| 1 | Sat 9 Aug 2014 | 41-2 v ChesterfieldLeyton Orient 1-2 Chesterfield | Sky Bet League One |
| 2 | Tue 12 Aug 2014 | 43-3 v Plymouth ArgylePlymouth Argyle 3-3 Leyton Orient | Capital One Cup First Round |
| 3 | Sat 16 Aug 2014 | 43-1 v Oldham AthleticOldham Athletic 1-3 Leyton Orient | Sky Bet League One |
| 4 | Tue 19 Aug 2014 | 40-0 v Bristol CityBristol City 0-0 Leyton Orient | Sky Bet League One |
| 5 | Sat 23 Aug 2014 | 40-0 v WalsallLeyton Orient 0-0 Walsall | Sky Bet League One |
| 6 | Wed 27 Aug 2014 | 41-0 v Aston VillaAston Villa 0-1 Leyton Orient | Capital One Cup Second Round |
| 7 | Sat 30 Aug 2014 | 41-1 v Fleetwood TownFleetwood Town 1-1 Leyton Orient | Sky Bet League One |
| 8 | Tue 2 Sep 2014 | 43-2 v Peterborough UnitedPeterborough United 2-3 Leyton Orient | Johnstone's Paint Trophy Southern Area First Round |
| 9 | Tue 16 Sep 2014 | 41-1 v Notts CountyNotts County 1-1 Leyton Orient | Sky Bet League One |
| 10 | Sat 20 Sep 2014 | 42-1 v Scunthorpe UnitedScunthorpe United 1-2 Leyton Orient | Sky Bet League One |
| 11 | Tue 23 Sep 2014 | 40-1 v Sheffield UnitedLeyton Orient 0-1 Sheffield United | Capital One Cup Third Round |
| 12 | Sat 27 Sep 2014 | 42-3 v RochdaleLeyton Orient 2-3 Rochdale | Sky Bet League One |
| 13 | Sat 4 Oct 2014 | 41-2 v Swindon TownLeyton Orient 1-2 Swindon Town | Sky Bet League One |
| 14 | Tue 7 Oct 2014 | 42-0 v Dagenham & RedbridgeDagenham & Redbridge 0-2 Leyton Orient | Johnstone's Paint Trophy Southern Area Second Round |
| 15 | Sat 11 Oct 2014 | 42-2 v Sheffield UnitedSheffield United 2-2 Leyton Orient | Sky Bet League One |
| 16 | Sat 18 Oct 2014 | 40-0 v Milton Keynes DonsLeyton Orient 0-0 Milton Keynes Dons | Sky Bet League One |
| 17 | Sat 15 Nov 2014 | 42-3 v GillinghamGillingham 3-2 Leyton Orient | Sky Bet League One |
| 18 | Sat 22 Nov 2014 | 44-1 v Crewe AlexandraLeyton Orient 4-1 Crewe Alexandra | Sky Bet League One |
| 19 | Sat 6 Dec 2014 | 40-1 v GillinghamGillingham 1-0 Leyton Orient | Johnstone's Paint Trophy Southern Area Semi Final |
| 20 | Sat 13 Dec 2014 | 41-2 v Peterborough UnitedLeyton Orient 1-2 Peterborough United | Sky Bet League One |
| 21 | Sat 20 Dec 2014 | 40-2 v BarnsleyBarnsley 2-0 Leyton Orient | Sky Bet League One |
| 22 | Fri 26 Dec 2014 | 44-1 v Crawley TownLeyton Orient 4-1 Crawley Town | Sky Bet League One |
| 23 | Mon 29 Dec 2014 | 43-0 v Yeovil TownYeovil Town 0-3 Leyton Orient | Sky Bet League One |
| 24 | Sat 10 Jan 2015 | 40-1 v Fleetwood TownLeyton Orient 0-1 Fleetwood Town | Sky Bet League One |
| 25 | Sat 24 Jan 2015 | 40-2 v Colchester UnitedColchester United 2-0 Leyton Orient | Sky Bet League One |
| 26 | Sat 31 Jan 2015 | 41-4 v Scunthorpe UnitedLeyton Orient 1-4 Scunthorpe United | Sky Bet League One |
| 27 | Tue 10 Feb 2015 | 40-1 v Notts CountyLeyton Orient 0-1 Notts County | Sky Bet League One |
| 28 | Sat 14 Feb 2015 | 43-2 v ChesterfieldChesterfield 2-3 Leyton Orient | Sky Bet League One |
| 29 | Wed 18 Feb 2015 | 40-2 v Bradford CityLeyton Orient 0-2 Bradford City | Sky Bet League One |
| 30 | Sat 21 Feb 2015 | 43-0 v Oldham AthleticLeyton Orient 3-0 Oldham Athletic | Sky Bet League One |
| 31 | Sat 28 Feb 2015 | 42-0 v WalsallWalsall 0-2 Leyton Orient | Sky Bet League One |
| 32 | Tue 3 Mar 2015 | 41-3 v Bristol CityLeyton Orient 1-3 Bristol City | Sky Bet League One |
| 33 | Sat 7 Mar 2015 | 40-1 v Peterborough UnitedPeterborough United 1-0 Leyton Orient | Sky Bet League One |
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