| 1. Ronde | 03.08.2019 | Forest Green Rovers | - | Oldham Athletic | 1:0 | ||||
| 2. Ronde | 10.08.2019 | Oldham Athletic | - | Crewe Alexandra | 1:2 | ||||
| 3. Ronde | 17.08.2019 | Bradford City | - | Oldham Athletic | 3:0 | ||||
| 4. Ronde | 20.08.2019 | Oldham Athletic | - | Exeter City | 0:0 | ||||
| 5. Ronde | 24.08.2019 | Cambridge United | - | Oldham Athletic | 1:2 | ||||
| 26. Ronde | 04.01.2020 | Cheltenham Town | - | Oldham Athletic | 3:0 | ||||
| 27. Ronde | 11.01.2020 | Macclesfield Town | - | Oldham Athletic | 1:1 | ||||
| 18. Ronde | 14.01.2020 | Stevenage FC | - | Oldham Athletic | 0:0 | ||||
| 29. Ronde | 25.01.2020 | Salford City | - | Oldham Athletic | 1:1 |  |
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| 30. Ronde | 28.01.2020 | Oldham Athletic | - | Mansfield Town | 3:1 |  |
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| 31. Ronde | 01.02.2020 | Oldham Athletic | - | Bradford City | 3:0 | ||||
| 32. Ronde | 08.02.2020 | Crewe Alexandra | - | Oldham Athletic | 2:1 | |
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| 34. Ronde | 15.02.2020 | Oldham Athletic | - | Forest Green Rovers | 1:1 | |
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| 36. Ronde | 29.02.2020 | Oldham Athletic | - | Newport County | 5:0 | ||||
| 37. Ronde | 07.03.2020 | Crawley Town | - | Oldham Athletic | 3:0 |
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