1. Round | 03/08/2019 | Forest Green Rovers | - | Oldham Athletic | 1:0 | ||||
2. Round | 10/08/2019 | Oldham Athletic | - | Crewe Alexandra | 1:2 | ||||
5. Round | 24/08/2019 | Cambridge United | - | Oldham Athletic | 1:2 | ||||
6. Round | 31/08/2019 | Oldham Athletic | - | Colchester United | 0:1 | ||||
13. Round | 12/10/2019 | Mansfield Town | - | Oldham Athletic | 6:1 |