| 2. Round | 10/08/2019 | Stevenage FC | - | Exeter City | 0:1 | ||||
| 3. Round | 17/08/2019 | Leyton Orient | - | Stevenage FC | 0:0 | ||||
| 6. Round | 31/08/2019 | Stevenage FC | - | Macclesfield Town | 2:2 | ||||
| 7. Round | 07/09/2019 | Cheltenham Town | - | Stevenage FC | 4:2 | ||||
| 8. Round | 14/09/2019 | Stevenage FC | - | Carlisle United | 2:3 | ||||
| 10. Round | 21/09/2019 | Forest Green Rovers | - | Stevenage FC | 0:0 | ||||
| 11. Round | 28/09/2019 | Stevenage FC | - | Cambridge United | 1:1 |  |
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| 12. Round | 05/10/2019 | Colchester United | - | Stevenage FC | 3:1 | |
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| 13. Round | 12/10/2019 | Stevenage FC | - | Grimsby Town | 2:1 | ||||
| 14. Round | 19/10/2019 | Port Vale FC | - | Stevenage FC | 1:1 | ||||
| 16. Round | 26/10/2019 | Stevenage FC | - | Morecambe FC | 1:0 | ||||
| 19. Round | 23/11/2019 | Walsall FC | - | Stevenage FC | 0:0 |  |
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| 20. Round | 07/12/2019 | Stevenage FC | - | Crawley Town | 0:0 | ||||
| 22. Round | 21/12/2019 | Stevenage FC | - | Crewe Alexandra | 1:5 | ||||
| 23. Round | 26/12/2019 | Stevenage FC | - | Forest Green Rovers | 0:0 | |
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| 24. Round | 29/12/2019 | Plymouth Argyle | - | Stevenage FC | 2:1 | ||||
| 25. Round | 01/01/2020 | Northampton Town | - | Stevenage FC | 1:0 | ||||
| 18. Round | 14/01/2020 | Stevenage FC | - | Oldham Athletic | 0:0 |
England