| 6. Round | 01/09/2018 | Cheltenham Town | - | Colchester United | 1:3 | ||||
| 7. Round | 08/09/2018 | Northampton Town | - | Cheltenham Town | 1:3 |  |
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| 8. Round | 15/09/2018 | Cheltenham Town | - | Crewe Alexandra | 0:0 | ||||
| 9. Round | 22/09/2018 | Exeter City | - | Cheltenham Town | 3:1 | ||||
| 11. Round | 02/10/2018 | Cheltenham Town | - | Morecambe FC | 2:2 | ||||
| 14. Round | 20/10/2018 | Forest Green Rovers | - | Cheltenham Town | 1:1 |  |
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| 16. Round | 27/10/2018 | Cheltenham Town | - | Stevenage FC | 0:2 | ||||
| 17. Round | 03/11/2018 | Cheltenham Town | - | Mansfield Town | 2:2 | ||||
| 23. Round | 22/12/2018 | Swindon Town | - | Cheltenham Town | 0:0 |
England
Spain