| 1 | Sat 5 Sep 2020 | 13-0 v Carlisle UnitedOldham Athletic 3-0 Carlisle United | Carabao Cup First Round North |
| 2 | Tue 15 Sep 2020 | 10-1 v MorecambeMorecambe 1-0 Oldham Athletic | Carabao Cup Second Round |
| 3 | Sat 19 Sep 2020 | 10-3 v StevenageStevenage 3-0 Oldham Athletic | Sky Bet League Two |
| 4 | Sat 26 Sep 2020 | 12-3 v Crawley TownOldham Athletic 2-3 Crawley Town | Sky Bet League Two |
| 5 | Sat 3 Oct 2020 | 13-3 v Colchester UnitedColchester United 3-3 Oldham Athletic | Sky Bet League Two |
| 6 | Tue 6 Oct 2020 | 12-0 v Doncaster RoversOldham Athletic 2-0 Doncaster Rovers | Papa John’s Trophy Group 8 |
| 7 | Sat 10 Oct 2020 | 12-3 v MorecambeOldham Athletic 2-3 Morecambe | Sky Bet League Two |
| 8 | Tue 20 Oct 2020 | 11-1 v Carlisle UnitedOldham Athletic 1-1 Carlisle United | Sky Bet League Two |
| 9 | Sat 24 Oct 2020 | 11-2 v Port ValeOldham Athletic 1-2 Port Vale | Sky Bet League Two |
| 10 | Tue 27 Oct 2020 | 12-1 v Southend UnitedSouthend United 1-2 Oldham Athletic | Sky Bet League Two |
| 11 | Sat 31 Oct 2020 | 10-2 v Salford CitySalford City 2-0 Oldham Athletic | Sky Bet League Two |
| 12 | Tue 3 Nov 2020 | 12-1 v Cheltenham TownOldham Athletic 2-1 Cheltenham Town | Sky Bet League Two |
| 13 | Tue 10 Nov 2020 | 13-1 v Bradford CityBradford City 1-3 Oldham Athletic | Papa John’s Trophy Group 9 |
| 14 | Sat 14 Nov 2020 | 10-2 v Scunthorpe UnitedOldham Athletic 0-2 Scunthorpe United | Sky Bet League Two |
| 15 | Sat 21 Nov 2020 | 12-1 v Exeter CityExeter City 1-2 Oldham Athletic | Sky Bet League Two |
| 16 | Tue 24 Nov 2020 | 14-3 v BarrowBarrow 3-4 Oldham Athletic | Sky Bet League Two |
| 17 | Tue 1 Dec 2020 | 10-1 v Tranmere RoversOldham Athletic 0-1 Tranmere Rovers | Sky Bet League Two |
| 18 | Sat 5 Dec 2020 | 12-1 v Cambridge UnitedCambridge United 1-2 Oldham Athletic | Sky Bet League Two |
| 19 | Tue 8 Dec 2020 | 11-2 v SunderlandOldham Athletic 1-2 Sunderland | Papa John’s Trophy Second Round |
| 20 | Sat 12 Dec 2020 | 13-1 v Bradford CityOldham Athletic 3-1 Bradford City | Sky Bet League Two |
| 21 | Tue 15 Dec 2020 | 12-3 v WalsallOldham Athletic 2-3 Walsall | Sky Bet League Two |
| 22 | Sat 19 Dec 2020 | 14-2 v Newport CountyNewport County 2-4 Oldham Athletic | Sky Bet League Two |
| 23 | Sat 26 Dec 2020 | 11-2 v Harrogate TownOldham Athletic 1-2 Harrogate Town | Sky Bet League Two |
| 24 | Tue 29 Dec 2020 | 10-0 v Grimsby TownGrimsby Town 0-0 Oldham Athletic | Sky Bet League Two |
| 25 | Wed 13 Jan 2021 | 12-3 v Mansfield TownOldham Athletic 2-3 Mansfield Town | Sky Bet League Two |
| 26 | Sat 16 Jan 2021 | 11-1 v WalsallWalsall 1-1 Oldham Athletic | Sky Bet League Two |
| 27 | Sat 23 Jan 2021 | 13-2 v Newport CountyOldham Athletic 3-2 Newport County | Sky Bet League Two |
| 28 | Sat 30 Jan 2021 | 12-1 v Salford CityOldham Athletic 2-1 Salford City | Sky Bet League Two |
| 29 | Tue 16 Feb 2021 | 1 3-4 v Forest Green RoversForest Green Rovers 4-3 Oldham Athletic | Sky Bet League Two |
| 30 | Sat 20 Feb 2021 | 12-2 v Tranmere RoversTranmere Rovers 2-2 Oldham Athletic | Sky Bet League Two |
| 31 | Tue 23 Feb 2021 | 10-1 v BarrowOldham Athletic 0-1 Barrow | Sky Bet League Two |
| 32 | Sat 27 Feb 2021 | 13-1 v Carlisle UnitedCarlisle United 1-3 Oldham Athletic | Sky Bet League Two |
| 33 | Tue 2 Mar 2021 | 10-2 v Bolton WanderersOldham Athletic 0-2 Bolton Wanderers | Sky Bet League Two |
| 34 | Sat 6 Mar 2021 | 10-0 v Southend UnitedOldham Athletic 0-0 Southend United | Sky Bet League Two |
| 35 | Tue 9 Mar 2021 | 10-0 v Port ValePort Vale 0-0 Oldham Athletic | Sky Bet League Two |
| 36 | Tue 23 Mar 2021 | 12-1 v Exeter CityOldham Athletic 2-1 Exeter City | Sky Bet League Two |
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