| 1 | Sat 3 Aug 2013 | 45-1 v Carlisle UnitedCarlisle United 1-5 Leyton Orient | Sky Bet League One |
| 2 | Tue 6 Aug 2013 | 43-2 v Coventry CityLeyton Orient 3-2 Coventry City | Capital One Cup First Round |
| 3 | Sat 10 Aug 2013 | 43-0 v Shrewsbury TownLeyton Orient 3-0 Shrewsbury Town | Sky Bet League One |
| 4 | Sat 17 Aug 2013 | 41-0 v StevenageStevenage 0-1 Leyton Orient | Sky Bet League One |
| 5 | Sat 24 Aug 2013 | 42-0 v Crewe AlexandraLeyton Orient 2-0 Crewe Alexandra | Sky Bet League One |
| 6 | Tue 27 Aug 2013 | 40-1 v Hull CityLeyton Orient 0-1 Hull City | Capital One Cup Second Round |
| 7 | Sat 31 Aug 2013 | 42-1 v Colchester UnitedColchester United 1-2 Leyton Orient | Sky Bet League One |
| 8 | Tue 3 Sep 2013 | 43-1 v GillinghamGillingham 1-3 Leyton Orient | Johnstone's Paint Trophy Southern Area First Round |
| 9 | Sat 14 Sep 2013 | 43-2 v Port ValeLeyton Orient 3-2 Port Vale | Sky Bet League One |
| 10 | Tue 17 Sep 2013 | 45-1 v Notts CountyLeyton Orient 5-1 Notts County | Sky Bet League One |
| 11 | Mon 23 Sep 2013 | 42-0 v BrentfordBrentford 0-2 Leyton Orient | Sky Bet League One |
| 12 | Sat 28 Sep 2013 | 41-1 v WalsallLeyton Orient 1-1 Walsall | Sky Bet League One |
| 13 | Tue 8 Oct 2013 | 40-0 v Coventry CityLeyton Orient 0-0 Coventry City | Johnstone's Paint Trophy Southern Area Second Round |
| 14 | Sat 12 Oct 2013 | 42-1 v Milton Keynes DonsLeyton Orient 2-1 Milton Keynes Dons | Sky Bet League One |
| 15 | Sat 19 Oct 2013 | 44-0 v Tranmere RoversTranmere Rovers 0-4 Leyton Orient | Sky Bet League One |
| 16 | Tue 22 Oct 2013 | 41-3 v Coventry CityCoventry City 3-1 Leyton Orient | Sky Bet League One |
| 17 | Sat 26 Oct 2013 | 41-0 v Rotherham UnitedLeyton Orient 1-0 Rotherham United | Sky Bet League One |
| 18 | Sat 2 Nov 2013 | 43-1 v Peterborough UnitedPeterborough United 1-3 Leyton Orient | Sky Bet League One |
| 19 | Sat 9 Nov 2013 | 45-2 v SouthportLeyton Orient 5-2 Southport | FA Cup with Budweiser First Round |
| 20 | Sat 23 Nov 2013 | 43-1 v Swindon TownSwindon Town 1-3 Leyton Orient | Sky Bet League One |
| 21 | Tue 26 Nov 2013 | 42-2 v Bristol CityBristol City 2-2 Leyton Orient | Sky Bet League One |
| 22 | Sat 30 Nov 2013 | 41-1 v Sheffield UnitedLeyton Orient 1-1 Sheffield United | Sky Bet League One |
| 23 | Sat 7 Dec 2013 | 41-0 v WalsallLeyton Orient 1-0 Walsall | FA Cup with Budweiser Second Round |
| 24 | Sat 14 Dec 2013 | 41-1 v Bradford CityBradford City 1-1 Leyton Orient | Sky Bet League One |
| 25 | Sat 21 Dec 2013 | 42-3 v Crawley TownLeyton Orient 2-3 Crawley Town | Sky Bet League One |
| 26 | Thu 26 Dec 2013 | 42-1 v GillinghamGillingham 1-2 Leyton Orient | Sky Bet League One |
| 27 | Sun 29 Dec 2013 | 41-1 v Wolverhampton WanderersWolverhampton Wanderers 1-1 Leyton Orient | Sky Bet League One |
| 28 | Sat 18 Jan 2014 | 42-1 v Crewe AlexandraCrewe Alexandra 1-2 Leyton Orient | Sky Bet League One |
| 29 | Tue 28 Jan 2014 | 42-0 v Coventry CityLeyton Orient 2-0 Coventry City | Sky Bet League One |
| 30 | Sat 1 Feb 2014 | 41-2 v Rotherham UnitedRotherham United 2-1 Leyton Orient | Sky Bet League One |
| 31 | Sat 8 Feb 2014 | 41-2 v Peterborough UnitedLeyton Orient 1-2 Peterborough United | Sky Bet League One |
| 32 | Tue 11 Feb 2014 | 41-3 v Bristol CityLeyton Orient 1-3 Bristol City | Sky Bet League One |
| 33 | Sat 15 Feb 2014 | 41-1 v Preston North EndPreston North End 1-1 Leyton Orient | Sky Bet League One |
| 34 | Tue 18 Feb 2014 | 42-0 v StevenageLeyton Orient 2-0 Stevenage | Sky Bet League One |
| 35 | Sat 22 Feb 2014 | 42-0 v Swindon TownLeyton Orient 2-0 Swindon Town | Sky Bet League One |
| 36 | Sat 1 Mar 2014 | 42-1 v Colchester UnitedLeyton Orient 2-1 Colchester United | Sky Bet League One |
| 37 | Sat 8 Mar 2014 | 40-0 v Notts CountyNotts County 0-0 Leyton Orient | Sky Bet League One |
| 38 | Tue 11 Mar 2014 | 42-0 v Port ValePort Vale 0-2 Leyton Orient | Sky Bet League One |
| 39 | Sat 15 Mar 2014 | 40-1 v BrentfordLeyton Orient 0-1 Brentford | Sky Bet League One |
| 40 | Sat 22 Mar 2014 | 41-1 v WalsallWalsall 1-1 Leyton Orient | Sky Bet League One |
| 41 | Sat 12 Apr 2014 | 45-1 v GillinghamLeyton Orient 5-1 Gillingham | Sky Bet League One |
| 42 | Fri 18 Apr 2014 | 41-2 v Crawley TownCrawley Town 2-1 Leyton Orient | Sky Bet League One |
| 43 | Mon 21 Apr 2014 | 41-3 v Wolverhampton WanderersLeyton Orient 1-3 Wolverhampton Wanderers | Sky Bet League One |
| 44 | Sat 26 Apr 2014 | 42-0 v Tranmere RoversLeyton Orient 2-0 Tranmere Rovers | Sky Bet League One |
| 45 | Sat 3 May 2014 | 43-1 v Milton Keynes DonsMilton Keynes Dons 1-3 Leyton Orient | Sky Bet League One |
| 46 | Sat 10 May 2014 | 41-1 v Peterborough UnitedPeterborough United 1-1 Leyton Orient | Sky Bet League One Play-off Semi Final |
| 47 | Tue 13 May 2014 | 42-1 v Peterborough UnitedLeyton Orient 2-1 Peterborough United | Sky Bet League One Play-off Semi Final |
| 48 | Sun 25 May 2014 | 42-2 v Rotherham UnitedLeyton Orient 2-2 Rotherham United | Sky Bet League One Play-off Final |
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