| 1 | Tue 17 Jul 2018 | 144-0 v East Thurrock UnitedEast Thurrock United 0-4 Leyton Orient | Friendly |
| 2 | Tue 14 Aug 2018 | 142-1 v Maidstone UnitedMaidstone United 1-2 Leyton Orient | National League |
| 3 | Sat 18 Aug 2018 | 14 1-0 v Boreham WoodLeyton Orient 1-0 Boreham Wood | National League |
| 4 | Sat 25 Aug 2018 | 141-1 v GatesheadGateshead 1-1 Leyton Orient | National League |
| 5 | Mon 27 Aug 2018 | 143-0 v Dover AthleticLeyton Orient 3-0 Dover Athletic | National League |
| 6 | Sat 1 Sep 2018 | 141-0 v ChesterfieldChesterfield 0-1 Leyton Orient | National League |
| 7 | Tue 4 Sep 2018 | 14 3-0 v Solihull MoorsLeyton Orient 3-0 Solihull Moors | National League |
| 8 | Sat 8 Sep 2018 | 141-1 v FC Halifax TownFC Halifax Town 1-1 Leyton Orient | National League |
| 9 | Sat 15 Sep 2018 | 143-1 v BarnetLeyton Orient 3-1 Barnet | National League |
| 10 | Sat 22 Sep 2018 | 14 3-0 v Harrogate TownHarrogate Town 0-3 Leyton Orient | National League |
| 11 | Tue 25 Sep 2018 | 145-1 v Braintree TownBraintree Town 1-5 Leyton Orient | National League |
| 12 | Sat 29 Sep 2018 | 140-1 v Sutton UnitedLeyton Orient 0-1 Sutton United | National League |
| 13 | Sat 6 Oct 2018 | 142-0 v Maidenhead UnitedMaidenhead United 0-2 Leyton Orient | National League |
| 14 | Sat 13 Oct 2018 | 14 0-0 v Hartlepool UnitedLeyton Orient 0-0 Hartlepool United | National League |
| 15 | Sat 27 Oct 2018 | 144-0 v Havant & WaterloovilleLeyton Orient 4-0 Havant & Waterlooville | National League |
| 16 | Tue 30 Oct 2018 | 14 1-1 v EastleighEastleigh 1-1 Leyton Orient | National League |
| 17 | Sat 17 Nov 2018 | 14 3-1 v BromleyLeyton Orient 3-1 Bromley | National League |
| 18 | Sat 24 Nov 2018 | 142-0 v WrexhamWrexham 0-2 Leyton Orient | National League |
| 19 | Tue 27 Nov 2018 | 140-0 v Aldershot TownLeyton Orient 0-0 Aldershot Town | National League |
| 20 | Sat 2 Feb 2019 | 141-0 v Blyth SpartansLeyton Orient 1-0 Blyth Spartans | Buildbase FA Trophy Third Round |
| 21 | Sat 9 Feb 2019 | 141-1 v Hartlepool UnitedHartlepool United 1-1 Leyton Orient | National League |
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