| 1 | Sat 9 Aug | 142-0 v Wigan AthleticLeyton Orient 2-0 Wigan Athletic | Sky Bet League One |
| 2 | Tue 12 Aug | 140-1 v Wycombe WanderersLeyton Orient 0-1 Wycombe Wanderers | Carabao Cup First Round |
| 3 | Sat 16 Aug | 142-2 v Stockport CountyLeyton Orient 2-2 Stockport County | Sky Bet League One |
| 4 | Tue 19 Aug | 141-0 v Plymouth ArgylePlymouth Argyle 0-1 Leyton Orient | Sky Bet League One |
| 5 | Sat 23 Aug | 141-4 v Mansfield TownMansfield Town 4-1 Leyton Orient | Sky Bet League One |
| 6 | Sat 30 Aug | 140-1 v Northampton TownLeyton Orient 0-1 Northampton Town | Sky Bet League One |
| 7 | Tue 2 Sep | 143-1 v Peterborough UnitedPeterborough United 1-3 Leyton Orient | EFL Trophy Southern Group F |
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