| 1 | Sat 8 Aug | 2 2-0 v Oxford UnitedLeyton Orient 2-0 Oxford United | Carabao Cup First Round |
| 2 | Sat 15 Aug | 21-2 v Sheffield WednesdayLeyton Orient 1-2 Sheffield Wednesday | Sky Bet League One |
| 3 | Sat 22 Aug | 22-0 v Wigan AthleticWigan Athletic 0-2 Leyton Orient | Sky Bet League One |
| 4 | Tue 25 Aug | 20-0 v WalsallWalsall 0-0 Leyton Orient | Carabao Cup Second Round |
| 5 | Sat 29 Aug | 2 1-3 v BarnsleyLeyton Orient 1-3 Barnsley | Sky Bet League One |
| 6 | Tue 1 Sep | 2 5-0 v BromleyBromley 0-5 Leyton Orient | Sky Bet League One |
| 7 | Sat 5 Sep | 21-1 v Luton TownLuton Town 1-1 Leyton Orient | Sky Bet League One |
| 8 | Tue 8 Sep | 21-3 v Bradford CityLeyton Orient 1-3 Bradford City | Carabao Cup Third Round |
Football Web Pages