| 2016-12-10 | Leyton OrientvAccringtonLeague Two · England | 1–0 | League Two · England |
| 2016-11-26 | DoncastervLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 2016-11-22 | Leyton OrientvExeterLeague Two · England | 0–1 | League Two · England |
| 2016-11-19 | Leyton OrientvBlackpoolLeague Two · England | 1–2 | League Two · England |
| 2016-11-12 | ColchestervLeyton OrientLeague Two · England | 0–3 | League Two · England |
| 2016-10-29 | Leyton OrientvCreweLeague Two · England | 0–2 | League Two · England |
| 2016-10-22 | HartlepoolvLeyton OrientLeague Two · England | 1–3 | League Two · England |
| 2016-10-15 | Leyton OrientvLutonLeague Two · England | 1–2 | League Two · England |
| 2016-10-08 | Leyton OrientvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-10-01 | BarnetvLeyton OrientLeague Two · England | 0–0 | League Two · England |
| 2016-09-27 | Leyton OrientvPlymouthLeague Two · England | 0–2 | League Two · England |
| 2016-09-24 | Notts CountyvLeyton OrientLeague Two · England | 3–1 | League Two · England |
| 2016-09-17 | Leyton OrientvYeovilLeague Two · England | 0–1 | League Two · England |
| 2016-09-10 | CarlislevLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 2016-09-03 | MorecambevLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2016-08-27 | Leyton OrientvMansfieldLeague Two · England | 1–2 | League Two · England |
| 2016-08-20 | GrimsbyvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2016-08-16 | Leyton OrientvStevenageLeague Two · England | 3–0 | League Two · England |
| 2016-08-13 | Leyton OrientvNewport CountyLeague Two · England | 0–1 | League Two · England |
| 2016-08-06 | CheltenhamvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2016-05-07 | YeovilvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2016-04-30 | Leyton OrientvMansfieldLeague Two · England | 1–0 | League Two · England |
| 2016-04-23 | AFC WimbledonvLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2016-04-19 | Leyton OrientvPlymouthLeague Two · England | 1–3 | League Two · England |
| 2016-04-16 | Leyton OrientvDag and RedLeague Two · England | 3–2 | League Two · England |
| 2016-04-09 | BarnetvLeyton OrientLeague Two · England | 3–0 | League Two · England |
| 2016-04-02 | YorkvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2016-03-28 | Leyton OrientvHartlepoolLeague Two · England | 0–2 | League Two · England |
| 2016-03-25 | AccringtonvLeyton OrientLeague Two · England | 1–0 | League Two · England |
| 2016-03-19 | Leyton OrientvMorecambeLeague Two · England | 1–0 | League Two · England |
| 2016-03-12 | OxfordvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2016-03-05 | Leyton OrientvLutonLeague Two · England | 0–1 | League Two · England |
| 2016-03-01 | CarlislevLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 2016-02-27 | Leyton OrientvCrawley TownLeague Two · England | 2–0 | League Two · England |
| 2016-02-20 | Notts CountyvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2016-02-13 | Leyton OrientvNorthamptonLeague Two · England | 0–4 | League Two · England |
| 2016-02-06 | PortsmouthvLeyton OrientLeague Two · England | 0–1 | League Two · England |
| 2016-01-30 | Leyton OrientvCambridgeLeague Two · England | 1–3 | League Two · England |
| 2016-01-26 | Leyton OrientvNewport CountyLeague Two · England | 1–0 | League Two · England |
| 2016-01-23 | WycombevLeyton OrientLeague Two · England | 0–2 | League Two · England |
| 2016-01-16 | Leyton OrientvExeterLeague Two · England | 1–3 | League Two · England |
| 2016-01-02 | StevenagevLeyton OrientLeague Two · England | 2–2 | League Two · England |
| 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 |