| 1 | Sat 18 Jan | 440-0 v Peterborough UnitedPeterborough United 0-0 Leyton Orient | Sky Bet League One |
| 2 | Sat 25 Jan | 442-0 v ReadingLeyton Orient 2-0 Reading | Sky Bet League One |
| 3 | Tue 28 Jan | 446-2 v Exeter CityExeter City 2-6 Leyton Orient | Sky Bet League One |
| 4 | Sat 1 Feb | 440-1 v Stockport CountyLeyton Orient 0-1 Stockport County | Sky Bet League One |
| 5 | Tue 11 Feb | 443-0 v Mansfield TownLeyton Orient 3-0 Mansfield Town | Sky Bet League One |
| 6 | Sat 22 Feb | 441-2 v Bolton WanderersBolton Wanderers 2-1 Leyton Orient | Sky Bet League One |
| 7 | Tue 25 Feb | 440-2 v Birmingham CityBirmingham City 2-0 Leyton Orient | Sky Bet League One |
| 8 | Sat 1 Mar | 441-2 v Charlton AthleticLeyton Orient 1-2 Charlton Athletic | Sky Bet League One |
| 9 | Tue 4 Mar | 440-1 v Rotherham UnitedRotherham United 1-0 Leyton Orient | Sky Bet League One |
| 10 | Thu 27 Mar | 441-0 v StevenageLeyton Orient 1-0 Stevenage | Sky Bet League One |
| 11 | Tue 1 Apr | 441-2 v Burton AlbionBurton Albion 2-1 Leyton Orient | Sky Bet League One |
| 12 | Sat 5 Apr | 440-0 v Wigan AthleticLeyton Orient 0-0 Wigan Athletic | Sky Bet League One |
| 13 | Tue 8 Apr | 443-2 v Mansfield TownMansfield Town 2-3 Leyton Orient | Sky Bet League One |
| 14 | Sat 12 Apr | 443-1 v Crawley TownCrawley Town 1-3 Leyton Orient | Sky Bet League One |
| 15 | Fri 18 Apr | 444-3 v BarnsleyLeyton Orient 4-3 Barnsley | Sky Bet League One |
| 16 | Mon 21 Apr | 442-1 v Cambridge UnitedCambridge United 1-2 Leyton Orient | Sky Bet League One |
| 17 | Wed 14 May | 441-1 v Stockport CountyStockport County 1-1 Leyton Orient | Sky Bet League One Play-off Semi Final |
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