| 1. Round | 12/09/2020 | Oldham Athletic | - | Leyton Orient | 0:1 | ||||
| 2. Round | 19/09/2020 | Stevenage FC | - | Oldham Athletic | 3:0 | ||||
| 3. Round | 26/09/2020 | Oldham Athletic | - | Crawley Town | 2:3 | ||||
| 4. Round | 03/10/2020 | Colchester United | - | Oldham Athletic | 3:3 | ||||
| 5. Round | 10/10/2020 | Oldham Athletic | - | Morecambe FC | 2:3 | ||||
| 6. Round | 17/10/2020 | Bolton Wanderers | - | Oldham Athletic | 1:2 |  |
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| 7. Round | 20/10/2020 | Oldham Athletic | - | Carlisle United | 1:1 | ||||
| 8. Round | 24/10/2020 | Oldham Athletic | - | Port Vale FC | 1:2 | ||||
| 11. Round | 03/11/2020 | Oldham Athletic | - | Cheltenham Town | 2:1 | ||||
| 12. Round | 14/11/2020 | Oldham Athletic | - | Scunthorpe United | 0:2 | |
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| 19. Round | 19/12/2020 | Newport County | - | Oldham Athletic | 2:4 | ||||
| 24. Round | 16/01/2021 | Walsall FC | - | Oldham Athletic | 1:1 | |
England