| 7. Round | 07/09/2019 | Cheltenham Town | - | Stevenage FC | 4:2 | ||||
| 8. Round | 14/09/2019 | Stevenage FC | - | Carlisle United | 2:3 | ||||
| 9. Round | 17/09/2019 | Stevenage FC | - | Northampton Town | 0:1 | ||||
| 12. Round | 05/10/2019 | Colchester United | - | Stevenage FC | 3:1 | ||||
| 14. Round | 19/10/2019 | Port Vale FC | - | Stevenage FC | 1:1 | ||||
| 15. Round | 22/10/2019 | Swindon Town | - | Stevenage FC | 1:0 | ||||
| 16. Round | 26/10/2019 | Stevenage FC | - | Morecambe FC | 1:0 | ||||
| 19. Round | 23/11/2019 | Walsall FC | - | Stevenage FC | 0:0 | ||||
| 20. Round | 07/12/2019 | Stevenage FC | - | Crawley Town | 0:0 | ||||
| 21. Round | 14/12/2019 | Newport County | - | Stevenage FC | 1:1 | ||||
| 23. Round | 26/12/2019 | Stevenage FC | - | Forest Green Rovers | 0:0 | ||||
| 24. Round | 29/12/2019 | Plymouth Argyle | - | Stevenage FC | 2:1 | ||||
| 25. Round | 01/01/2020 | Northampton Town | - | Stevenage FC | 1:0 | ||||
| 26. Round | 04/01/2020 | Stevenage FC | - | Colchester United | 0:0 | ||||
| 27. Round | 11/01/2020 | Stevenage FC | - | Port Vale FC | 0:1 | ||||
| 34. Round | 15/02/2020 | Stevenage FC | - | Salford City | 0:1 | ||||
| 35. Round | 22/02/2020 | Crawley Town | - | Stevenage FC | 2:0 | ||||
| 37. Round | 07/03/2020 | Crewe Alexandra | - | Stevenage FC | 3:1 |  |
England