| 1 | Tue 28 Oct | 91-0 v Aston Villa U21Leyton Orient 1-0 Aston Villa U21 | EFL Trophy Southern Group F |
| 2 | Mon 3 Nov | 91-0 v TamworthTamworth 0-1 Leyton Orient | Emirates FA Cup First Round |
| 3 | Sat 8 Nov | 91-4 v Wycombe WanderersWycombe Wanderers 4-1 Leyton Orient | Sky Bet League One |
| 4 | Sat 15 Nov | 92-1 v Exeter CityLeyton Orient 2-1 Exeter City | Sky Bet League One |
| 5 | Sat 22 Nov | 91-1 v BlackpoolLeyton Orient 1-1 Blackpool | Sky Bet League One |
| 6 | Sat 29 Nov | 94-0 v Burton AlbionBurton Albion 0-4 Leyton Orient | Sky Bet League One |
| 7 | Tue 2 Dec | 90-1 v Plymouth ArgyleLeyton Orient 0-1 Plymouth Argyle | EFL Trophy Round of 32 |
| 8 | Fri 5 Dec | 90-4 v Salford CitySalford City 4-0 Leyton Orient | Emirates FA Cup Second Round |
| 9 | Tue 9 Dec | 91-1 v Luton TownLeyton Orient 1-1 Luton Town | Sky Bet League One |
| 10 | Sat 13 Dec | 92-3 v BarnsleyBarnsley 3-2 Leyton Orient | Sky Bet League One |
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