1 | Sat 5 Sep 2020 | 42-1 v Forest Green RoversForest Green Rovers 1-2 Leyton Orient | Carabao Cup First Round South |
2 | Sat 19 Sep 2020 | 42-2 v Mansfield TownLeyton Orient 2-2 Mansfield Town | Sky Bet League Two |
3 | Sat 3 Oct 2020 | 4 0-2 v Cheltenham TownLeyton Orient 0-2 Cheltenham Town | Sky Bet League Two |
4 | Sat 10 Oct 2020 | 4 1-1 v BarrowBarrow 1-1 Leyton Orient | Sky Bet League Two |
5 | Tue 13 Oct 2020 | 41-2 v WalsallWalsall 2-1 Leyton Orient | Sky Bet League Two |
6 | Sat 17 Oct 2020 | 42-3 v Grimsby TownLeyton Orient 2-3 Grimsby Town | Sky Bet League Two |
7 | Tue 20 Oct 2020 | 41-0 v Tranmere RoversTranmere Rovers 0-1 Leyton Orient | Sky Bet League Two |
8 | Sat 24 Oct 2020 | 42-0 v StevenageStevenage 0-2 Leyton Orient | Sky Bet League Two |
9 | Tue 27 Oct 2020 | 4 1-1 v Exeter CityLeyton Orient 1-1 Exeter City | Sky Bet League Two |
10 | Sat 31 Oct 2020 | 4 4-0 v Bolton WanderersLeyton Orient 4-0 Bolton Wanderers | Sky Bet League Two |
11 | Tue 3 Nov 2020 | 41-2 v Forest Green RoversForest Green Rovers 2-1 Leyton Orient | Sky Bet League Two |
12 | Tue 10 Nov 2020 | 41-3 v Charlton AthleticCharlton Athletic 3-1 Leyton Orient | Papa John’s Trophy Group 10 |
13 | Sat 14 Nov 2020 | 41-2 v Colchester UnitedColchester United 2-1 Leyton Orient | Sky Bet League Two |
14 | Sat 21 Nov 2020 | 43-0 v Harrogate TownLeyton Orient 3-0 Harrogate Town | Sky Bet League Two |
15 | Tue 24 Nov 2020 | 41-0 v Bradford CityLeyton Orient 1-0 Bradford City | Sky Bet League Two |
16 | Sat 28 Nov 2020 | 43-2 v Port ValePort Vale 2-3 Leyton Orient | Sky Bet League Two |
17 | Sat 5 Dec 2020 | 40-2 v Scunthorpe UnitedScunthorpe United 2-0 Leyton Orient | Sky Bet League Two |
18 | Sat 12 Dec 2020 | 42-1 v Newport CountyLeyton Orient 2-1 Newport County | Sky Bet League Two |
19 | Tue 15 Dec 2020 | 41-2 v MorecambeMorecambe 2-1 Leyton Orient | Sky Bet League Two |
20 | Sat 19 Dec 2020 | 41-2 v Crawley TownLeyton Orient 1-2 Crawley Town | Sky Bet League Two |
21 | Sat 26 Dec 2020 | 41-2 v Cambridge UnitedCambridge United 2-1 Leyton Orient | Sky Bet League Two |
22 | Tue 29 Dec 2020 | 42-0 v Southend UnitedLeyton Orient 2-0 Southend United | Sky Bet League Two |
23 | Sat 2 Jan 2021 | 41-0 v Salford CityLeyton Orient 1-0 Salford City | Sky Bet League Two |
24 | Sat 16 Jan 2021 | 42-0 v MorecambeLeyton Orient 2-0 Morecambe | Sky Bet League Two |
25 | Sat 23 Jan 2021 | 40-1 v Forest Green RoversLeyton Orient 0-1 Forest Green Rovers | Sky Bet League Two |
26 | Sat 6 Feb 2021 | 40-0 v Colchester UnitedLeyton Orient 0-0 Colchester United | Sky Bet League Two |
27 | Sat 20 Feb 2021 | 41-1 v Port ValeLeyton Orient 1-1 Port Vale | Sky Bet League Two |
28 | Tue 23 Feb 2021 | 4 0-1 v Bradford CityBradford City 1-0 Leyton Orient | Sky Bet League Two |
29 | Sat 27 Feb 2021 | 41-3 v Tranmere RoversLeyton Orient 1-3 Tranmere Rovers | Sky Bet League Two |
30 | Tue 2 Mar 2021 | 41-0 v Grimsby TownGrimsby Town 0-1 Leyton Orient | Sky Bet League Two |
31 | Sat 6 Mar 2021 | 40-4 v Exeter CityExeter City 4-0 Leyton Orient | Sky Bet League Two |
32 | Tue 9 Mar 2021 | 40-0 v StevenageLeyton Orient 0-0 Stevenage | Sky Bet League Two |
33 | Sat 13 Mar 2021 | 41-1 v Scunthorpe UnitedLeyton Orient 1-1 Scunthorpe United | Sky Bet League Two |
34 | Sat 20 Mar 2021 | 4 1-0 v Newport CountyNewport County 0-1 Leyton Orient | Sky Bet League Two |
35 | Tue 23 Mar 2021 | 41-0 v Carlisle UnitedCarlisle United 0-1 Leyton Orient | Sky Bet League Two |
36 | Sat 27 Mar 2021 | 42-1 v Oldham AthleticLeyton Orient 2-1 Oldham Athletic | Sky Bet League Two |
37 | Fri 2 Apr 2021 | 42-0 v Mansfield TownMansfield Town 0-2 Leyton Orient | Sky Bet League Two |
38 | Mon 5 Apr 2021 | 40-0 v WalsallLeyton Orient 0-0 Walsall | Sky Bet League Two |
39 | Sat 17 Apr 2021 | 42-0 v BarrowLeyton Orient 2-0 Barrow | Sky Bet League Two |
40 | Tue 20 Apr 2021 | 42-4 v Cambridge UnitedLeyton Orient 2-4 Cambridge United | Sky Bet League Two |
41 | Sat 24 Apr 2021 | 41-2 v Southend UnitedSouthend United 2-1 Leyton Orient | Sky Bet League Two |
42 | Sat 1 May 2021 | 42-3 v Carlisle UnitedLeyton Orient 2-3 Carlisle United | Sky Bet League Two |
43 | Sat 8 May 2021 | 40-3 v Salford CitySalford City 3-0 Leyton Orient | Sky Bet League Two |
44 | Tue 10 Aug 2021 | 42-2 v Tranmere RoversOldham Athletic 2-2 Tranmere Rovers | Carabao Cup First Round |