| 2. Round | 12/08/2023 | Harrogate Town | - | Forest Green Rovers | 0:1 | ||||
| 3. Round | 15/08/2023 | Tranmere Rovers | - | Harrogate Town | 3:0 | ||||
| 4. Round | 19/08/2023 | Accrington Stanley | - | Harrogate Town | 2:1 | ||||
| 5. Round | 26/08/2023 | Harrogate Town | - | Morecambe FC | 2:0 |  |
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| 7. Round | 09/09/2023 | Gillingham FC | - | Harrogate Town | 1:0 | ||||
| 8. Round | 16/09/2023 | Bradford City | - | Harrogate Town | 1:1 | ||||
| 9. Round | 23/09/2023 | Harrogate Town | - | Salford City | 3:2 | ||||
| 11. Round | 03/10/2023 | Harrogate Town | - | AFC Wimbledon | 0:1 | ||||
| 12. Round | 07/10/2023 | Newport County | - | Harrogate Town | 1:2 | ||||
| 14. Round | 21/10/2023 | Colchester United | - | Harrogate Town | 1:2 | ||||
| 15. Round | 24/10/2023 | Harrogate Town | - | Mansfield Town | 1:4 | ||||
| 16. Round | 28/10/2023 | Harrogate Town | - | Crewe Alexandra | 0:1 |
England