| 1 | Tue 8 Sep | 181-3 v Bradford CityLeyton Orient 1-3 Bradford City | Carabao Cup Third Round |
| 2 | Sat 12 Sep | 182-3 v Wycombe WanderersLeyton Orient 2-3 Wycombe Wanderers | Sky Bet League One |
| 3 | Tue 15 Sep | 181-2 v Arsenal U21Leyton Orient 1-2 Arsenal U21 | EFL Trophy Southern Group F |
| 4 | Sat 19 Sep | 181-0 v StevenageLeyton Orient 1-0 Stevenage | Sky Bet League One |
| 5 | Sat 3 Oct | 180-2 v Plymouth ArgyleLeyton Orient 0-2 Plymouth Argyle | Sky Bet League One |
| 6 | Sat 10 Oct | 180-0 v Bradford CityBradford City 0-0 Leyton Orient | Sky Bet League One |
| 7 | Sat 17 Oct | 182-0 v BlackpoolLeyton Orient 2-0 Blackpool | Sky Bet League One |
| 8 | Wed 21 Oct | 180-1 v ReadingReading 1-0 Leyton Orient | Sky Bet League One |
| 9 | Sat 24 Oct | 181-2 v Burton AlbionBurton Albion 2-1 Leyton Orient | Sky Bet League One |
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