| 2008-10-11 | Bristol RvsvLeyton OrientLeague One · England | 2–1 | League One · England |
| 2008-10-04 | Leyton OrientvScunthorpeLeague One · England | 2–2 | League One · England |
| 2008-09-26 | SouthendvLeyton OrientLeague One · England | 3–0 | League One · England |
| 2008-09-20 | Leyton OrientvLeicesterLeague One · England | 1–3 | League One · England |
| 2008-09-13 | Leyton OrientvStockportLeague One · England | 0–3 | League One · England |
| 2008-09-06 | WalsallvLeyton OrientLeague One · England | 0–2 | League One · England |
| 2008-08-30 | BrightonvLeyton OrientLeague One · England | 0–0 | League One · England |
| 2008-08-23 | Leyton OrientvCarlisleLeague One · England | 0–0 | League One · England |
| 2008-08-16 | PeterborovLeyton OrientLeague One · England | 3–0 | League One · England |
| 2008-08-09 | Leyton OrientvHerefordLeague One · England | 2–1 | League One · England |
| 2008-05-03 | Leyton OrientvBristol RvsLeague One · England | 3–1 | League One · England |
| 2008-04-26 | SwanseavLeyton OrientLeague One · England | 4–1 | League One · England |
| 2008-04-19 | Leyton OrientvDoncasterLeague One · England | 1–1 | League One · England |
| 2008-04-12 | OldhamvLeyton OrientLeague One · England | 2–0 | League One · England |
| 2008-04-05 | Leyton OrientvLeedsLeague One · England | 0–2 | League One · England |
| 2008-03-29 | Port ValevLeyton OrientLeague One · England | 2–1 | League One · England |
| 2008-03-24 | CheltenhamvLeyton OrientLeague One · England | 1–0 | League One · England |
| 2008-03-22 | Leyton OrientvCarlisleLeague One · England | 0–3 | League One · England |
| 2008-03-15 | MillwallvLeyton OrientLeague One · England | 0–1 | League One · England |
| 2008-03-11 | Leyton OrientvSwindonLeague One · England | 2–1 | League One · England |
| 2008-03-08 | Leyton OrientvHuddersfieldLeague One · England | 0–1 | League One · England |
| 2008-03-01 | BrightonvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2008-02-23 | Leyton OrientvNott'm ForestLeague One · England | 0–1 | League One · England |
| 2008-02-16 | LutonvLeyton OrientLeague One · England | 0–1 | League One · England |
| 2008-02-12 | Leyton OrientvCreweLeague One · England | 0–1 | League One · England |
| 2008-02-09 | TranmerevLeyton OrientLeague One · England | 1–1 | League One · England |
| 2008-02-02 | Leyton OrientvSouthendLeague One · England | 2–2 | League One · England |
| 2008-01-29 | WalsallvLeyton OrientLeague One · England | 0–0 | League One · England |
| 2008-01-25 | NorthamptonvLeyton OrientLeague One · England | 2–0 | League One · England |
| 2008-01-19 | Leyton OrientvLutonLeague One · England | 2–1 | League One · England |
| 2008-01-12 | Nott'm ForestvLeyton OrientLeague One · England | 4–0 | League One · England |
| 2008-01-08 | Leyton OrientvTranmereLeague One · England | 3–0 | League One · England |
| 2008-01-01 | Leyton OrientvGillinghamLeague One · England | 0–0 | League One · England |
| 2007-12-29 | HartlepoolvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2007-12-26 | BournemouthvLeyton OrientLeague One · England | 3–1 | League One · England |
| 2007-12-22 | Leyton OrientvYeovilLeague One · England | 0–0 | League One · England |
| 2007-12-15 | CarlislevLeyton OrientLeague One · England | 1–0 | League One · England |
| 2007-12-08 | Leyton OrientvCheltenhamLeague One · England | 2–0 | League One · England |
| 2007-12-04 | Leyton OrientvMillwallLeague One · England | 0–1 | League One · England |
| 2007-11-24 | HuddersfieldvLeyton OrientLeague One · England | 0–1 | League One · England |
| 2007-11-17 | Leyton OrientvBrightonLeague One · England | 2–2 | League One · England |
| 2007-11-06 | SwindonvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2007-11-03 | Leyton OrientvOldhamLeague One · England | 1–0 | League One · England |
| 2007-10-28 | DoncastervLeyton OrientLeague One · England | 4–2 | League One · England |
| 2007-10-20 | Leyton OrientvPort ValeLeague One · England | 3–1 | League One · England |
| 2007-10-13 | LeedsvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2007-10-06 | Leyton OrientvSwanseaLeague One · England | 0–5 | League One · England |
| 2007-10-02 | GillinghamvLeyton OrientLeague One · England | 3–1 | League One · England |
| 2007-09-29 | Bristol RvsvLeyton OrientLeague One · England | 2–3 | League One · England |
| 2007-09-22 | Leyton OrientvHartlepoolLeague One · England | 2–4 | League One · England |