| 1 | Sat 2 Aug | 200-3 v Huddersfield TownHuddersfield Town 3-0 Leyton Orient | Sky Bet League One |
| 2 | Tue 12 Aug | 200-1 v Wycombe WanderersLeyton Orient 0-1 Wycombe Wanderers | Carabao Cup First Round |
| 3 | Tue 2 Sep | 203-1 v Peterborough UnitedPeterborough United 1-3 Leyton Orient | EFL Trophy Southern Group F |
| 4 | Sat 20 Sep | 201-2 v ReadingReading 2-1 Leyton Orient | Sky Bet League One |
| 5 | Sat 18 Oct | 200-1 v Rotherham UnitedRotherham United 1-0 Leyton Orient | Sky Bet League One |
| 6 | Sat 25 Oct | 201-0 v Lincoln CityLeyton Orient 1-0 Lincoln City | Sky Bet League One |
| 7 | Tue 28 Oct | 201-0 v Aston Villa U21Leyton Orient 1-0 Aston Villa U21 | EFL Trophy Southern Group F |
| 8 | Mon 3 Nov | 201-0 v TamworthTamworth 0-1 Leyton Orient | Emirates FA Cup First Round |
| 9 | Sat 8 Nov | 201-4 v Wycombe WanderersWycombe Wanderers 4-1 Leyton Orient | Sky Bet League One |
| 10 | Tue 2 Dec | 200-1 v Plymouth ArgyleLeyton Orient 0-1 Plymouth Argyle | EFL Trophy Round of 32 |
| 11 | Sat 13 Dec | 202-3 v BarnsleyBarnsley 3-2 Leyton Orient | Sky Bet League One |
| 12 | Tue 10 Mar | 202-1 v StevenageStevenage 1-2 Leyton Orient | Sky Bet League One |
| 13 | Sat 14 Mar | 202-1 v Peterborough UnitedLeyton Orient 2-1 Peterborough United | Sky Bet League One |
| 14 | Tue 17 Mar | 204-2 v AFC WimbledonAFC Wimbledon 2-4 Leyton Orient | Sky Bet League One |
| 15 | Thu 2 Apr | 200-0 v Wigan AthleticWigan Athletic 0-0 Leyton Orient | Sky Bet League One |
| 16 | Mon 6 Apr | 201-2 v Huddersfield TownLeyton Orient 1-2 Huddersfield Town | Sky Bet League One |
| 17 | Sat 11 Apr | 201-2 v Lincoln CityLincoln City 2-1 Leyton Orient | Sky Bet League One |
| 18 | Tue 14 Apr | 200-0 v Mansfield TownLeyton Orient 0-0 Mansfield Town | Sky Bet League One |
| 19 | Sat 18 Apr | 200-2 v Rotherham UnitedLeyton Orient 0-2 Rotherham United | Sky Bet League One |
| 20 | Sat 25 Apr | 200-1 v BlackpoolBlackpool 1-0 Leyton Orient | Sky Bet League One |
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