| 1 | Sat 9 Aug | 82-0 v Wigan AthleticLeyton Orient 2-0 Wigan Athletic | Sky Bet League One |
| 2 | Sat 16 Aug | 82-2 v Stockport CountyLeyton Orient 2-2 Stockport County | Sky Bet League One |
| 3 | Tue 19 Aug | 81-0 v Plymouth ArgylePlymouth Argyle 0-1 Leyton Orient | Sky Bet League One |
| 4 | Sat 23 Aug | 8 1-4 v Mansfield TownMansfield Town 4-1 Leyton Orient | Sky Bet League One |
| 5 | Tue 2 Sep | 83-1 v Peterborough UnitedPeterborough United 1-3 Leyton Orient | EFL Trophy Southern Group F |
| 6 | Sat 6 Sep | 83-2 v Port ValePort Vale 2-3 Leyton Orient | Sky Bet League One |
| 7 | Sat 13 Sep | 81-1 v Bolton WanderersLeyton Orient 1-1 Bolton Wanderers | Sky Bet League One |
| 8 | Sat 20 Sep | 81-2 v ReadingReading 2-1 Leyton Orient | Sky Bet League One |
| 9 | Sat 27 Sep | 82-3 v StevenageLeyton Orient 2-3 Stevenage | Sky Bet League One |
| 10 | Sat 4 Oct | 83-4 v Cardiff CityCardiff City 4-3 Leyton Orient | Sky Bet League One |
| 11 | Tue 7 Oct | 82-1 v Crawley TownLeyton Orient 2-1 Crawley Town | EFL Trophy Southern Group F |
| 12 | Sat 11 Oct | 8 4-0 v Doncaster RoversLeyton Orient 4-0 Doncaster Rovers | Sky Bet League One |
| 13 | Sat 18 Oct | 8 0-1 v Rotherham UnitedRotherham United 1-0 Leyton Orient | Sky Bet League One |
| 14 | Sat 25 Oct | 81-0 v Lincoln CityLeyton Orient 1-0 Lincoln City | Sky Bet League One |
| 15 | Mon 3 Nov | 81-0 v TamworthTamworth 0-1 Leyton Orient | Emirates FA Cup First Round |
| 16 | Sat 8 Nov | 81-4 v Wycombe WanderersWycombe Wanderers 4-1 Leyton Orient | Sky Bet League One |
| 17 | Sat 15 Nov | 82-1 v Exeter CityLeyton Orient 2-1 Exeter City | Sky Bet League One |
| 18 | Sat 22 Nov | 81-1 v BlackpoolLeyton Orient 1-1 Blackpool | Sky Bet League One |
| 19 | Sat 14 Mar | 82-1 v Peterborough UnitedLeyton Orient 2-1 Peterborough United | Sky Bet League One |
| 20 | Tue 17 Mar | 84-2 v AFC WimbledonAFC Wimbledon 2-4 Leyton Orient | Sky Bet League One |
| 21 | Sat 21 Mar | 82-0 v Wycombe WanderersLeyton Orient 2-0 Wycombe Wanderers | Sky Bet League One |
| 22 | Sat 28 Mar | 80-0 v Exeter CityExeter City 0-0 Leyton Orient | Sky Bet League One |
| 23 | Thu 2 Apr | 80-0 v Wigan AthleticWigan Athletic 0-0 Leyton Orient | Sky Bet League One |
| 24 | Mon 6 Apr | 81-2 v Huddersfield TownLeyton Orient 1-2 Huddersfield Town | Sky Bet League One |
| 25 | Sat 11 Apr | 8 1-2 v Lincoln CityLincoln City 2-1 Leyton Orient | Sky Bet League One |
| 26 | Tue 14 Apr | 80-0 v Mansfield TownLeyton Orient 0-0 Mansfield Town | Sky Bet League One |
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