| 1. Round | 04/08/2018 | Cheltenham Town | - | Crawley Town | 0:1 | ||||
| 2. Round | 11/08/2018 | Tranmere Rovers | - | Cheltenham Town | 1:0 | ||||
| 4. Round | 21/08/2018 | Macclesfield Town | - | Cheltenham Town | 1:1 |  |
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| 5. Round | 25/08/2018 | Cambridge United | - | Cheltenham Town | 0:1 | ||||
| 6. Round | 01/09/2018 | Cheltenham Town | - | Colchester United | 1:3 |  |
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| 7. Round | 08/09/2018 | Northampton Town | - | Cheltenham Town | 1:3 | ||||
| 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 | ||||
| 33. Round | 16/02/2019 | Grimsby Town | - | Cheltenham Town | 1:0 | ||||
| 31. Round | 19/02/2019 | Cheltenham Town | - | Cambridge United | 2:0 |
Netherlands
Ghana