| 1 | Tue 20 Oct 2020 | 21-1 v Carlisle UnitedOldham Athletic 1-1 Carlisle United | Sky Bet League Two |
| 2 | Sat 24 Oct 2020 | 21-2 v Port ValeOldham Athletic 1-2 Port Vale | Sky Bet League Two |
| 3 | Tue 27 Oct 2020 | 2 2-1 v Southend UnitedSouthend United 1-2 Oldham Athletic | Sky Bet League Two |
| 4 | Sat 31 Oct 2020 | 20-2 v Salford CitySalford City 2-0 Oldham Athletic | Sky Bet League Two |
| 5 | Tue 3 Nov 2020 | 22-1 v Cheltenham TownOldham Athletic 2-1 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 14 Nov 2020 | 20-2 v Scunthorpe UnitedOldham Athletic 0-2 Scunthorpe United | Sky Bet League Two |
| 7 | Tue 1 Dec 2020 | 20-1 v Tranmere RoversOldham Athletic 0-1 Tranmere Rovers | Sky Bet League Two |
| 8 | Sat 5 Dec 2020 | 22-1 v Cambridge UnitedCambridge United 1-2 Oldham Athletic | Sky Bet League Two |
| 9 | Sat 12 Dec 2020 | 23-1 v Bradford CityOldham Athletic 3-1 Bradford City | Sky Bet League Two |
| 10 | Tue 15 Dec 2020 | 22-3 v WalsallOldham Athletic 2-3 Walsall | Sky Bet League Two |
| 11 | Sat 19 Dec 2020 | 2 4-2 v Newport CountyNewport County 2-4 Oldham Athletic | Sky Bet League Two |
| 12 | Sat 26 Dec 2020 | 21-2 v Harrogate TownOldham Athletic 1-2 Harrogate Town | Sky Bet League Two |
| 13 | Tue 29 Dec 2020 | 20-0 v Grimsby TownGrimsby Town 0-0 Oldham Athletic | Sky Bet League Two |
| 14 | Wed 13 Jan 2021 | 22-3 v Mansfield TownOldham Athletic 2-3 Mansfield Town | Sky Bet League Two |
| 15 | Sat 16 Jan 2021 | 2 1-1 v WalsallWalsall 1-1 Oldham Athletic | Sky Bet League Two |
| 16 | Sat 23 Jan 2021 | 2 3-2 v Newport CountyOldham Athletic 3-2 Newport County | Sky Bet League Two |
| 17 | Tue 26 Jan 2021 | 20-2 v Cheltenham TownCheltenham Town 2-0 Oldham Athletic | Sky Bet League Two |
| 18 | Sat 30 Jan 2021 | 2 2-1 v Salford CityOldham Athletic 2-1 Salford City | Sky Bet League Two |
| 19 | Sat 20 Feb 2021 | 22-2 v Tranmere RoversTranmere Rovers 2-2 Oldham Athletic | Sky Bet League Two |
| 20 | Tue 23 Feb 2021 | 20-1 v BarrowOldham Athletic 0-1 Barrow | Sky Bet League Two |
| 21 | Sat 27 Feb 2021 | 23-1 v Carlisle UnitedCarlisle United 1-3 Oldham Athletic | Sky Bet League Two |
| 22 | Tue 2 Mar 2021 | 20-2 v Bolton WanderersOldham Athletic 0-2 Bolton Wanderers | Sky Bet League Two |
| 23 | Sat 20 Mar 2021 | 20-0 v Bradford CityBradford City 0-0 Oldham Athletic | Sky Bet League Two |
| 24 | Sat 27 Mar 2021 | 21-2 v Leyton OrientLeyton Orient 2-1 Oldham Athletic | Sky Bet League Two |
| 25 | Fri 2 Apr 2021 | 20-1 v StevenageOldham Athletic 0-1 Stevenage | Sky Bet League Two |
| 26 | Mon 5 Apr 2021 | 24-1 v Crawley TownCrawley Town 1-4 Oldham Athletic | Sky Bet League Two |
| 27 | Fri 9 Apr 2021 | 2 5-2 v Colchester UnitedOldham Athletic 5-2 Colchester United | Sky Bet League Two |
| 28 | Sat 17 Apr 2021 | 23-4 v MorecambeMorecambe 4-3 Oldham Athletic | Sky Bet League Two |
| 29 | Tue 20 Apr 2021 | 23-0 v Harrogate TownHarrogate Town 0-3 Oldham Athletic | Sky Bet League Two |
| 30 | Sat 24 Apr 2021 | 21-2 v Grimsby TownOldham Athletic 1-2 Grimsby Town | Sky Bet League Two |
| 31 | Sat 1 May 2021 | 2 1-4 v Mansfield TownMansfield Town 4-1 Oldham Athletic | Sky Bet League Two |
| 32 | Sat 8 May 2021 | 2 0-3 v Forest Green RoversOldham Athletic 0-3 Forest Green Rovers | Sky Bet League Two |
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