| 2009-12-28 | BarnsleyvMiddlesbroughChampionship · England | 2–1 | Championship · England |
| 2009-12-26 | MiddlesbroughvScunthorpeChampionship · England | 3–0 | Championship · England |
| 2009-12-20 | NewcastlevMiddlesbroughChampionship · England | 2–0 | Championship · England |
| 2009-12-13 | MiddlesbroughvCardiffChampionship · England | 0–1 | Championship · England |
| 2009-12-08 | MiddlesbroughvBlackpoolChampionship · England | 0–3 | Championship · England |
| 2009-12-05 | QPRvMiddlesbroughChampionship · England | 1–5 | Championship · England |
| 2009-11-28 | PeterborovMiddlesbroughChampionship · England | 2–2 | Championship · England |
| 2009-11-21 | MiddlesbroughvNott'm ForestChampionship · England | 1–1 | Championship · England |
| 2009-11-07 | Crystal PalacevMiddlesbroughChampionship · England | 1–0 | Championship · England |
| 2009-10-31 | MiddlesbroughvPlymouthChampionship · England | 0–1 | Championship · England |
| 2009-10-24 | PrestonvMiddlesbroughChampionship · England | 2–2 | Championship · England |
| 2009-10-20 | MiddlesbroughvDerbyChampionship · England | 2–0 | Championship · England |
| 2009-10-17 | MiddlesbroughvWatfordChampionship · England | 0–1 | Championship · England |
| 2009-10-03 | ReadingvMiddlesbroughChampionship · England | 0–2 | Championship · England |
| 2009-09-29 | MiddlesbroughvLeicesterChampionship · England | 0–1 | Championship · England |
| 2009-09-26 | CoventryvMiddlesbroughChampionship · England | 2–2 | Championship · England |
| 2009-09-19 | MiddlesbroughvWest BromChampionship · England | 0–5 | Championship · England |
| 2009-09-15 | Sheffield WedsvMiddlesbroughChampionship · England | 1–3 | Championship · England |
| 2009-09-12 | MiddlesbroughvIpswichChampionship · England | 3–1 | Championship · England |
| 2009-08-29 | Bristol CityvMiddlesbroughChampionship · England | 2–1 | Championship · England |
| 2009-08-22 | MiddlesbroughvDoncasterChampionship · England | 2–0 | Championship · England |
| 2009-08-18 | ScunthorpevMiddlesbroughChampionship · England | 0–2 | Championship · England |
| 2009-08-15 | SwanseavMiddlesbroughChampionship · England | 0–3 | Championship · England |
| 2009-08-07 | MiddlesbroughvSheffield UnitedChampionship · England | 0–0 | Championship · England |