| 1 | Sat 7 Aug 2021 | 18 1-1 v Salford CitySalford City 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Wed 11 Aug 2021 | 181-1 v Queens Park RangersLeyton Orient 1-1 Queens Park Rangers | Carabao Cup First Round |
| 3 | Sat 14 Aug 2021 | 183-0 v Exeter CityLeyton Orient 3-0 Exeter City | Sky Bet League Two |
| 4 | Sat 21 Aug 2021 | 181-1 v Carlisle UnitedCarlisle United 1-1 Leyton Orient | Sky Bet League Two |
| 5 | Tue 24 Aug 2021 | 180-2 v Harrogate TownLeyton Orient 0-2 Harrogate Town | Sky Bet League Two |
| 6 | Sat 28 Aug 2021 | 182-0 v Bradford CityLeyton Orient 2-0 Bradford City | Sky Bet League Two |
| 7 | Sat 4 Sep 2021 | 182-2 v Newport CountyNewport County 2-2 Leyton Orient | Sky Bet League Two |
| 8 | Sat 11 Sep 2021 | 184-0 v Oldham AthleticLeyton Orient 4-0 Oldham Athletic | Sky Bet League Two |
| 9 | Sat 18 Sep 2021 | 18 3-1 v Bristol RoversBristol Rovers 1-3 Leyton Orient | Sky Bet League Two |
| 10 | Sat 25 Sep 2021 | 180-0 v Mansfield TownLeyton Orient 0-0 Mansfield Town | Sky Bet League Two |
| 11 | Sat 2 Oct 2021 | 182-3 v Port ValePort Vale 3-2 Leyton Orient | Sky Bet League Two |
| 12 | Sat 9 Oct 2021 | 181-1 v BarrowBarrow 1-1 Leyton Orient | Sky Bet League Two |
| 13 | Sat 16 Oct 2021 | 180-0 v WalsallLeyton Orient 0-0 Walsall | Sky Bet League Two |
| 14 | Tue 19 Oct 2021 | 18 1-1 v Forest Green RoversLeyton Orient 1-1 Forest Green Rovers | Sky Bet League Two |
| 15 | Sat 23 Oct 2021 | 180-0 v StevenageStevenage 0-0 Leyton Orient | Sky Bet League Two |
| 16 | Sat 30 Oct 2021 | 18 5-0 v Hartlepool UnitedLeyton Orient 5-0 Hartlepool United | Sky Bet League Two |
| 17 | Sat 6 Nov 2021 | 181-0 v Ebbsfleet UnitedLeyton Orient 1-0 Ebbsfleet United | Emirates FA Cup First Round |
| 18 | Sat 13 Nov 2021 | 182-2 v RochdaleRochdale 2-2 Leyton Orient | Sky Bet League Two |
| 19 | Sat 20 Nov 2021 | 184-1 v Sutton UnitedLeyton Orient 4-1 Sutton United | Sky Bet League Two |
| 20 | Tue 23 Nov 2021 | 181-1 v Scunthorpe UnitedScunthorpe United 1-1 Leyton Orient | Sky Bet League Two |
| 21 | Sat 27 Nov 2021 | 180-1 v Northampton TownNorthampton Town 1-0 Leyton Orient | Sky Bet League Two |
| 22 | Sat 4 Dec 2021 | 184-0 v Tranmere RoversLeyton Orient 4-0 Tranmere Rovers | Emirates FA Cup Second Round |
| 23 | Sat 11 Dec 2021 | 18 1-2 v Crawley TownLeyton Orient 1-2 Crawley Town | Sky Bet League Two |
| 24 | Sun 9 Jan 2022 | 180-2 v Stoke CityStoke City 2-0 Leyton Orient | Emirates FA Cup Third Round |
| 25 | Sat 22 Jan 2022 | 180-0 v Port ValeLeyton Orient 0-0 Port Vale | Sky Bet League Two |
| 26 | Tue 1 Feb 2022 | 181-1 v Bradford CityBradford City 1-1 Leyton Orient | Sky Bet League Two |
| 27 | Sat 5 Feb 2022 | 180-1 v Colchester UnitedLeyton Orient 0-1 Colchester United | Sky Bet League Two |
| 28 | Tue 8 Feb 2022 | 18 0-1 v Exeter CityExeter City 1-0 Leyton Orient | Sky Bet League Two |
| 29 | Sat 12 Feb 2022 | 180-2 v Salford CityLeyton Orient 0-2 Salford City | Sky Bet League Two |
| 30 | Tue 22 Feb 2022 | 18 0-2 v Bristol RoversLeyton Orient 0-2 Bristol Rovers | Sky Bet League Two |
| 31 | Sat 26 Feb 2022 | 180-1 v Carlisle UnitedLeyton Orient 0-1 Carlisle United | Sky Bet League Two |
| 32 | Tue 1 Mar 2022 | 182-2 v Colchester UnitedColchester United 2-2 Leyton Orient | Sky Bet League Two |
| 33 | Sat 5 Mar 2022 | 182-2 v StevenageLeyton Orient 2-2 Stevenage | Sky Bet League Two |
| 34 | Sat 19 Mar 2022 | 183-1 v RochdaleLeyton Orient 3-1 Rochdale | Sky Bet League Two |
| 35 | Tue 22 Mar 2022 | 183-0 v Harrogate TownHarrogate Town 0-3 Leyton Orient | Sky Bet League Two |
| 36 | Sat 26 Mar 2022 | 18 2-0 v BarrowLeyton Orient 2-0 Barrow | Sky Bet League Two |
| 37 | Tue 29 Mar 2022 | 18 0-2 v Oldham AthleticOldham Athletic 2-0 Leyton Orient | Sky Bet League Two |
| 38 | Sat 2 Apr 2022 | 182-0 v WalsallWalsall 0-2 Leyton Orient | Sky Bet League Two |
| 39 | Sat 9 Apr 2022 | 180-1 v Sutton UnitedSutton United 1-0 Leyton Orient | Sky Bet League Two |
| 40 | Mon 18 Apr 2022 | 18 2-1 v Swindon TownSwindon Town 1-2 Leyton Orient | Sky Bet League Two |
| 41 | Sat 23 Apr 2022 | 182-4 v Northampton TownLeyton Orient 2-4 Northampton Town | Sky Bet League Two |
| 42 | Sat 7 May 2022 | 180-1 v Tranmere RoversLeyton Orient 0-1 Tranmere Rovers | Sky Bet League Two |
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