| 1. Round | 12/09/2020 | Scunthorpe United | - | Newport County | 1:1 | ||||
| 5. Round | 10/10/2020 | Scunthorpe United | - | Forest Green Rovers | 1:4 |  |
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| 6. Round | 17/10/2020 | Scunthorpe United | - | Cambridge United | 0:5 | ||||
| 7. Round | 20/10/2020 | Cheltenham Town | - | Scunthorpe United | 1:0 | ||||
| 8. Round | 24/10/2020 | Exeter City | - | Scunthorpe United | 3:1 |  |
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| 15. Round | 01/12/2020 | Harrogate Town | - | Scunthorpe United | 2:5 | |
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| 16. Round | 05/12/2020 | Scunthorpe United | - | Leyton Orient | 2:0 | ||||
| 10. Round | 08/12/2020 | Scunthorpe United | - | Colchester United | 0:1 | ||||
| 17. Round | 12/12/2020 | Southend United | - | Scunthorpe United | 1:0 | ||||
| 18. Round | 15/12/2020 | Scunthorpe United | - | Barrow AFC | 2:1 | ||||
| 19. Round | 19/12/2020 | Grimsby Town | - | Scunthorpe United | 1:0 | |
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| 20. Round | 26/12/2020 | Scunthorpe United | - | Mansfield Town | 2:3 | ||||
| 21. Round | 29/12/2020 | Walsall FC | - | Scunthorpe United | 1:2 |
England