| 1 | Sat 2 Aug | 70-3 v Huddersfield TownHuddersfield Town 3-0 Leyton Orient | Sky Bet League One |
| 2 | Sat 9 Aug | 72-0 v Wigan AthleticLeyton Orient 2-0 Wigan Athletic | Sky Bet League One |
| 3 | Tue 12 Aug | 70-1 v Wycombe WanderersLeyton Orient 0-1 Wycombe Wanderers | Carabao Cup First Round |
| 4 | Sat 16 Aug | 72-2 v Stockport CountyLeyton Orient 2-2 Stockport County | Sky Bet League One |
| 5 | Tue 19 Aug | 71-0 v Plymouth ArgylePlymouth Argyle 0-1 Leyton Orient | Sky Bet League One |
| 6 | Sat 23 Aug | 71-4 v Mansfield TownMansfield Town 4-1 Leyton Orient | Sky Bet League One |
| 7 | Sat 30 Aug | 70-1 v Northampton TownLeyton Orient 0-1 Northampton Town | Sky Bet League One |
| 8 | Tue 2 Sep | 73-1 v Peterborough UnitedPeterborough United 1-3 Leyton Orient | EFL Trophy Southern Group F |
| 9 | Sat 6 Sep | 7 3-2 v Port ValePort Vale 2-3 Leyton Orient | Sky Bet League One |
| 10 | Sat 27 Sep | 72-3 v StevenageLeyton Orient 2-3 Stevenage | Sky Bet League One |
| 11 | Sat 8 Nov | 71-4 v Wycombe WanderersWycombe Wanderers 4-1 Leyton Orient | Sky Bet League One |
| 12 | Sat 15 Nov | 72-1 v Exeter CityLeyton Orient 2-1 Exeter City | Sky Bet League One |
| 13 | Sat 22 Nov | 7 1-1 v BlackpoolLeyton Orient 1-1 Blackpool | Sky Bet League One |
| 14 | Sat 29 Nov | 74-0 v Burton AlbionBurton Albion 0-4 Leyton Orient | Sky Bet League One |
| 15 | Fri 5 Dec | 70-4 v Salford CitySalford City 4-0 Leyton Orient | Emirates FA Cup Second Round |
| 16 | Tue 9 Dec | 71-1 v Luton TownLeyton Orient 1-1 Luton Town | Sky Bet League One |
| 17 | Sat 13 Dec | 7 2-3 v BarnsleyBarnsley 3-2 Leyton Orient | Sky Bet League One |
| 18 | Sat 20 Dec | 72-1 v Bradford CityLeyton Orient 2-1 Bradford City | Sky Bet League One |
| 19 | Fri 26 Dec | 70-1 v Peterborough UnitedPeterborough United 1-0 Leyton Orient | Sky Bet League One |
| 20 | Mon 29 Dec | 70-3 v Luton TownLuton Town 3-0 Leyton Orient | Sky Bet League One |
| 21 | Thu 1 Jan | 71-3 v AFC WimbledonLeyton Orient 1-3 AFC Wimbledon | Sky Bet League One |
| 22 | Sat 10 Jan | 71-1 v Cardiff CityLeyton Orient 1-1 Cardiff City | Sky Bet League One |
| 23 | Sat 17 Jan | 73-1 v ReadingLeyton Orient 3-1 Reading | Sky Bet League One |
| 24 | Sat 24 Jan | 71-2 v Bolton WanderersBolton Wanderers 2-1 Leyton Orient | Sky Bet League One |
| 25 | Tue 27 Jan | 7 0-3 v Doncaster RoversDoncaster Rovers 3-0 Leyton Orient | Sky Bet League One |
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