| 1 | Tue 12 Aug | 330-1 v Wycombe WanderersLeyton Orient 0-1 Wycombe Wanderers | Carabao Cup First Round |
| 2 | Tue 2 Sep | 333-1 v Peterborough UnitedPeterborough United 1-3 Leyton Orient | EFL Trophy Southern Group F |
| 3 | Sat 6 Sep | 333-2 v Port ValePort Vale 2-3 Leyton Orient | Sky Bet League One |
| 4 | Tue 7 Oct | 332-1 v Crawley TownLeyton Orient 2-1 Crawley Town | EFL Trophy Southern Group F |
| 5 | Sat 11 Oct | 334-0 v Doncaster RoversLeyton Orient 4-0 Doncaster Rovers | Sky Bet League One |
| 6 | Sat 18 Oct | 330-1 v Rotherham UnitedRotherham United 1-0 Leyton Orient | Sky Bet League One |
| 7 | Sat 25 Oct | 331-0 v Lincoln CityLeyton Orient 1-0 Lincoln City | Sky Bet League One |
| 8 | Mon 3 Nov | 331-0 v TamworthTamworth 0-1 Leyton Orient | Emirates FA Cup First Round |
| 9 | Sat 8 Nov | 33 1-4 v Wycombe WanderersWycombe Wanderers 4-1 Leyton Orient | Sky Bet League One |
| 10 | Sat 15 Nov | 332-1 v Exeter CityLeyton Orient 2-1 Exeter City | Sky Bet League One |
| 11 | Sat 22 Nov | 331-1 v BlackpoolLeyton Orient 1-1 Blackpool | Sky Bet League One |
| 12 | Sat 29 Nov | 334-0 v Burton AlbionBurton Albion 0-4 Leyton Orient | Sky Bet League One |
| 13 | Fri 5 Dec | 330-4 v Salford CitySalford City 4-0 Leyton Orient | Emirates FA Cup Second Round |
| 14 | Tue 9 Dec | 331-1 v Luton TownLeyton Orient 1-1 Luton Town | Sky Bet League One |
| 15 | Sat 13 Dec | 332-3 v BarnsleyBarnsley 3-2 Leyton Orient | Sky Bet League One |
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