| 3. Round | 26/09/2020 | Oldham Athletic | - | Crawley Town | 2:3 | ||||
| 4. Round | 03/10/2020 | Colchester United | - | Oldham Athletic | 3:3 |  |
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| 5. Round | 10/10/2020 | Oldham Athletic | - | Morecambe FC | 2:3 | ||||
| 6. Round | 17/10/2020 | Bolton Wanderers | - | Oldham Athletic | 1:2 | ||||
| 7. Round | 20/10/2020 | Oldham Athletic | - | Carlisle United | 1:1 | |
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| 8. Round | 24/10/2020 | Oldham Athletic | - | Port Vale FC | 1:2 | |
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| 11. Round | 03/11/2020 | Oldham Athletic | - | Cheltenham Town | 2:1 | ||||
| 13. Round | 21/11/2020 | Exeter City | - | Oldham Athletic | 1:2 | ||||
| 14. Round | 24/11/2020 | Barrow AFC | - | Oldham Athletic | 3:4 | ||||
| 15. Round | 01/12/2020 | Oldham Athletic | - | Tranmere Rovers | 0:1 | |
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| 16. Round | 05/12/2020 | Cambridge United | - | Oldham Athletic | 1:2 | ||||
| 17. Round | 12/12/2020 | Oldham Athletic | - | Bradford City | 3:1 | ||||
| 18. Round | 15/12/2020 | Oldham Athletic | - | Walsall FC | 2:3 | ||||
| 19. Round | 19/12/2020 | Newport County | - | Oldham Athletic | 2:4 | ||||
| 20. Round | 26/12/2020 | Oldham Athletic | - | Harrogate Town | 1:2 | ||||
| 21. Round | 29/12/2020 | Grimsby Town | - | Oldham Athletic | 0:0 | ||||
| 23. Round | 13/01/2021 | Oldham Athletic | - | Mansfield Town | 2:3 |
England