| 1 | Sat 4 Sep 2021 | 152-2 v Newport CountyNewport County 2-2 Leyton Orient | Sky Bet League Two |
| 2 | Sat 11 Sep 2021 | 154-0 v Oldham AthleticLeyton Orient 4-0 Oldham Athletic | Sky Bet League Two |
| 3 | Sat 18 Sep 2021 | 15 3-1 v Bristol RoversBristol Rovers 1-3 Leyton Orient | Sky Bet League Two |
| 4 | Sat 25 Sep 2021 | 15 0-0 v Mansfield TownLeyton Orient 0-0 Mansfield Town | Sky Bet League Two |
| 5 | Sat 9 Oct 2021 | 151-1 v BarrowBarrow 1-1 Leyton Orient | Sky Bet League Two |
| 6 | Sat 16 Oct 2021 | 150-0 v WalsallLeyton Orient 0-0 Walsall | Sky Bet League Two |
| 7 | Tue 19 Oct 2021 | 151-1 v Forest Green RoversLeyton Orient 1-1 Forest Green Rovers | Sky Bet League Two |
| 8 | Sat 23 Oct 2021 | 150-0 v StevenageStevenage 0-0 Leyton Orient | Sky Bet League Two |
| 9 | Sat 30 Oct 2021 | 155-0 v Hartlepool UnitedLeyton Orient 5-0 Hartlepool United | Sky Bet League Two |
| 10 | Tue 9 Nov 2021 | 151-0 v Charlton AthleticLeyton Orient 1-0 Charlton Athletic | Papa John’s Trophy |
| 11 | Sat 13 Nov 2021 | 152-2 v RochdaleRochdale 2-2 Leyton Orient | Sky Bet League Two |
| 12 | Sat 20 Nov 2021 | 154-1 v Sutton UnitedLeyton Orient 4-1 Sutton United | Sky Bet League Two |
| 13 | Tue 23 Nov 2021 | 15 1-1 v Scunthorpe UnitedScunthorpe United 1-1 Leyton Orient | Sky Bet League Two |
| 14 | Sat 27 Nov 2021 | 150-1 v Northampton TownNorthampton Town 1-0 Leyton Orient | Sky Bet League Two |
| 15 | Tue 7 Dec 2021 | 154-1 v Swindon TownLeyton Orient 4-1 Swindon Town | Sky Bet League Two |
| 16 | Sat 11 Dec 2021 | 151-2 v Crawley TownLeyton Orient 1-2 Crawley Town | Sky Bet League Two |
| 17 | Sun 9 Jan 2022 | 15 0-2 v Stoke CityStoke City 2-0 Leyton Orient | Emirates FA Cup Third Round |
| 18 | Sat 22 Jan 2022 | 15 0-0 v Port ValeLeyton Orient 0-0 Port Vale | Sky Bet League Two |
| 19 | Tue 25 Jan 2022 | 150-1 v Newport CountyLeyton Orient 0-1 Newport County | Sky Bet League Two |
| 20 | Sat 29 Jan 2022 | 150-2 v Mansfield TownMansfield Town 2-0 Leyton Orient | Sky Bet League Two |
| 21 | Tue 1 Feb 2022 | 151-1 v Bradford CityBradford City 1-1 Leyton Orient | Sky Bet League Two |
| 22 | Sat 5 Feb 2022 | 150-1 v Colchester UnitedLeyton Orient 0-1 Colchester United | Sky Bet League Two |
| 23 | Tue 8 Feb 2022 | 150-1 v Exeter CityExeter City 1-0 Leyton Orient | Sky Bet League Two |
| 24 | Fri 15 Apr 2022 | 153-0 v Scunthorpe UnitedLeyton Orient 3-0 Scunthorpe United | Sky Bet League Two |
| 25 | Mon 18 Apr 2022 | 152-1 v Swindon TownSwindon Town 1-2 Leyton Orient | Sky Bet League Two |
| 26 | Sat 23 Apr 2022 | 152-4 v Northampton TownLeyton Orient 2-4 Northampton Town | Sky Bet League Two |
| 27 | Sat 30 Apr 2022 | 15 2-0 v Crawley TownCrawley Town 0-2 Leyton Orient | Sky Bet League Two |
| 28 | Sat 7 May 2022 | 150-1 v Tranmere RoversLeyton Orient 0-1 Tranmere Rovers | Sky Bet League Two |
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