| 1. Round | 12/09/2020 | Cheltenham Town | - | Morecambe FC | 1:2 | ||||
| 4. Round | 03/10/2020 | Leyton Orient | - | Cheltenham Town | 0:2 | ||||
| 6. Round | 17/10/2020 | Southend United | - | Cheltenham Town | 0:2 | ||||
| 7. Round | 20/10/2020 | Cheltenham Town | - | Scunthorpe United | 1:0 | ||||
| 8. Round | 24/10/2020 | Cheltenham Town | - | Mansfield Town | 0:0 | ||||
| 9. Round | 27/10/2020 | Port Vale FC | - | Cheltenham Town | 2:1 | ||||
| 10. Round | 31/10/2020 | Cheltenham Town | - | Forest Green Rovers | 2:1 |  |
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| 11. Round | 03/11/2020 | Oldham Athletic | - | Cheltenham Town | 2:1 | |
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| 15. Round | 01/12/2020 | Bradford City | - | Cheltenham Town | 1:2 |  |
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| 16. Round | 05/12/2020 | Cheltenham Town | - | Exeter City | 5:3 | ||||
| 19. Round | 19/12/2020 | Barrow AFC | - | Cheltenham Town | 3:0 | |
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| 20. Round | 26/12/2020 | Cheltenham Town | - | Stevenage FC | 1:1 | ||||
| 21. Round | 29/12/2020 | Colchester United | - | Cheltenham Town | 0:0 | |
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| 23. Round | 19/01/2021 | Cheltenham Town | - | Newport County | 1:1 | ||||
| 26. Round | 26/01/2021 | Cheltenham Town | - | Oldham Athletic | 2:0 | ||||
| 27. Round | 30/01/2021 | Forest Green Rovers | - | Cheltenham Town | 0:0 | |
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| 22. Round | 09/02/2021 | Harrogate Town | - | Cheltenham Town | 0:1 |
England