| 1 | Sat 4 Aug 2018 | 41-1 v Salford CitySalford City 1-1 Leyton Orient | National League |
| 2 | Tue 7 Aug 2018 | 4 1-1 v Ebbsfleet UnitedLeyton Orient 1-1 Ebbsfleet United | National League |
| 3 | Tue 14 Aug 2018 | 42-1 v Maidstone UnitedMaidstone United 1-2 Leyton Orient | National League |
| 4 | Sat 18 Aug 2018 | 41-0 v Boreham WoodLeyton Orient 1-0 Boreham Wood | National League |
| 5 | Tue 4 Sep 2018 | 43-0 v Solihull MoorsLeyton Orient 3-0 Solihull Moors | National League |
| 6 | Sat 1 Dec 2018 | 42-0 v GatesheadLeyton Orient 2-0 Gateshead | National League |
| 7 | Sat 8 Dec 2018 | 40-1 v Boreham WoodBoreham Wood 1-0 Leyton Orient | National League |
| 8 | Sat 29 Dec 2018 | 40-0 v Dover AthleticDover Athletic 0-0 Leyton Orient | National League |
| 9 | Tue 1 Jan 2019 | 41-0 v Dagenham & RedbridgeLeyton Orient 1-0 Dagenham & Redbridge | National League |
| 10 | Sat 5 Jan 2019 | 40-3 v Salford CityLeyton Orient 0-3 Salford City | National League |
| 11 | Sat 19 Jan 2019 | 4 0-2 v Ebbsfleet UnitedEbbsfleet United 2-0 Leyton Orient | National League |
| 12 | Sat 26 Jan 2019 | 43-0 v Maidstone UnitedLeyton Orient 3-0 Maidstone United | National League |
| 13 | Sat 2 Feb 2019 | 41-0 v Blyth SpartansLeyton Orient 1-0 Blyth Spartans | Buildbase FA Trophy Third Round |
| 14 | Sat 30 Mar 2019 | 40-0 v BarnetBarnet 0-0 Leyton Orient | National League |
| 15 | Tue 2 Apr 2019 | 4 1-2 v BromleyBromley 2-1 Leyton Orient | National League |
| 16 | Sat 6 Apr 2019 | 4 2-2 v FC Halifax TownLeyton Orient 2-2 FC Halifax Town | National League |
| 17 | Tue 9 Apr 2019 | 4 3-2 v EastleighLeyton Orient 3-2 Eastleigh | National League |
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