| 8. Round | 15/09/2018 | Cheltenham Town | - | Crewe Alexandra | 0:0 | ||||
| 9. Round | 22/09/2018 | Exeter City | - | Cheltenham Town | 3:1 | ||||
| 10. Round | 29/09/2018 | Cheltenham Town | - | Lincoln City | 0:2 | ||||
| 14. Round | 20/10/2018 | Forest Green Rovers | - | Cheltenham Town | 1:1 | ||||
| 15. Round | 23/10/2018 | Oldham Athletic | - | Cheltenham Town | 2:0 | ||||
| 16. Round | 27/10/2018 | Cheltenham Town | - | Stevenage FC | 0:2 | ||||
| 26. Round | 01/01/2019 | Yeovil Town | - | Cheltenham Town | 1:4 | ||||
| 29. Round | 19/01/2019 | Carlisle United | - | Cheltenham Town | 2:0 |  |
England