| 1 | Sat 5 Sep 2020 | 112-1 v Forest Green RoversForest Green Rovers 1-2 Leyton Orient | Carabao Cup First Round South |
| 2 | Tue 15 Sep 2020 | 113-2 v Plymouth ArgyleLeyton Orient 3-2 Plymouth Argyle | Carabao Cup Second Round |
| 3 | Sat 19 Sep 2020 | 112-2 v Mansfield TownLeyton Orient 2-2 Mansfield Town | Sky Bet League Two |
| 4 | Tue 6 Oct 2020 | 112-0 v AFC WimbledonLeyton Orient 2-0 AFC Wimbledon | Papa John’s Trophy Group 10 |
| 5 | Sat 10 Oct 2020 | 111-1 v BarrowBarrow 1-1 Leyton Orient | Sky Bet League Two |
| 6 | Tue 13 Oct 2020 | 111-2 v WalsallWalsall 2-1 Leyton Orient | Sky Bet League Two |
| 7 | Tue 20 Oct 2020 | 111-0 v Tranmere RoversTranmere Rovers 0-1 Leyton Orient | Sky Bet League Two |
| 8 | Tue 27 Oct 2020 | 111-1 v Exeter CityLeyton Orient 1-1 Exeter City | Sky Bet League Two |
| 9 | Tue 10 Nov 2020 | 111-3 v Charlton AthleticCharlton Athletic 3-1 Leyton Orient | Papa John’s Trophy Group 10 |
| 10 | Sat 21 Nov 2020 | 113-0 v Harrogate TownLeyton Orient 3-0 Harrogate Town | Sky Bet League Two |
| 11 | Tue 8 Dec 2020 | 111-2 v Bristol RoversLeyton Orient 1-2 Bristol Rovers | Papa John’s Trophy Second Round |
| 12 | Tue 15 Dec 2020 | 111-2 v MorecambeMorecambe 2-1 Leyton Orient | Sky Bet League Two |
| 13 | Tue 29 Dec 2020 | 112-0 v Southend UnitedLeyton Orient 2-0 Southend United | Sky Bet League Two |
| 14 | Sat 30 Jan 2021 | 110-2 v Bolton WanderersBolton Wanderers 2-0 Leyton Orient | Sky Bet League Two |
| 15 | Tue 23 Feb 2021 | 110-1 v Bradford CityBradford City 1-0 Leyton Orient | Sky Bet League Two |
| 16 | Tue 9 Mar 2021 | 110-0 v StevenageLeyton Orient 0-0 Stevenage | Sky Bet League Two |
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