Head to Head
| England National League North | 2019/04/13 14:00 | Chester v York | D | 2-2 |
| England National League North | 2018/11/13 19:45 | York v Chester | D | 0-0 |
| England National League | 2017/04/08 14:00 | Chester v York | L | 0-2 |
| England National League | 2016/10/22 14:00 | York v Chester | D | 1-1 |
Home History
| England National League North | 2019/10/19 14:00 | Blyth Spartans v Chester | D | 2-2 |
| England National League North | 2019/10/12 14:00 | Kings Lynn Town v Chester | D | 2-2 |
| England National League North | 2019/09/28 14:00 | Chester v Leamington | D | 3-3 |
| England FA Cup Qualification | 2019/09/24 18:45 | Altrincham v Chester | L | 1-0 |
| England FA Cup Qualification | 2019/09/21 14:00 | Chester v Altrincham | D | 1-1 |
| England National League North | 2019/09/14 14:00 | AFC Telford v Chester | W | 1-3 |
| England National League North | 2019/09/07 14:00 | Chester v Guiseley | W | 3-1 |
| England National League North | 2019/09/02 18:45 | Curzon Ashton v Chester | W | 1-3 |
Away History
| England FA Cup Qualification | 2019/10/19 16:20 | York v Stockport | W | 2-0 |
| England National League North | 2019/10/12 14:00 | AFC Telford v York | D | 1-1 |
| England FA Cup Qualification | 2019/10/05 14:00 | Buxton v York | W | 1-2 |
| England National League North | 2019/09/28 14:00 | York v Kings Lynn Town | W | 3-0 |
| England FA Cup Qualification | 2019/09/21 11:30 | Irlam v York | W | 0-2 |
| England National League North | 2019/09/14 14:00 | Darlington 1883 v York | W | 0-2 |
| England National League North | 2019/09/07 14:00 | York v Southport | D | 1-1 |
| England National League North | 2019/09/03 18:45 | Guiseley v York | D | 0-0 |