| 1 | Sat 30 Jul 2022 | 2 2-0 v Grimsby TownLeyton Orient 2-0 Grimsby Town | Sky Bet League Two |
| 2 | Sat 6 Aug 2022 | 21-0 v Crawley TownCrawley Town 0-1 Leyton Orient | Sky Bet League Two |
| 3 | Tue 9 Aug 2022 | 20-2 v Forest Green RoversForest Green Rovers 2-0 Leyton Orient | Carabao Cup First Round |
| 4 | Sat 13 Aug 2022 | 21-0 v Mansfield TownLeyton Orient 1-0 Mansfield Town | Sky Bet League Two |
| 5 | Tue 16 Aug 2022 | 2 1-1 v Swindon TownSwindon Town 1-1 Leyton Orient | Sky Bet League Two |
| 6 | Sat 20 Aug 2022 | 2 3-1 v Colchester UnitedColchester United 1-3 Leyton Orient | Sky Bet League Two |
| 7 | Sat 27 Aug 2022 | 24-2 v Hartlepool UnitedLeyton Orient 4-2 Hartlepool United | Sky Bet League Two |
| 8 | Tue 30 Aug 2022 | 20-5 v Oxford UnitedOxford United 5-0 Leyton Orient | Papa John’s Trophy |
| 9 | Sat 3 Sep 2022 | 22-0 v Tranmere RoversLeyton Orient 2-0 Tranmere Rovers | Sky Bet League Two |
| 10 | Tue 13 Sep 2022 | 21-0 v RochdaleRochdale 0-1 Leyton Orient | Sky Bet League Two |
| 11 | Sat 17 Sep 2022 | 2 1-0 v WalsallLeyton Orient 1-0 Walsall | Sky Bet League Two |
| 12 | Tue 20 Sep 2022 | 2 3-1 v Sutton UnitedLeyton Orient 3-1 Sutton United | Papa John’s Trophy |
| 13 | Sat 1 Oct 2022 | 21-2 v Newport CountyLeyton Orient 1-2 Newport County | Sky Bet League Two |
| 14 | Sat 8 Oct 2022 | 21-1 v Doncaster RoversDoncaster Rovers 1-1 Leyton Orient | Sky Bet League Two |
| 15 | Sat 15 Oct 2022 | 20-0 v Northampton TownLeyton Orient 0-0 Northampton Town | Sky Bet League Two |
| 16 | Sat 22 Oct 2022 | 23-2 v Carlisle UnitedCarlisle United 2-3 Leyton Orient | Sky Bet League Two |
| 17 | Tue 25 Oct 2022 | 22-0 v GillinghamLeyton Orient 2-0 Gillingham | Sky Bet League Two |
| 18 | Sat 29 Oct 2022 | 21-0 v Salford CityLeyton Orient 1-0 Salford City | Sky Bet League Two |
| 19 | Sat 5 Nov 2022 | 20-1 v Crewe AlexandraCrewe Alexandra 1-0 Leyton Orient | Emirates FA Cup First Round |
| 20 | Tue 8 Nov 2022 | 2 0-2 v AFC WimbledonAFC Wimbledon 2-0 Leyton Orient | Sky Bet League Two |
| 21 | Sat 19 Nov 2022 | 22-1 v Stockport CountyStockport County 1-2 Leyton Orient | Sky Bet League Two |
| 22 | Sat 3 Dec 2022 | 23-0 v Bradford CityLeyton Orient 3-0 Bradford City | Sky Bet League Two |
| 23 | Sat 17 Dec 2022 | 22-0 v Sutton UnitedLeyton Orient 2-0 Sutton United | Sky Bet League Two |
| 24 | Tue 27 Dec 2022 | 20-0 v StevenageLeyton Orient 0-0 Stevenage | Sky Bet League Two |
| 25 | Fri 30 Dec 2022 | 20-0 v Newport CountyNewport County 0-0 Leyton Orient | Sky Bet League Two |
| 26 | Mon 2 Jan 2023 | 20-1 v Northampton TownNorthampton Town 1-0 Leyton Orient | Sky Bet League Two |
| 27 | Sat 7 Jan 2023 | 21-0 v Doncaster RoversLeyton Orient 1-0 Doncaster Rovers | Sky Bet League Two |
| 28 | Sat 14 Jan 2023 | 2 0-0 v BarrowLeyton Orient 0-0 Barrow | Sky Bet League Two |
| 29 | Sat 28 Jan 2023 | 20-1 v Tranmere RoversTranmere Rovers 1-0 Leyton Orient | Sky Bet League Two |
| 30 | Sat 4 Feb 2023 | 21-0 v AFC WimbledonLeyton Orient 1-0 AFC Wimbledon | Sky Bet League Two |
| 31 | Tue 7 Feb 2023 | 22-0 v Crewe AlexandraCrewe Alexandra 0-2 Leyton Orient | Sky Bet League Two |
| 32 | Sat 11 Feb 2023 | 21-1 v WalsallWalsall 1-1 Leyton Orient | Sky Bet League Two |
| 33 | Tue 14 Feb 2023 | 22-1 v RochdaleLeyton Orient 2-1 Rochdale | Sky Bet League Two |
| 34 | Sat 18 Feb 2023 | 2 1-0 v Crawley TownLeyton Orient 1-0 Crawley Town | Sky Bet League Two |
| 35 | Sat 25 Feb 2023 | 22-2 v Grimsby TownGrimsby Town 2-2 Leyton Orient | Sky Bet League Two |
| 36 | Sat 4 Mar 2023 | 21-1 v Swindon TownLeyton Orient 1-1 Swindon Town | Sky Bet League Two |
| 37 | Sat 18 Mar 2023 | 22-2 v Colchester UnitedLeyton Orient 2-2 Colchester United | Sky Bet League Two |
| 38 | Fri 7 Apr 2023 | 22-0 v Salford CitySalford City 0-2 Leyton Orient | Sky Bet League Two |
| 39 | Mon 10 Apr 2023 | 22-2 v Harrogate TownLeyton Orient 2-2 Harrogate Town | Sky Bet League Two |
| 40 | Sat 15 Apr 2023 | 2 2-0 v Sutton UnitedSutton United 0-2 Leyton Orient | Sky Bet League Two |
| 41 | Tue 18 Apr 2023 | 20-2 v GillinghamGillingham 2-0 Leyton Orient | Sky Bet League Two |
| 42 | Sat 22 Apr 2023 | 22-0 v Crewe AlexandraLeyton Orient 2-0 Crewe Alexandra | Sky Bet League Two |
| 43 | Tue 25 Apr 2023 | 22-1 v Mansfield TownMansfield Town 1-2 Leyton Orient | Sky Bet League Two |
| 44 | Sat 29 Apr 2023 | 20-3 v Stockport CountyLeyton Orient 0-3 Stockport County | Sky Bet League Two |
| 45 | Mon 8 May 2023 | 21-1 v Bradford CityBradford City 1-1 Leyton Orient | Sky Bet League Two |
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