| 1 | Sat 6 Aug 2016 | 201-1 v Cheltenham TownCheltenham Town 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Tue 9 Aug 2016 | 202-3 v FulhamLeyton Orient 2-3 Fulham | EFL Cup First Round |
| 3 | Sat 13 Aug 2016 | 200-1 v Newport CountyLeyton Orient 0-1 Newport County | Sky Bet League Two |
| 4 | Tue 16 Aug 2016 | 203-0 v StevenageLeyton Orient 3-0 Stevenage | Sky Bet League Two |
| 5 | Sat 20 Aug 2016 | 202-1 v Grimsby TownGrimsby Town 1-2 Leyton Orient | Sky Bet League Two |
| 6 | Sat 27 Aug 2016 | 201-2 v Mansfield TownLeyton Orient 1-2 Mansfield Town | Sky Bet League Two |
| 7 | Tue 30 Aug 2016 | 203-1 v StevenageLeyton Orient 3-1 Stevenage | Checkatrade Trophy Southern Group G |
| 8 | Sat 3 Sep 2016 | 202-1 v MorecambeMorecambe 1-2 Leyton Orient | Sky Bet League Two |
| 9 | Sat 10 Sep 2016 | 202-2 v Carlisle UnitedCarlisle United 2-2 Leyton Orient | Sky Bet League Two |
| 10 | Sat 17 Sep 2016 | 200-1 v Yeovil TownLeyton Orient 0-1 Yeovil Town | Sky Bet League Two |
| 11 | Sat 24 Sep 2016 | 201-3 v Notts CountyNotts County 3-1 Leyton Orient | Sky Bet League Two |
| 12 | Tue 27 Sep 2016 | 200-2 v Plymouth ArgyleLeyton Orient 0-2 Plymouth Argyle | Sky Bet League Two |
| 13 | Sat 1 Oct 2016 | 200-0 v BarnetBarnet 0-0 Leyton Orient | Sky Bet League Two |
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