| 2024-04-09 19:45 | L | Pickering Town |  | 2-5 |  | Emley AFC | ||
| 2024-04-06 15:00 | L | Pickering Town | | 1-2 |  | Albion Sports | ||
| 2024-03-23 15:00 | L | Pickering Town | | 0-1 |  | Hallam FC | ||
| 2024-03-12 19:45 | L | Pickering Town | | 2-4 |  | Goole | ||
| 2024-02-17 15:00 | L | Pickering Town | | 2-2 |  | Eccleshill United | ||
| 2024-02-13 19:45 | L | Pickering Town | | 5-4 |  | Barton Town Old Boys FC | ||
| 2024-02-03 15:00 | L | Pickering Town | | 1-0 |  | Maltby Main | ||
| 2024-01-06 15:00 | L | Pickering Town | | 2-1 |  | Silsden | ||
| 2023-12-16 15:00 | L | Pickering Town | | 1-2 |  | Thackley | ||
| 2023-11-25 15:00 | L | Pickering Town | | 1-1 |  | Knaresborough Town | ||
| 2023-11-21 19:45 | 2R | Pickering Town | | 5-2 |  | Fishburn Park | ||
| 2023-11-11 15:00 | L | Pickering Town | | 4-2 |  | Handsworth | ||
| 2023-11-04 15:00 | L | Pickering Town | | 3-2 |  | Penistone Church | ||
| 2023-10-07 15:00 | L | Pickering Town | | 0-7 |  | Garforth Town | ||
| 2023-09-26 19:45 | L | Pickering Town | | 2-1 |  | Golcar United | ||
| 2023-09-23 15:00 | L | Pickering Town | | 1-3 |  | Campion AFC | ||
| 2023-09-12 19:45 | L | Pickering Town | | 3-3 |  | Bottesford Town | ||
| 2023-08-22 19:45 | L | Pickering Town | | 3-2 |  | Tadcaster Albion | ||
| 2023-08-15 19:45 | L | Pickering Town | | 0-2 |  | Frickley Athletic | ||
| 2023-08-01 19:45 | L | Pickering Town | | 0-1 |  | Rossington Main |
