| 1 | Sat 14 Sep | 99 1-0 v ReadingReading 0-1 Leyton Orient | Sky Bet League One |
| 2 | Tue 17 Sep | 151-3 v BrentfordBrentford 3-1 Leyton Orient | Carabao Cup Third Round |
| 3 | Sat 21 Sep | 154-1 v Stockport CountyStockport County 1-4 Leyton Orient | Sky Bet League One |
| 4 | Tue 24 Sep | 152-2 v Peterborough UnitedLeyton Orient 2-2 Peterborough United | Sky Bet League One |
| 5 | Sat 28 Sep | 150-0 v WrexhamLeyton Orient 0-0 Wrexham | Sky Bet League One |
| 6 | Tue 1 Oct | 15 0-1 v Exeter CityLeyton Orient 0-1 Exeter City | Sky Bet League One |
| 7 | Sat 5 Oct | 15 1-2 v Lincoln CityLincoln City 2-1 Leyton Orient | Sky Bet League One |
| 8 | Tue 8 Oct | 151-1 v Colchester UnitedLeyton Orient 1-1 Colchester United | EFL Trophy Southern Group E |
| 9 | Sat 19 Oct | 150-1 v Northampton TownNorthampton Town 1-0 Leyton Orient | Sky Bet League One |
| 10 | Tue 22 Oct | 151-0 v Rotherham UnitedLeyton Orient 1-0 Rotherham United | Sky Bet League One |
| 11 | Sun 3 Nov | 152-2 v Boreham WoodBoreham Wood 2-2 Leyton Orient | Emirates FA Cup First Round |
| 12 | Sat 23 Nov | 150-0 v StevenageStevenage 0-0 Leyton Orient | Sky Bet League One |
| 13 | Tue 26 Nov | 150-2 v Huddersfield TownLeyton Orient 0-2 Huddersfield Town | Sky Bet League One |
| 14 | Sat 30 Nov | 15 2-1 v Oldham AthleticLeyton Orient 2-1 Oldham Athletic | Emirates FA Cup Second Round |
| 15 | Tue 3 Dec | 153-0 v Bristol RoversLeyton Orient 3-0 Bristol Rovers | Sky Bet League One |
| 16 | Sat 7 Dec | 15 2-0 v Wigan AthleticWigan Athletic 0-2 Leyton Orient | Sky Bet League One |
| 17 | Sat 14 Dec | 15 0-0 v Burton AlbionLeyton Orient 0-0 Burton Albion | Sky Bet League One |
| 18 | Thu 26 Dec | 153-0 v Crawley TownLeyton Orient 3-0 Crawley Town | Sky Bet League One |
| 19 | Sun 29 Dec | 152-0 v Cambridge UnitedLeyton Orient 2-0 Cambridge United | Sky Bet League One |
| 20 | Wed 1 Jan | 153-2 v Bristol RoversBristol Rovers 2-3 Leyton Orient | Sky Bet League One |
| 21 | Sat 8 Feb | 151-2 v Manchester CityLeyton Orient 1-2 Manchester City | Emirates FA Cup Fourth Round |
| 22 | Tue 11 Feb | 153-0 v Mansfield TownLeyton Orient 3-0 Mansfield Town | Sky Bet League One |
| 23 | Sat 15 Feb | 153-2 v Lincoln CityLeyton Orient 3-2 Lincoln City | Sky Bet League One |
| 24 | Tue 18 Feb | 152-1 v WrexhamWrexham 1-2 Leyton Orient | Sky Bet League One |
| 25 | Sat 22 Feb | 151-2 v Bolton WanderersBolton Wanderers 2-1 Leyton Orient | Sky Bet League One |
| 26 | Tue 25 Feb | 150-2 v Birmingham CityBirmingham City 2-0 Leyton Orient | Sky Bet League One |
| 27 | Tue 4 Mar | 150-1 v Rotherham UnitedRotherham United 1-0 Leyton Orient | Sky Bet League One |
| 28 | Sat 8 Mar | 151-2 v Northampton TownLeyton Orient 1-2 Northampton Town | Sky Bet League One |
| 29 | Sat 15 Mar | 152-1 v BlackpoolBlackpool 1-2 Leyton Orient | Sky Bet League One |
| 30 | Thu 27 Mar | 151-0 v StevenageLeyton Orient 1-0 Stevenage | Sky Bet League One |
| 31 | Tue 1 Apr | 151-2 v Burton AlbionBurton Albion 2-1 Leyton Orient | Sky Bet League One |
| 32 | Tue 8 Apr | 153-2 v Mansfield TownMansfield Town 2-3 Leyton Orient | Sky Bet League One |
| 33 | Sat 12 Apr | 15 3-1 v Crawley TownCrawley Town 1-3 Leyton Orient | Sky Bet League One |
| 34 | Sat 26 Apr | 151-0 v Wycombe WanderersLeyton Orient 1-0 Wycombe Wanderers | Sky Bet League One |
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