| 1 | Sat 6 Aug 2016 | 211-1 v Cheltenham TownCheltenham Town 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Sat 13 Aug 2016 | 210-1 v Newport CountyLeyton Orient 0-1 Newport County | Sky Bet League Two |
| 3 | Tue 16 Aug 2016 | 213-0 v StevenageLeyton Orient 3-0 Stevenage | Sky Bet League Two |
| 4 | Sat 20 Aug 2016 | 212-1 v Grimsby TownGrimsby Town 1-2 Leyton Orient | Sky Bet League Two |
| 5 | Sat 27 Aug 2016 | 211-2 v Mansfield TownLeyton Orient 1-2 Mansfield Town | Sky Bet League Two |
| 6 | Tue 30 Aug 2016 | 213-1 v StevenageLeyton Orient 3-1 Stevenage | Checkatrade Trophy Southern Group G |
| 7 | Sat 3 Sep 2016 | 212-1 v MorecambeMorecambe 1-2 Leyton Orient | Sky Bet League Two |
| 8 | Sat 10 Sep 2016 | 212-2 v Carlisle UnitedCarlisle United 2-2 Leyton Orient | Sky Bet League Two |
| 9 | Sat 17 Sep 2016 | 210-1 v Yeovil TownLeyton Orient 0-1 Yeovil Town | Sky Bet League Two |
| 10 | Sat 24 Sep 2016 | 211-3 v Notts CountyNotts County 3-1 Leyton Orient | Sky Bet League Two |
| 11 | Tue 27 Sep 2016 | 210-2 v Plymouth ArgyleLeyton Orient 0-2 Plymouth Argyle | Sky Bet League Two |
| 12 | Sat 1 Oct 2016 | 210-0 v BarnetBarnet 0-0 Leyton Orient | Sky Bet League Two |
| 13 | Sat 22 Oct 2016 | 213-1 v Hartlepool UnitedHartlepool United 1-3 Leyton Orient | Sky Bet League Two |
| 14 | Sat 29 Oct 2016 | 210-2 v Crewe AlexandraLeyton Orient 0-2 Crewe Alexandra | Sky Bet League Two |
| 15 | Sat 10 Dec 2016 | 211-0 v Accrington StanleyLeyton Orient 1-0 Accrington Stanley | Sky Bet League Two |
| 16 | Sat 17 Dec 2016 | 210-1 v Wycombe WanderersWycombe Wanderers 1-0 Leyton Orient | Sky Bet League Two |
| 17 | Mon 26 Dec 2016 | 213-2 v Crawley TownLeyton Orient 3-2 Crawley Town | Sky Bet League Two |
| 18 | Sat 7 Jan 2017 | 181-3 v BarnetLeyton Orient 1-3 Barnet | Sky Bet League Two |
| 19 | Sat 14 Jan 2017 | 211-2 v PortsmouthPortsmouth 2-1 Leyton Orient | Sky Bet League Two |
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