| 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 |
| 2002-12-28 | Leyton OrientvCarlisleLeague Two · England | 2–1 | League Two · England |
| 2002-12-26 | KidderminstervLeyton OrientLeague Two · England | 3–2 | League Two · England |
| 2002-12-21 | SwanseavLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2002-12-14 | Leyton OrientvTorquayLeague Two · England | 2–0 | League Two · England |
| 2002-11-30 | BostonvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2002-11-23 | Leyton OrientvHartlepoolLeague Two · England | 1–2 | League Two · England |
| 2002-11-09 | YorkvLeyton OrientLeague Two · England | 3–2 | League Two · England |
| 2002-11-02 | Leyton OrientvBuryLeague Two · England | 1–2 | League Two · England |
| 2002-10-29 | Leyton OrientvSouthendLeague Two · England | 2–1 | League Two · England |
| 2002-10-26 | Bristol RvsvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2002-10-19 | Leyton OrientvBournemouthLeague Two · England | 0–0 | League Two · England |
| 2002-10-12 | WrexhamvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 2002-10-05 | Rushden & DvLeyton OrientLeague Two · England | 2–0 | League Two · England |
| 2002-09-28 | Leyton OrientvDarlingtonLeague Two · England | 2–1 | League Two · England |
| 2002-09-21 | ExetervLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2002-09-17 | Leyton OrientvOxfordLeague Two · England | 1–2 | League Two · England |
| 2002-09-14 | Leyton OrientvLincolnLeague Two · England | 1–1 | League Two · England |
| 2002-09-07 | ShrewsburyvLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2002-08-31 | HullvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2002-08-26 | Leyton OrientvKidderminsterLeague Two · England | 0–0 | League Two · England |
| 2002-08-24 | CambridgevLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2002-08-17 | Leyton OrientvScunthorpeLeague Two · England | 2–0 | League Two · England |
| 2002-08-13 | Leyton OrientvMacclesfieldLeague Two · England | 3–2 | League Two · England |
| 2002-08-10 | RochdalevLeyton OrientLeague Two · England | 1–0 | League Two · England |