Home History
| England Northern League Challenge Cup | 2020/01/28 19:46 | Morpeth Town v Pickering Town | L | 3-1 |
| England Northern League Division One | 2020/01/04 15:00 | Ramsbottom United v Pickering Town | L | 3-2 |
| England FA Trophy | 2019/11/05 20:00 | Pickering Town v Prescot Cables | L | 0-3 |
| England FA Trophy | 2019/10/29 20:31 | Prescot Cables v Pickering Town | D | 0-0 |
| England FA Trophy | 2019/10/13 14:00 | Pickering Town v Stocksbridge PS | D | 1-1 |
| England Northern League Division One | 2019/09/23 18:48 | Brighouse Town v Pickering Town | L | 3-2 |
| England Northern League Division One | 2019/09/10 18:47 | Pickering Town v Mossley | W | 3-2 |
| Club Friendly List | 2019/07/30 18:30 | Pickering Town v York | L | 2-4 |
Away History
| England Northern League Division One | 2020/02/18 19:44 | Droylsden v Workington | W | 0-4 |
| England Northern League Challenge Cup | 2019/12/17 19:45 | Workington v Mossley | W | 2-0 |
| England FA Trophy | 2019/11/23 15:00 | Workington v Farsley Celtic | L | 0-1 |
| England FA Trophy | 2019/11/09 15:00 | Leek Town v Workington | W | 1-3 |
| England FA Trophy | 2019/11/05 19:45 | Tadcaster Albion v Workington | W | 0-1 |
| England FA Trophy | 2019/10/15 18:45 | Workington v Droylsden | W | 3-1 |
| England FA Trophy | 2019/10/12 14:01 | Droylsden v Workington | D | 1-1 |
| England Northern League Division One | 2019/09/24 18:46 | Clitheroe v Workington | L | 2-0 |