| 1 | Sat 2 Dec 2017 | 0-1 v Solihull MoorsSolihull Moors 1-0 Leyton Orient | National League |
| 2 | Sat 9 Dec 2017 | 4-1 v Sutton UnitedLeyton Orient 4-1 Sutton United | National League |
| 3 | Sat 16 Dec 2017 | 2-1 v Haringey BoroughHaringey Borough 1-2 Leyton Orient | Buildbase FA Trophy First Round |
| 4 | Sat 23 Dec 2017 | 2-0 v Maidstone UnitedMaidstone United 0-2 Leyton Orient | National League |
| 5 | Tue 26 Dec 2017 | 2-0 v Dagenham & RedbridgeLeyton Orient 2-0 Dagenham & Redbridge | National League |
| 6 | Sat 30 Dec 2017 | 0-1 v BromleyLeyton Orient 0-1 Bromley | National League |
| 7 | Mon 1 Jan 2018 | 0-0 v Dagenham & RedbridgeDagenham & Redbridge 0-0 Leyton Orient | National League |
| 8 | Sat 6 Jan 2018 | 0-0 v Boreham WoodLeyton Orient 0-0 Boreham Wood | National League |
| 9 | Sat 27 Jan 2018 | 2-3 v Aldershot TownLeyton Orient 2-3 Aldershot Town | National League |
| 10 | Tue 30 Jan 2018 | 2-1 v FC Halifax TownFC Halifax Town 1-2 Leyton Orient | National League |
| 11 | Sat 3 Feb 2018 | 4-3 v Dover AthleticDover Athletic 3-4 Leyton Orient | Buildbase FA Trophy Third Round |
| 12 | Sat 10 Feb 2018 | 1-1 v Tranmere RoversLeyton Orient 1-1 Tranmere Rovers | National League |
| 13 | Sat 17 Feb 2018 | 1-0 v AFC FyldeAFC Fylde 0-1 Leyton Orient | National League |
| 14 | Tue 20 Feb 2018 | 1-0 v ChesterChester 0-1 Leyton Orient | National League |
| 15 | Sat 24 Feb 2018 | 3-3 v GatesheadLeyton Orient 3-3 Gateshead | Buildbase FA Trophy Quarter Final |
| 16 | Sat 3 Mar 2018 | 0-1 v Dover AthleticDover Athletic 1-0 Leyton Orient | National League |
| 17 | Sat 10 Mar 2018 | 1-1 v Ebbsfleet UnitedLeyton Orient 1-1 Ebbsfleet United | National League |
| 18 | Tue 13 Mar 2018 | 0-1 v Torquay UnitedLeyton Orient 0-1 Torquay United | National League |
| 19 | Sat 17 Mar 2018 | 0-0 v EastleighEastleigh 0-0 Leyton Orient | National League |
| 20 | Sat 24 Mar 2018 | 3-0 v WokingLeyton Orient 3-0 Woking | National League |
| 21 | Fri 30 Mar 2018 | 3-1 v GuiseleyGuiseley 1-3 Leyton Orient | National League |
| 22 | Sat 7 Apr 2018 | 4-1 v BarrowLeyton Orient 4-1 Barrow | National League |
| 23 | Sat 14 Apr 2018 | 1-1 v Macclesfield TownMacclesfield Town 1-1 Leyton Orient | National League |
| 24 | Tue 17 Apr 2018 | 0-1 v Hartlepool UnitedHartlepool United 1-0 Leyton Orient | National League |
| 25 | Sat 21 Apr 2018 | 1-0 v WrexhamLeyton Orient 1-0 Wrexham | National League |
| 26 | Tue 24 Apr 2018 | 0-1 v Maidenhead UnitedLeyton Orient 0-1 Maidenhead United | National League |
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