | IpswichvReadingChampionship · England | 2–0 | Championship · England |
| 2008-08-30 | WatfordvIpswichChampionship · England | 2–1 | Championship · England |
| 2008-08-23 | IpswichvWolvesChampionship · England | 0–2 | Championship · England |
| 2008-08-16 | BurnleyvIpswichChampionship · England | 0–3 | Championship · England |
| 2008-08-09 | IpswichvPrestonChampionship · England | 1–2 | Championship · England |
| 2008-05-04 | IpswichvHullChampionship · England | 1–0 | Championship · England |
| 2008-04-26 | PrestonvIpswichChampionship · England | 2–2 | Championship · England |
| 2008-04-19 | WolvesvIpswichChampionship · England | 1–1 | Championship · England |
| 2008-04-13 | IpswichvNorwichChampionship · England | 2–1 | Championship · England |
| 2008-04-09 | IpswichvCardiffChampionship · England | 1–1 | Championship · England |
| 2008-04-05 | ColchestervIpswichChampionship · England | 2–0 | Championship · England |
| 2008-03-29 | IpswichvQPRChampionship · England | 0–0 | Championship · England |
| 2008-03-22 | ScunthorpevIpswichChampionship · England | 1–2 | Championship · England |
| 2008-03-15 | IpswichvCharltonChampionship · England | 2–0 | Championship · England |
| 2008-03-11 | BarnsleyvIpswichChampionship · England | 4–1 | Championship · England |
| 2008-03-04 | IpswichvSheffield UnitedChampionship · England | 1–1 | Championship · England |
| 2008-03-01 | SouthamptonvIpswichChampionship · England | 1–1 | Championship · England |
| 2008-02-23 | StokevIpswichChampionship · England | 1–0 | Championship · England |
| 2008-02-16 | IpswichvBlackpoolChampionship · England | 2–1 | Championship · England |
| 2008-02-12 | Crystal PalacevIpswichChampionship · England | 0–1 | Championship · England |
| 2008-02-09 | IpswichvWatfordChampionship · England | 1–2 | Championship · England |
| 2008-02-02 | Sheffield WedsvIpswichChampionship · England | 1–2 | Championship · England |
| 2008-01-29 | IpswichvPlymouthChampionship · England | 0–0 | Championship · England |
| 2008-01-19 | BlackpoolvIpswichChampionship · England | 1–1 | Championship · England |
| 2008-01-12 | IpswichvStokeChampionship · England | 1–1 | Championship · England |
| 2008-01-01 | IpswichvWest BromChampionship · England | 2–0 | Championship · England |