| 1 | Sat 10 Aug | 71-2 v Bolton WanderersLeyton Orient 1-2 Bolton Wanderers | Sky Bet League One |
| 2 | Tue 13 Aug | 74-1 v Newport CountyLeyton Orient 4-1 Newport County | Carabao Cup First Round |
| 3 | Sat 17 Aug | 7 0-1 v Charlton AthleticCharlton Athletic 1-0 Leyton Orient | Sky Bet League One |
| 4 | Sat 24 Aug | 71-2 v Birmingham CityLeyton Orient 1-2 Birmingham City | Sky Bet League One |
| 5 | Tue 27 Aug | 71-0 v MillwallMillwall 0-1 Leyton Orient | Carabao Cup Second Round |
| 6 | Sat 31 Aug | 70-3 v Shrewsbury TownShrewsbury Town 3-0 Leyton Orient | Sky Bet League One |
| 7 | Sat 14 Sep | 71-0 v ReadingReading 0-1 Leyton Orient | Sky Bet League One |
| 8 | Tue 17 Sep | 71-3 v BrentfordBrentford 3-1 Leyton Orient | Carabao Cup Third Round |
| 9 | Sat 21 Sep | 74-1 v Stockport CountyStockport County 1-4 Leyton Orient | Sky Bet League One |
| 10 | Tue 24 Sep | 72-2 v Peterborough UnitedLeyton Orient 2-2 Peterborough United | Sky Bet League One |
| 11 | Sat 28 Sep | 70-0 v WrexhamLeyton Orient 0-0 Wrexham | Sky Bet League One |
| 12 | Tue 1 Oct | 70-1 v Exeter CityLeyton Orient 0-1 Exeter City | Sky Bet League One |
| 13 | Sat 5 Oct | 71-2 v Lincoln CityLincoln City 2-1 Leyton Orient | Sky Bet League One |
| 14 | Tue 8 Oct | 71-1 v Colchester UnitedLeyton Orient 1-1 Colchester United | EFL Trophy Southern Group E |
| 15 | Sat 19 Oct | 7 0-1 v Northampton TownNorthampton Town 1-0 Leyton Orient | Sky Bet League One |
| 16 | Tue 22 Oct | 71-0 v Rotherham UnitedLeyton Orient 1-0 Rotherham United | Sky Bet League One |
| 17 | Sun 3 Nov | 72-2 v Boreham WoodBoreham Wood 2-2 Leyton Orient | Emirates FA Cup First Round |
| 18 | Sat 9 Nov | 73-0 v BlackpoolLeyton Orient 3-0 Blackpool | Sky Bet League One |
| 19 | Tue 12 Nov | 73-1 v Milton Keynes DonsMilton Keynes Dons 1-3 Leyton Orient | EFL Trophy Southern Group E |
| 20 | Sat 23 Nov | 70-0 v StevenageStevenage 0-0 Leyton Orient | Sky Bet League One |
| 21 | Tue 26 Nov | 70-2 v Huddersfield TownLeyton Orient 0-2 Huddersfield Town | Sky Bet League One |
| 22 | Sat 30 Nov | 72-1 v Oldham AthleticLeyton Orient 2-1 Oldham Athletic | Emirates FA Cup Second Round |
| 23 | Tue 3 Dec | 73-0 v Bristol RoversLeyton Orient 3-0 Bristol Rovers | Sky Bet League One |
| 24 | Sat 7 Dec | 72-0 v Wigan AthleticWigan Athletic 0-2 Leyton Orient | Sky Bet League One |
| 25 | Tue 10 Dec | 72-0 v Charlton AthleticCharlton Athletic 0-2 Leyton Orient | EFL Trophy Second Round |
| 26 | Sat 14 Dec | 70-0 v Burton AlbionLeyton Orient 0-0 Burton Albion | Sky Bet League One |
| 27 | Sat 21 Dec | 74-0 v BarnsleyBarnsley 0-4 Leyton Orient | Sky Bet League One |
| 28 | Thu 26 Dec | 73-0 v Crawley TownLeyton Orient 3-0 Crawley Town | Sky Bet League One |
| 29 | Sun 29 Dec | 72-0 v Cambridge UnitedLeyton Orient 2-0 Cambridge United | Sky Bet League One |
| 30 | Wed 1 Jan | 73-2 v Bristol RoversBristol Rovers 2-3 Leyton Orient | Sky Bet League One |
| 31 | Sat 8 Feb | 71-2 v Manchester CityLeyton Orient 1-2 Manchester City | Emirates FA Cup Fourth Round |
| 32 | Tue 11 Feb | 73-0 v Mansfield TownLeyton Orient 3-0 Mansfield Town | Sky Bet League One |
| 33 | Sat 15 Feb | 73-2 v Lincoln CityLeyton Orient 3-2 Lincoln City | Sky Bet League One |
| 34 | Tue 18 Feb | 72-1 v WrexhamWrexham 1-2 Leyton Orient | Sky Bet League One |
| 35 | Sat 22 Feb | 71-2 v Bolton WanderersBolton Wanderers 2-1 Leyton Orient | Sky Bet League One |
| 36 | Tue 25 Feb | 70-2 v Birmingham CityBirmingham City 2-0 Leyton Orient | Sky Bet League One |
| 37 | Sat 1 Mar | 71-2 v Charlton AthleticLeyton Orient 1-2 Charlton Athletic | Sky Bet League One |
| 38 | Tue 4 Mar | 70-1 v Rotherham UnitedRotherham United 1-0 Leyton Orient | Sky Bet League One |
| 39 | Sat 8 Mar | 71-2 v Northampton TownLeyton Orient 1-2 Northampton Town | Sky Bet League One |
| 40 | Sat 15 Mar | 7 2-1 v BlackpoolBlackpool 1-2 Leyton Orient | Sky Bet League One |
| 41 | Thu 27 Mar | 71-0 v StevenageLeyton Orient 1-0 Stevenage | Sky Bet League One |
| 42 | Tue 1 Apr | 71-2 v Burton AlbionBurton Albion 2-1 Leyton Orient | Sky Bet League One |
| 43 | Sat 5 Apr | 70-0 v Wigan AthleticLeyton Orient 0-0 Wigan Athletic | Sky Bet League One |
| 44 | Tue 8 Apr | 73-2 v Mansfield TownMansfield Town 2-3 Leyton Orient | Sky Bet League One |
| 45 | Sat 12 Apr | 73-1 v Crawley TownCrawley Town 1-3 Leyton Orient | Sky Bet League One |
| 46 | Fri 18 Apr | 74-3 v BarnsleyLeyton Orient 4-3 Barnsley | Sky Bet League One |
| 47 | Mon 21 Apr | 72-1 v Cambridge UnitedCambridge United 1-2 Leyton Orient | Sky Bet League One |
| 48 | Sat 26 Apr | 71-0 v Wycombe WanderersLeyton Orient 1-0 Wycombe Wanderers | Sky Bet League One |
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