| 1 | Sat 7 Aug 2021 | 51-1 v Salford CitySalford City 1-1 Leyton Orient | Sky Bet League Two |
| 2 | Wed 11 Aug 2021 | 51-1 v Queens Park RangersLeyton Orient 1-1 Queens Park Rangers | Carabao Cup First Round |
| 3 | Sat 14 Aug 2021 | 53-0 v Exeter CityLeyton Orient 3-0 Exeter City | Sky Bet League Two |
| 4 | Sat 21 Aug 2021 | 51-1 v Carlisle UnitedCarlisle United 1-1 Leyton Orient | Sky Bet League Two |
| 5 | Tue 24 Aug 2021 | 50-2 v Harrogate TownLeyton Orient 0-2 Harrogate Town | Sky Bet League Two |
| 6 | Sat 28 Aug 2021 | 52-0 v Bradford CityLeyton Orient 2-0 Bradford City | Sky Bet League Two |
| 7 | Sat 11 Sep 2021 | 54-0 v Oldham AthleticLeyton Orient 4-0 Oldham Athletic | Sky Bet League Two |
| 8 | Sat 18 Sep 2021 | 53-1 v Bristol RoversBristol Rovers 1-3 Leyton Orient | Sky Bet League Two |
| 9 | Sat 2 Oct 2021 | 52-3 v Port ValePort Vale 3-2 Leyton Orient | Sky Bet League Two |
| 10 | Tue 5 Oct 2021 | 54-0 v Crawley TownCrawley Town 0-4 Leyton Orient | Papa John’s Trophy |
| 11 | Tue 9 Nov 2021 | 51-0 v Charlton AthleticLeyton Orient 1-0 Charlton Athletic | Papa John’s Trophy |
| 12 | Sat 4 Dec 2021 | 54-0 v Tranmere RoversLeyton Orient 4-0 Tranmere Rovers | Emirates FA Cup Second Round |
| 13 | Sat 11 Dec 2021 | 5 1-2 v Crawley TownLeyton Orient 1-2 Crawley Town | Sky Bet League Two |
| 14 | Sat 18 Dec 2021 | 5 0-1 v Tranmere RoversTranmere Rovers 1-0 Leyton Orient | Sky Bet League Two |
| 15 | Sat 29 Jan 2022 | 50-2 v Mansfield TownMansfield Town 2-0 Leyton Orient | Sky Bet League Two |
| 16 | Tue 1 Feb 2022 | 51-1 v Bradford CityBradford City 1-1 Leyton Orient | Sky Bet League Two |
| 17 | Tue 8 Feb 2022 | 50-1 v Exeter CityExeter City 1-0 Leyton Orient | Sky Bet League Two |
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