| 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 |
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