| 1. Round | 04/08/2018 | Cheltenham Town | - | Crawley Town | 0:1 | ||||
| 2. Round | 11/08/2018 | Tranmere Rovers | - | Cheltenham Town | 1:0 | ||||
| 3. Round | 18/08/2018 | Cheltenham Town | - | Carlisle United | 0:1 |  |
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| 4. Round | 21/08/2018 | Macclesfield Town | - | Cheltenham Town | 1:1 | ||||
| 5. Round | 25/08/2018 | Cambridge United | - | Cheltenham Town | 0:1 |
England