| 1 | Tue 5 Sep 2023 | 12 1-2 v GillinghamGillingham 2-1 Leyton Orient | EFL Trophy |
| 2 | Sat 9 Sep 2023 | 122-1 v Exeter CityExeter City 1-2 Leyton Orient | Sky Bet League One |
| 3 | Sat 16 Sep 2023 | 121-1 v Peterborough UnitedPeterborough United 1-1 Leyton Orient | Sky Bet League One |
| 4 | Sat 23 Sep 2023 | 121-0 v Shrewsbury TownLeyton Orient 1-0 Shrewsbury Town | Sky Bet League One |
| 5 | Sat 30 Sep 2023 | 120-1 v Fleetwood TownFleetwood Town 1-0 Leyton Orient | Sky Bet League One |
| 6 | Sat 7 Oct 2023 | 122-1 v ReadingLeyton Orient 2-1 Reading | Sky Bet League One |
| 7 | Sat 14 Oct 2023 | 121-0 v Carlisle UnitedCarlisle United 0-1 Leyton Orient | Sky Bet League One |
| 8 | Sat 21 Oct 2023 | 121-1 v BarnsleyLeyton Orient 1-1 Barnsley | Sky Bet League One |
| 9 | Tue 24 Oct 2023 | 12 2-2 v Northampton TownNorthampton Town 2-2 Leyton Orient | Sky Bet League One |
| 10 | Sat 28 Oct 2023 | 120-0 v Burton AlbionBurton Albion 0-0 Leyton Orient | Sky Bet League One |
| 11 | Sat 4 Nov 2023 | 12 3-1 v Carlisle UnitedLeyton Orient 3-1 Carlisle United | Emirates FA Cup First Round |
| 12 | Sat 11 Nov 2023 | 122-3 v Oxford UnitedLeyton Orient 2-3 Oxford United | Sky Bet League One |
| 13 | Tue 21 Nov 2023 | 12 0-1 v Lincoln CityLeyton Orient 0-1 Lincoln City | Sky Bet League One |
| 14 | Sat 25 Nov 2023 | 121-1 v Wigan AthleticLeyton Orient 1-1 Wigan Athletic | Sky Bet League One |
| 15 | Sat 9 Dec 2023 | 12 0-3 v Derby CountyLeyton Orient 0-3 Derby County | Sky Bet League One |
| 16 | Mon 1 Jan 2024 | 122-0 v Cambridge UnitedCambridge United 0-2 Leyton Orient | Sky Bet League One |
| 17 | Sat 3 Feb 2024 | 123-2 v Carlisle UnitedLeyton Orient 3-2 Carlisle United | Sky Bet League One |
| 18 | Tue 6 Feb 2024 | 121-0 v Port ValePort Vale 0-1 Leyton Orient | Sky Bet League One |
| 19 | Sat 10 Feb 2024 | 121-2 v BarnsleyBarnsley 2-1 Leyton Orient | Sky Bet League One |
| 20 | Tue 13 Feb 2024 | 124-3 v Northampton TownLeyton Orient 4-3 Northampton Town | Sky Bet League One |
| 21 | Sat 17 Feb 2024 | 121-2 v Burton AlbionLeyton Orient 1-2 Burton Albion | Sky Bet League One |
| 22 | Sat 24 Feb 2024 | 12 2-1 v Oxford UnitedOxford United 1-2 Leyton Orient | Sky Bet League One |
| 23 | Tue 27 Feb 2024 | 121-0 v BlackpoolLeyton Orient 1-0 Blackpool | Sky Bet League One |
| 24 | Sat 2 Mar 2024 | 12 0-1 v Bristol RoversLeyton Orient 0-1 Bristol Rovers | Sky Bet League One |
| 25 | Sat 9 Mar 2024 | 120-1 v Wigan AthleticWigan Athletic 1-0 Leyton Orient | Sky Bet League One |
| 26 | Tue 12 Mar 2024 | 120-0 v Port ValeLeyton Orient 0-0 Port Vale | Sky Bet League One |
| 27 | Sat 16 Mar 2024 | 121-0 v StevenageStevenage 0-1 Leyton Orient | Sky Bet League One |
| 28 | Fri 29 Mar 2024 | 120-1 v Lincoln CityLincoln City 1-0 Leyton Orient | Sky Bet League One |
| 29 | Mon 1 Apr 2024 | 121-2 v Peterborough UnitedLeyton Orient 1-2 Peterborough United | Sky Bet League One |
| 30 | Sat 6 Apr 2024 | 123-1 v Cheltenham TownLeyton Orient 3-1 Cheltenham Town | Sky Bet League One |
| 31 | Tue 9 Apr 2024 | 122-2 v Exeter CityLeyton Orient 2-2 Exeter City | Sky Bet League One |
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