| 1 | Sat 6 Aug 2016 | 41-1 v Cheltenham TownCheltenham Town 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Tue 9 Aug 2016 | 42-3 v FulhamLeyton Orient 2-3 Fulham | EFL Cup First Round |
| 3 | Sat 13 Aug 2016 | 40-1 v Newport CountyLeyton Orient 0-1 Newport County | Sky Bet League Two |
| 4 | Tue 16 Aug 2016 | 43-0 v StevenageLeyton Orient 3-0 Stevenage | Sky Bet League Two |
| 5 | Sat 20 Aug 2016 | 42-1 v Grimsby TownGrimsby Town 1-2 Leyton Orient | Sky Bet League Two |
| 6 | Sat 27 Aug 2016 | 41-2 v Mansfield TownLeyton Orient 1-2 Mansfield Town | Sky Bet League Two |
| 7 | Sat 3 Sep 2016 | 42-1 v MorecambeMorecambe 1-2 Leyton Orient | Sky Bet League Two |
| 8 | Sat 10 Sep 2016 | 42-2 v Carlisle UnitedCarlisle United 2-2 Leyton Orient | Sky Bet League Two |
| 9 | Sat 17 Sep 2016 | 40-1 v Yeovil TownLeyton Orient 0-1 Yeovil Town | Sky Bet League Two |
| 10 | Sat 24 Sep 2016 | 41-3 v Notts CountyNotts County 3-1 Leyton Orient | Sky Bet League Two |
| 11 | Tue 27 Sep 2016 | 40-2 v Plymouth ArgyleLeyton Orient 0-2 Plymouth Argyle | Sky Bet League Two |
| 12 | Sat 1 Oct 2016 | 40-0 v BarnetBarnet 0-0 Leyton Orient | Sky Bet League Two |
| 13 | Sat 8 Oct 2016 | 40-1 v PortsmouthLeyton Orient 0-1 Portsmouth | Sky Bet League Two |
| 14 | Tue 7 Feb 2017 | 40-1 v MorecambeLeyton Orient 0-1 Morecambe | Sky Bet League Two |
| 15 | Sat 11 Feb 2017 | 41-1 v Yeovil TownYeovil Town 1-1 Leyton Orient | Sky Bet League Two |
| 16 | Tue 14 Feb 2017 | 43-2 v Plymouth ArgylePlymouth Argyle 2-3 Leyton Orient | Sky Bet League Two |
| 17 | Sat 18 Mar 2017 | 41-4 v Doncaster RoversLeyton Orient 1-4 Doncaster Rovers | Sky Bet League Two |
| 18 | Sat 25 Mar 2017 | 40-3 v Crawley TownCrawley Town 3-0 Leyton Orient | Sky Bet League Two |
| 19 | Sat 1 Apr 2017 | 40-2 v Wycombe WanderersLeyton Orient 0-2 Wycombe Wanderers | Sky Bet League Two |
| 20 | Sat 8 Apr 2017 | 40-3 v Cambridge UnitedCambridge United 3-0 Leyton Orient | Sky Bet League Two |
| 21 | Fri 14 Apr 2017 | 322-2 v Luton TownLuton Town 2-2 Leyton Orient | Sky Bet League Two |
| 22 | Mon 17 Apr 2017 | 42-1 v Hartlepool UnitedLeyton Orient 2-1 Hartlepool United | Sky Bet League Two |
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