| 2014-12-29 | YeovilvLeyton OrientLeague One · England | 0–3 | League One · England |
| 2014-12-26 | Leyton OrientvCrawley TownLeague One · England | 4–1 | League One · England |
| 2014-12-20 | BarnsleyvLeyton OrientLeague One · England | 2–0 | League One · England |
| 2014-12-13 | Leyton OrientvPeterboroLeague One · England | 1–2 | League One · England |
| 2014-11-29 | BradfordvLeyton OrientLeague One · England | 3–1 | League One · England |
| 2014-11-22 | Leyton OrientvCreweLeague One · England | 4–1 | League One · England |
| 2014-11-15 | GillinghamvLeyton OrientLeague One · England | 3–2 | League One · England |
| 2014-11-01 | Leyton OrientvCoventryLeague One · England | 2–2 | League One · England |
| 2014-10-28 | Leyton OrientvPrestonLeague One · England | 0–2 | League One · England |
| 2014-10-25 | Port ValevLeyton OrientLeague One · England | 3–0 | League One · England |
| 2014-10-21 | DoncastervLeyton OrientLeague One · England | 0–2 | League One · England |
| 2014-10-18 | Leyton OrientvMilton Keynes DonsLeague One · England | 0–0 | League One · England |
| 2014-10-11 | Sheffield UnitedvLeyton OrientLeague One · England | 2–2 | League One · England |
| 2014-10-04 | Leyton OrientvSwindonLeague One · England | 1–2 | League One · England |
| 2014-09-27 | Leyton OrientvRochdaleLeague One · England | 2–3 | League One · England |
| 2014-09-20 | ScunthorpevLeyton OrientLeague One · England | 1–2 | League One · England |
| 2014-09-16 | Notts CountyvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2014-09-13 | Leyton OrientvColchesterLeague One · England | 0–2 | League One · England |
| 2014-08-30 | Fleetwood TownvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2014-08-23 | Leyton OrientvWalsallLeague One · England | 0–0 | League One · England |
| 2014-08-19 | Bristol CityvLeyton OrientLeague One · England | 0–0 | League One · England |
| 2014-08-16 | OldhamvLeyton OrientLeague One · England | 1–3 | League One · England |
| 2014-08-09 | Leyton OrientvChesterfieldLeague One · England | 1–2 | League One · England |
| 2014-05-03 | Milton Keynes DonsvLeyton OrientLeague One · England | 1–3 | League One · England |
| 2014-04-26 | Leyton OrientvTranmereLeague One · England | 2–0 | League One · England |
| 2014-04-21 | Leyton OrientvWolvesLeague One · England | 1–3 | League One · England |
| 2014-04-18 | Crawley TownvLeyton OrientLeague One · England | 2–1 | League One · England |
| 2014-04-12 | Leyton OrientvGillinghamLeague One · England | 5–1 | League One · England |
| 2014-04-05 | Sheffield UnitedvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2014-03-29 | Leyton OrientvBradfordLeague One · England | 0–1 | League One · England |
| 2014-03-25 | Leyton OrientvOldhamLeague One · England | 1–1 | League One · England |
| 2014-03-22 | WalsallvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2014-03-15 | Leyton OrientvBrentfordLeague One · England | 0–1 | League One · England |
| 2014-03-11 | Port ValevLeyton OrientLeague One · England | 0–2 | League One · England |
| 2014-03-08 | Notts CountyvLeyton OrientLeague One · England | 0–0 | League One · England |
| 2014-03-01 | Leyton OrientvColchesterLeague One · England | 2–1 | League One · England |
| 2014-02-22 | Leyton OrientvSwindonLeague One · England | 2–0 | League One · England |
| 2014-02-18 | Leyton OrientvStevenageLeague One · England | 2–0 | League One · England |
| 2014-02-15 | PrestonvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2014-02-11 | Leyton OrientvBristol CityLeague One · England | 1–3 | League One · England |
| 2014-02-08 | Leyton OrientvPeterboroLeague One · England | 1–2 | League One · England |
| 2014-02-01 | RotherhamvLeyton OrientLeague One · England | 2–1 | League One · England |
| 2014-01-28 | Leyton OrientvCoventryLeague One · England | 2–0 | League One · England |
| 2014-01-18 | CrewevLeyton OrientLeague One · England | 1–2 | League One · England |
| 2014-01-11 | Leyton OrientvCarlisleLeague One · England | 4–0 | League One · England |
| 2014-01-07 | ShrewsburyvLeyton OrientLeague One · England | 0–2 | League One · England |