| 1. Journée | 03.08.2019 | Leyton Orient | - | Cheltenham Town | 1:0 | ||||
| 2. Journée | 10.08.2019 | Cheltenham Town | - | Scunthorpe United | 4:1 | ||||
| 4. Journée | 20.08.2019 | Cheltenham Town | - | Carlisle United | 2:0 | ||||
| 5. Journée | 24.08.2019 | Cheltenham Town | - | Swindon Town | 2:2 | ||||
| 6. Journée | 31.08.2019 | Crawley Town | - | Cheltenham Town | 1:0 | ||||
| 24. Journée | 29.12.2019 | Northampton Town | - | Cheltenham Town | 1:1 | ||||
| 25. Journée | 01.01.2020 | Newport County | - | Cheltenham Town | 1:1 |  |
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| 26. Journée | 04.01.2020 | Cheltenham Town | - | Oldham Athletic | 3:0 | ||||
| 27. Journée | 11.01.2020 | Cheltenham Town | - | Walsall FC | 3:1 | ||||
| 28. Journée | 18.01.2020 | Crewe Alexandra | - | Cheltenham Town | 1:0 | ||||
| 30. Journée | 28.01.2020 | Bradford City | - | Cheltenham Town | 1:1 |
Angleterre