| 1 | Sat 17 Oct 2020 | 162-1 v Bolton WanderersBolton Wanderers 1-2 Oldham Athletic | Sky Bet League Two |
| 2 | Tue 20 Oct 2020 | 161-1 v Carlisle UnitedOldham Athletic 1-1 Carlisle United | Sky Bet League Two |
| 3 | Tue 27 Oct 2020 | 162-1 v Southend UnitedSouthend United 1-2 Oldham Athletic | Sky Bet League Two |
| 4 | Sat 31 Oct 2020 | 160-2 v Salford CitySalford City 2-0 Oldham Athletic | Sky Bet League Two |
| 5 | Tue 3 Nov 2020 | 162-1 v Cheltenham TownOldham Athletic 2-1 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 14 Nov 2020 | 160-2 v Scunthorpe UnitedOldham Athletic 0-2 Scunthorpe United | Sky Bet League Two |
| 7 | Sat 21 Nov 2020 | 162-1 v Exeter CityExeter City 1-2 Oldham Athletic | Sky Bet League Two |
| 8 | Tue 1 Dec 2020 | 16 0-1 v Tranmere RoversOldham Athletic 0-1 Tranmere Rovers | Sky Bet League Two |
| 9 | Sat 5 Dec 2020 | 162-1 v Cambridge UnitedCambridge United 1-2 Oldham Athletic | Sky Bet League Two |
| 10 | Tue 8 Dec 2020 | 161-2 v SunderlandOldham Athletic 1-2 Sunderland | Papa John’s Trophy Second Round |
| 11 | Sat 12 Dec 2020 | 16 3-1 v Bradford CityOldham Athletic 3-1 Bradford City | Sky Bet League Two |
| 12 | Tue 15 Dec 2020 | 162-3 v WalsallOldham Athletic 2-3 Walsall | Sky Bet League Two |
| 13 | Sat 19 Dec 2020 | 16 4-2 v Newport CountyNewport County 2-4 Oldham Athletic | Sky Bet League Two |
| 14 | Sat 26 Dec 2020 | 161-2 v Harrogate TownOldham Athletic 1-2 Harrogate Town | Sky Bet League Two |
| 15 | Tue 29 Dec 2020 | 16 0-0 v Grimsby TownGrimsby Town 0-0 Oldham Athletic | Sky Bet League Two |
| 16 | Sat 16 Jan 2021 | 161-1 v WalsallWalsall 1-1 Oldham Athletic | Sky Bet League Two |
| 17 | Sat 23 Jan 2021 | 163-2 v Newport CountyOldham Athletic 3-2 Newport County | Sky Bet League Two |
| 18 | Tue 26 Jan 2021 | 160-2 v Cheltenham TownCheltenham Town 2-0 Oldham Athletic | Sky Bet League Two |
| 19 | Sat 30 Jan 2021 | 162-1 v Salford CityOldham Athletic 2-1 Salford City | Sky Bet League Two |
| 20 | Tue 2 Mar 2021 | 160-2 v Bolton WanderersOldham Athletic 0-2 Bolton Wanderers | Sky Bet League Two |
| 21 | Sat 6 Mar 2021 | 160-0 v Southend UnitedOldham Athletic 0-0 Southend United | Sky Bet League Two |
| 22 | Tue 9 Mar 2021 | 160-0 v Port ValePort Vale 0-0 Oldham Athletic | Sky Bet League Two |
| 23 | Sat 13 Mar 2021 | 162-4 v Cambridge UnitedOldham Athletic 2-4 Cambridge United | Sky Bet League Two |
| 24 | Tue 16 Mar 2021 | 161-1 v Scunthorpe UnitedScunthorpe United 1-1 Oldham Athletic | Sky Bet League Two |
| 25 | Mon 5 Apr 2021 | 164-1 v Crawley TownCrawley Town 1-4 Oldham Athletic | Sky Bet League Two |
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