| Whitby Town v Workington 25/11/2023 | View match | |
| Basford United v Whitby Town 02/12/2023 | View match | |
| Whitby Town v Guiseley AFC 09/12/2023 | View match | |
| Atherton Collieries v Whitby Town 16/12/2023 | View match | |
| Whitby Town v Marine 23/12/2023 | View match | |
| Morpeth Town A.F.C. v Whitby Town 26/12/2023 | View match | |
| Whitby Town v Ilkeston Town 01/01/2024 | View match | |
| Worksop Town FC v Whitby Town 06/01/2024 | View match | |
| Warrington Rylands FC v Whitby Town 13/01/2024 | View match | |
| Whitby Town v Lancaster City 20/01/2024 | View match | |
| Workington v Whitby Town 27/01/2024 | View match | |
| Whitby Town v Basford United 03/02/2024 | View match |