| 2006-05-06 | OxfordvLeyton OrientLeague Two · England | 2–3 | League Two · England |
| 2006-04-29 | Leyton OrientvPeterboroLeague Two · England | 2–1 | League Two · England |
| 2006-04-22 | LincolnvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2006-04-17 | Leyton OrientvGrimsbyLeague Two · England | 0–0 | League Two · England |
| 2006-04-15 | MansfieldvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2006-04-08 | Leyton OrientvBostonLeague Two · England | 2–0 | League Two · England |
| 2006-04-01 | Notts CountyvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2006-03-25 | Leyton OrientvWycombeLeague Two · England | 1–0 | League Two · England |
| 2006-03-18 | Rushden & DvLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2006-03-11 | Leyton OrientvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2006-03-04 | ShrewsburyvLeyton OrientLeague Two · England | 3–3 | League Two · England |
| 2006-02-28 | Leyton OrientvBarnetLeague Two · England | 0–0 | League Two · England |
| 2006-02-25 | Leyton OrientvDarlingtonLeague Two · England | 1–0 | League Two · England |
| 2006-02-18 | ChestervLeyton OrientLeague Two · England | 0–2 | League Two · England |
| 2006-02-14 | NorthamptonvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2006-02-11 | Leyton OrientvCarlisleLeague Two · England | 0–0 | League Two · England |
| 2006-02-04 | TorquayvLeyton OrientLeague Two · England | 2–0 | League Two · England |
| 2006-01-31 | Bristol RvsvLeyton OrientLeague Two · England | 3–3 | League Two · England |
| 2006-01-21 | WrexhamvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2006-01-14 | Leyton OrientvNorthamptonLeague Two · England | 1–2 | League Two · England |
| 2006-01-02 | BostonvLeyton OrientLeague Two · England | 1–2 | League Two · England |