| Date | Home | Result | Away | |
| 03-11-20 | Whitby Town | 2 - 0 |
Ashton United | |
| 27-10-20 | Radcliffe | 3 - 3 |
Whitby Town | |
| 24-10-20 | Whitby Town | 2 - 1 |
Morpeth Town AFC | |
| 20-10-20 | Scarborough Athletic | 2 - 1 |
Whitby Town | |
| 10-10-20 | Whitby Town | 2 - 0 |
Grantham Town | |
| 03-10-20 | Warrington Town | 1 - 0 |
Whitby Town | |
| 29-09-20 | Gainsborough Trinity | 5 - 1 |
Whitby Town | |
| 26-09-20 | Buxton | 2 - 2 |
Whitby Town | |
| 19-09-20 | Witton Albion | 0 - 2 |
Whitby Town |