| 2005-12-31 | Leyton OrientvNotts CountyLeague Two · England | 1–0 | League Two · England |
| 2005-12-29 | WycombevLeyton OrientLeague Two · England | 4–2 | League Two · England |
| 2005-12-26 | Leyton OrientvRushden & DLeague Two · England | 5–1 | League Two · England |
| 2005-12-17 | RochdalevLeyton OrientLeague Two · England | 2–4 | League Two · England |
| 2005-12-10 | Leyton OrientvBuryLeague Two · England | 0–1 | League Two · England |
| 2005-12-06 | Leyton OrientvChesterLeague Two · England | 0–1 | League Two · England |
| 2005-11-26 | MacclesfieldvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 2005-11-19 | Leyton OrientvStockportLeague Two · England | 2–2 | League Two · England |
| 2005-11-12 | PeterborovLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2005-10-29 | Leyton OrientvOxfordLeague Two · England | 1–0 | League Two · England |
| 2005-10-22 | GrimsbyvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2005-10-15 | Leyton OrientvLincolnLeague Two · England | 1–1 | League Two · England |
| 2005-10-08 | StockportvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2005-10-01 | Leyton OrientvMansfieldLeague Two · England | 3–1 | League Two · England |
| 2005-09-27 | Leyton OrientvTorquayLeague Two · England | 2–1 | League Two · England |
| 2005-09-24 | CarlislevLeyton OrientLeague Two · England | 2–3 | League Two · England |
| 2005-09-17 | Leyton OrientvWrexhamLeague Two · England | 1–1 | League Two · England |
| 2005-09-10 | BarnetvLeyton OrientLeague Two · England | 2–3 | League Two · England |
| 2005-09-03 | Leyton OrientvBristol RvsLeague Two · England | 2–3 | League Two · England |
| 2005-08-29 | Leyton OrientvShrewsburyLeague Two · England | 0–1 | League Two · England |
| 2005-08-27 | CheltenhamvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2005-08-20 | Leyton OrientvRochdaleLeague Two · England | 1–4 | League Two · England |
| 2005-08-13 | DarlingtonvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2005-08-09 | BuryvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2005-08-06 | Leyton OrientvMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2005-05-07 | Leyton OrientvMansfieldLeague Two · England | 2–1 | League Two · England |
| 2005-04-30 | WycombevLeyton OrientLeague Two · England | 3–2 | League Two · England |
| 2005-04-23 | Leyton OrientvChesterLeague Two · England | 2–0 | League Two · England |
| 2005-04-15 | SouthendvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2005-04-09 | RochdalevLeyton OrientLeague Two · England | 2–0 | League Two · England |
| 2005-04-02 | Leyton OrientvNorthamptonLeague Two · England | 3–2 | League Two · England |
| 2005-03-28 | OxfordvLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 2005-03-25 | Leyton OrientvCheltenhamLeague Two · England | 2–3 | League Two · England |
| 2005-03-19 | MacclesfieldvLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 2005-03-12 | Leyton OrientvCambridgeLeague Two · England | 1–1 | League Two · England |
| 2005-03-05 | YeovilvLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2005-02-26 | Leyton OrientvDarlingtonLeague Two · England | 1–0 | League Two · England |
| 2005-02-22 | Leyton OrientvLincolnLeague Two · England | 1–1 | League Two · England |
| 2005-02-19 | ScunthorpevLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2005-02-12 | Leyton OrientvSwanseaLeague Two · England | 3–1 | League Two · England |
| 2005-02-05 | ShrewsburyvLeyton OrientLeague Two · England | 4–1 | League Two · England |
| 2005-01-29 | Leyton OrientvNotts CountyLeague Two · England | 2–0 | League Two · England |
| 2005-01-22 | Rushden & DvLeyton OrientLeague Two · England | 2–0 | League Two · England |
| 2005-01-15 | Leyton OrientvGrimsbyLeague Two · England | 1–2 | League Two · England |
| 2005-01-08 | BuryvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 2005-01-03 | BostonvLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 2005-01-01 | Leyton OrientvKidderminsterLeague Two · England | 2–1 | League Two · England |