| 4. Round | 21/08/2021 | Harrogate Town | - | Barrow AFC | 2:1 | ||||
| 6. Round | 04/09/2021 | Mansfield Town | - | Harrogate Town | 1:3 | ||||
| 7. Round | 10/09/2021 | Harrogate Town | - | Newport County | 2:2 | ||||
| 9. Round | 25/09/2021 | Harrogate Town | - | Stevenage FC | 0:0 | ||||
| 11. Round | 09/10/2021 | Harrogate Town | - | Scunthorpe United | 6:1 |  |
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| 12. Round | 16/10/2021 | Colchester United | - | Harrogate Town | 1:0 | ||||
| 14. Round | 23/10/2021 | Hartlepool United | - | Harrogate Town | 3:2 | ||||
| 15. Round | 30/10/2021 | Harrogate Town | - | Bristol Rovers | 0:1 | ||||
| 16. Round | 13/11/2021 | Walsall FC | - | Harrogate Town | 1:3 | ||||
| 17. Round | 20/11/2021 | Harrogate Town | - | Salford City | 0:2 |
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