| 28. Round | 18/01/2020 | Oldham Athletic | - | Carlisle United | 1:1 | ||||
| 29. Round | 25/01/2020 | Salford City | - | Oldham Athletic | 1:1 |  |
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| 30. Round | 28/01/2020 | Oldham Athletic | - | Mansfield Town | 3:1 | ||||
| 31. Round | 01/02/2020 | Oldham Athletic | - | Bradford City | 3:0 | ||||
| 32. Round | 08/02/2020 | Crewe Alexandra | - | Oldham Athletic | 2:1 | ||||
| 33. Round | 11/02/2020 | Exeter City | - | Oldham Athletic | 5:1 | ||||
| 34. Round | 15/02/2020 | Oldham Athletic | - | Forest Green Rovers | 1:1 | ||||
| 35. Round | 22/02/2020 | Leyton Orient | - | Oldham Athletic | 2:2 | ||||
| 36. Round | 29/02/2020 | Oldham Athletic | - | Newport County | 5:0 | |
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| 37. Round | 07/03/2020 | Crawley Town | - | Oldham Athletic | 3:0 |
England