| 2008-12-28 | CardiffvPlymouthChampionship · England | 1–0 | Championship · England |
| 2008-12-26 | PlymouthvSouthamptonChampionship · England | 2–0 | Championship · England |
| 2008-12-20 | BarnsleyvPlymouthChampionship · England | 2–0 | Championship · England |
| 2008-12-13 | PlymouthvQPRChampionship · England | 1–1 | Championship · England |
| 2008-12-09 | PlymouthvBirminghamChampionship · England | 0–1 | Championship · England |
| 2008-12-06 | DoncastervPlymouthChampionship · England | 1–0 | Championship · England |
| 2008-11-29 | PlymouthvBlackpoolChampionship · England | 1–2 | Championship · England |
| 2008-11-25 | SouthamptonvPlymouthChampionship · England | 0–0 | Championship · England |
| 2008-11-22 | PlymouthvCardiffChampionship · England | 2–1 | Championship · England |
| 2008-11-15 | CoventryvPlymouthChampionship · England | 0–1 | Championship · England |
| 2008-11-08 | PlymouthvCharltonChampionship · England | 2–2 | Championship · England |
| 2008-11-01 | Sheffield UnitedvPlymouthChampionship · England | 2–0 | Championship · England |
| 2008-10-28 | Sheffield WedsvPlymouthChampionship · England | 0–1 | Championship · England |
| 2008-10-25 | PlymouthvIpswichChampionship · England | 1–3 | Championship · England |
| 2008-10-21 | PlymouthvPrestonChampionship · England | 1–0 | Championship · England |
| 2008-10-18 | DerbyvPlymouthChampionship · England | 2–1 | Championship · England |
| 2008-10-04 | PlymouthvSheffield WedsChampionship · England | 4–0 | Championship · England |
| 2008-09-30 | Bristol CityvPlymouthChampionship · England | 2–2 | Championship · England |
| 2008-09-27 | PlymouthvNott'm ForestChampionship · England | 1–0 | Championship · England |
| 2008-09-20 | Crystal PalacevPlymouthChampionship · England | 1–2 | Championship · England |
| 2008-09-16 | WatfordvPlymouthChampionship · England | 1–2 | Championship · England |
| 2008-09-13 | PlymouthvNorwichChampionship · England | 1–2 | Championship · England |
| 2008-08-30 | BurnleyvPlymouthChampionship · England | 0–0 | Championship · England |
| 2008-08-23 | PlymouthvSwanseaChampionship · England | 0–1 | Championship · England |
| 2008-08-16 | ReadingvPlymouthChampionship · England | 2–0 | Championship · England |
| 2008-08-09 | PlymouthvWolvesChampionship · England | 2–2 | Championship · England |
| 2008-05-04 | WolvesvPlymouthChampionship · England | 1–0 | Championship · England |
| 2008-04-26 | PlymouthvBlackpoolChampionship · England | 3–0 | Championship · England |
| 2008-04-19 | PlymouthvPrestonChampionship · England | 2–2 | Championship · England |
| 2008-04-14 | Sheffield WedsvPlymouthChampionship · England | 1–1 | Championship · England |
| 2008-04-05 | PlymouthvCharltonChampionship · England | 1–2 | Championship · England |
| 2008-03-29 | CoventryvPlymouthChampionship · England | 3–1 | Championship · England |
| 2008-03-22 | PlymouthvWatfordChampionship · England | 1–1 | Championship · England |
| 2008-03-15 | Bristol CityvPlymouthChampionship · England | 1–2 | Championship · England |
| 2008-03-11 | ScunthorpevPlymouthChampionship · England | 1–0 | Championship · England |
| 2008-03-08 | PlymouthvSheffield UnitedChampionship · England | 0–1 | Championship · England |
| 2008-03-04 | PlymouthvColchesterChampionship · England | 4–1 | Championship · England |
| 2008-03-01 | West BromvPlymouthChampionship · England | 3–0 | Championship · England |
| 2008-02-23 | PlymouthvBurnleyChampionship · England | 3–1 | Championship · England |
| 2008-02-19 | SouthamptonvPlymouthChampionship · England | 0–2 | Championship · England |
| 2008-02-12 | PlymouthvBarnsleyChampionship · England | 3–0 | Championship · England |
| 2008-02-09 | LeicestervPlymouthChampionship · England | 0–1 | Championship · England |
| 2008-02-02 | PlymouthvHullChampionship · England | 0–1 | Championship · England |
| 2008-01-29 | IpswichvPlymouthChampionship · England | 0–0 | Championship · England |
| 2008-01-19 | PlymouthvSouthamptonChampionship · England | 1–1 | Championship · England |
| 2008-01-12 | BurnleyvPlymouthChampionship · England | 1–0 | Championship · England |
| 2008-01-01 | CardiffvPlymouthChampionship · England | 1–0 | Championship · England |