| Date | Home | Result | Away | |
| 03-11-20 | Pickering Town FC | 2 - 3 |
Pontefract Collieries FC | |
| 27-10-20 | Marine | 4 - 0 |
Pickering Town FC | |
| 20-10-20 | Pickering Town FC | 1 - 0 |
Brighouse Town | |
| 10-10-20 | Pickering Town FC | 0 - 1 |
Kendal Town | |
| 06-10-20 | Pickering Town FC | 2 - 1 |
Ossett United | |
| 03-10-20 | Pickering Town FC | 0 - 1 |
Dunston UTS | |
| 29-09-20 | Ramsbottom United | 3 - 0 |
Pickering Town FC | |
| 26-09-20 | Mossley | 4 - 1 |
Pickering Town FC | |
| 19-09-20 | Pickering Town FC | 2 - 2 |
Workington |