| 1 | Sat 5 Aug 2023 | 240-1 v Charlton AthleticCharlton Athletic 1-0 Leyton Orient | Sky Bet League One |
| 2 | Tue 15 Aug 2023 | 242-3 v Wycombe WanderersWycombe Wanderers 3-2 Leyton Orient | Sky Bet League One |
| 3 | Sat 19 Aug 2023 | 24 0-0 v BlackpoolBlackpool 0-0 Leyton Orient | Sky Bet League One |
| 4 | Sat 26 Aug 2023 | 24 2-0 v Cambridge UnitedLeyton Orient 2-0 Cambridge United | Sky Bet League One |
| 5 | Sat 2 Sep 2023 | 240-3 v StevenageLeyton Orient 0-3 Stevenage | Sky Bet League One |
| 6 | Sat 9 Sep 2023 | 242-1 v Exeter CityExeter City 1-2 Leyton Orient | Sky Bet League One |
| 7 | Sat 16 Sep 2023 | 24 1-1 v Peterborough UnitedPeterborough United 1-1 Leyton Orient | Sky Bet League One |
| 8 | Sat 23 Sep 2023 | 241-0 v Shrewsbury TownLeyton Orient 1-0 Shrewsbury Town | Sky Bet League One |
| 9 | Sat 30 Sep 2023 | 240-1 v Fleetwood TownFleetwood Town 1-0 Leyton Orient | Sky Bet League One |
| 10 | Sat 7 Oct 2023 | 242-1 v ReadingLeyton Orient 2-1 Reading | Sky Bet League One |
| 11 | Sat 14 Oct 2023 | 241-0 v Carlisle UnitedCarlisle United 0-1 Leyton Orient | Sky Bet League One |
| 12 | Sat 21 Oct 2023 | 241-1 v BarnsleyLeyton Orient 1-1 Barnsley | Sky Bet League One |
| 13 | Tue 24 Oct 2023 | 242-2 v Northampton TownNorthampton Town 2-2 Leyton Orient | Sky Bet League One |
| 14 | Sat 28 Oct 2023 | 240-0 v Burton AlbionBurton Albion 0-0 Leyton Orient | Sky Bet League One |
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