Home History
| England Northern League Division One | 2019/04/16 18:45 | Morpeth Town v Pickering Town | L | 4-1 |
| England Northern League Division One | 2019/04/09 18:45 | Pontefract Collieries v Pickering Town | L | 3-2 |
| England Northern League Division One | 2019/03/26 19:43 | Pontefract Collieries v Pickering Town | L | 2-0 |
| England FA Trophy | 2018/11/27 20:00 | Ramsbottom United v Pickering Town | L | 2-1 |
| England FA Trophy | 2018/11/24 15:00 | Pickering Town v Ramsbottom United | D | 0-0 |
| England FA Trophy | 2018/11/13 19:45 | Pickering Town v AFC Mansfield | W | 2-0 |
| England FA Trophy | 2018/11/10 15:00 | AFC Mansfield v Pickering Town | D | 2-2 |
| England FA Trophy | 2018/10/30 19:50 | Droylsden v Pickering Town | W | 2-3 |
Away History
| Club Friendly List | 2019/07/27 11:30 | York v Notts County | W | 3-1 |
| Club Friendly List | 2019/07/23 18:30 | South Shields v York | W | 0-2 |
| Club Friendly List | 2019/07/20 12:00 | York v Scarborough Athletic | W | 2-1 |
| UK Friendlies | 2019/07/20 11:57 | York v Scarborough | W | 2-1 |
| Club Friendly List | 2019/07/17 18:00 | York v Hartlepool | W | 2-1 |
| Club Friendly List | 2019/07/14 13:00 | York v Bolton | W | 1-0 |
| Club Friendly List | 2019/07/10 18:00 | York v Leeds | L | 0-5 |
| England National League North | 2019/04/27 14:00 | York v AFC Telford | W | 1-0 |