| 2003-12-28 | Leyton OrientvTorquayLeague Two · England | 0–0 | League Two · England |
| 2003-12-26 | OxfordvLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2003-12-20 | Leyton OrientvBuryLeague Two · England | 2–0 | League Two · England |
| 2003-12-13 | KidderminstervLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2003-11-29 | CambridgevLeyton OrientLeague Two · England | 1–4 | League Two · England |
| 2003-11-22 | Leyton OrientvYorkLeague Two · England | 2–2 | League Two · England |
| 2003-11-15 | BostonvLeyton OrientLeague Two · England | 3–0 | League Two · England |
| 2003-11-01 | Leyton OrientvRochdaleLeague Two · England | 2–1 | League Two · England |
| 2003-10-25 | Leyton OrientvNorthamptonLeague Two · England | 1–1 | League Two · England |
| 2003-10-21 | Bristol RvsvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2003-10-18 | SouthendvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2003-10-11 | Leyton OrientvSwanseaLeague Two · England | 1–2 | League Two · England |
| 2003-10-04 | Leyton OrientvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2003-09-30 | CarlislevLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2003-09-27 | HuddersfieldvLeyton OrientLeague Two · England | 3–0 | League Two · England |
| 2003-09-20 | Leyton OrientvScunthorpeLeague Two · England | 1–1 | League Two · England |
| 2003-09-16 | Leyton OrientvHullLeague Two · England | 1–1 | League Two · England |
| 2003-09-13 | LincolnvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 2003-09-06 | TorquayvLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2003-08-30 | Leyton OrientvCheltenhamLeague Two · England | 1–4 | League Two · England |
| 2003-08-25 | DarlingtonvLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2003-08-23 | Leyton OrientvYeovilLeague Two · England | 2–0 | League Two · England |
| 2003-08-16 | MansfieldvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2003-08-09 | Leyton OrientvDoncasterLeague Two · England | 1–3 | League Two · England |
| 2003-05-03 | DarlingtonvLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 2003-04-29 | Leyton OrientvWrexhamLeague Two · England | 0–1 | League Two · England |
| 2003-04-26 | Leyton OrientvRushden & DLeague Two · England | 0–0 | League Two · England |
| 2003-04-21 | TorquayvLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 2003-04-19 | Leyton OrientvSwanseaLeague Two · England | 3–1 | League Two · England |
| 2003-04-12 | HartlepoolvLeyton OrientLeague Two · England | 4–1 | League Two · England |
| 2003-04-05 | Leyton OrientvBostonLeague Two · England | 3–2 | League Two · England |
| 2003-03-22 | SouthendvLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2003-03-18 | BournemouthvLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 2003-03-15 | Leyton OrientvBristol RvsLeague Two · England | 1–2 | League Two · England |
| 2003-03-11 | MacclesfieldvLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 2003-03-08 | Leyton OrientvExeterLeague Two · England | 1–1 | League Two · England |
| 2003-03-04 | OxfordvLeyton OrientLeague Two · England | 0–2 | League Two · England |
| 2003-03-01 | LincolnvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2003-02-25 | Leyton OrientvRochdaleLeague Two · England | 0–1 | League Two · England |
| 2003-02-22 | Leyton OrientvShrewsburyLeague Two · England | 0–2 | League Two · England |
| 2003-02-15 | BuryvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2003-02-08 | Leyton OrientvYorkLeague Two · England | 0–1 | League Two · England |
| 2003-01-28 | Leyton OrientvCambridgeLeague Two · England | 1–1 | League Two · England |
| 2003-01-25 | CarlislevLeyton OrientLeague Two · England | 3–0 | League Two · England |
| 2003-01-18 | Leyton OrientvHullLeague Two · England | 2–0 | League Two · England |
| 2003-01-11 | ScunthorpevLeyton OrientLeague Two · England | 2–1 | League Two · England |