| 2015-12-28 | Bristol RvsvLeyton OrientLeague Two · England | 2–1 | League Two · England |
| 2015-12-26 | Leyton OrientvPortsmouthLeague Two · England | 3–2 | League Two · England |
| 2015-12-19 | Leyton OrientvYeovilLeague Two · England | 1–1 | League Two · England |
| 2015-12-12 | MansfieldvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2015-11-28 | Leyton OrientvAFC WimbledonLeague Two · England | 1–1 | League Two · England |
| 2015-11-24 | PlymouthvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2015-11-21 | Leyton OrientvYorkLeague Two · England | 3–2 | League Two · England |
| 2015-11-15 | HartlepoolvLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 2015-10-31 | Leyton OrientvAccringtonLeague Two · England | 0–1 | League Two · England |
| 2015-10-24 | MorecambevLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2015-10-20 | LutonvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2015-10-17 | Leyton OrientvOxfordLeague Two · England | 2–2 | League Two · England |
| 2015-10-10 | Crawley TownvLeyton OrientLeague Two · England | 3–2 | League Two · England |
| 2015-10-03 | Leyton OrientvNotts CountyLeague Two · England | 3–1 | League Two · England |
| 2015-09-29 | Leyton OrientvCarlisleLeague Two · England | 1–2 | League Two · England |
| 2015-09-26 | NorthamptonvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2015-09-19 | Leyton OrientvWycombeLeague Two · England | 1–1 | League Two · England |
| 2015-09-12 | CambridgevLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2015-09-05 | ExetervLeyton OrientLeague Two · England | 4–0 | League Two · England |
| 2015-08-29 | Leyton OrientvBristol RvsLeague Two · England | 2–0 | League Two · England |
| 2015-08-22 | Newport CountyvLeyton OrientLeague Two · England | 2–3 | League Two · England |
| 2015-08-18 | Leyton OrientvStevenageLeague Two · England | 3–0 | League Two · England |
| 2015-08-15 | Dag and RedvLeyton OrientLeague Two · England | 1–3 | League Two · England |
| 2015-08-08 | Leyton OrientvBarnetLeague Two · England | 2–0 | League Two · England |