Head to Head
| England National League North | 2022/04/26 18:45 | Chester v York | L | 0-1 |
| England National League North | 2021/10/23 14:00 | York v Chester | L | 1-0 |
| England National League North | 2020/12/05 15:00 | York v Chester | L | 2-1 |
| England National League North | 2020/02/01 15:00 | York v Chester | L | 4-2 |
| England National League North | 2019/10/26 14:00 | Chester v York | L | 0-1 |
| 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 |
Home History
| England National League North | 2023/10/28 14:00 | Curzon Ashton v Chester | W | 0-1 |
| England National League North | 2023/10/24 18:45 | Southport v Chester | W | 0-2 |
| England National League North | 2023/10/21 14:00 | Chester v Scunthorpe | W | 2-0 |
| England FA Cup Qualification | 2023/10/14 14:00 | Hartlepool v Chester | W | 0-2 |
| England National League North | 2023/10/07 14:00 | Chester v Peterborough Sports | W | 3-2 |
| England FA Cup Qualification | 2023/09/30 14:00 | Chester v Nantwich Town | W | 2-1 |
| England National League North | 2023/09/23 14:00 | Boston Utd v Chester | L | 1-0 |
| England FA Cup Qualification | 2023/09/16 11:30 | Tadcaster Albion v Chester | W | 1-3 |
Away History
| England National League | 2023/10/28 16:30 | York v Halifax | D | 1-1 |
| England National League | 2023/10/24 18:45 | Chesterfield v York | L | 4-0 |
| England National League | 2023/10/21 14:00 | Eastleigh v York | L | 3-1 |
| England FA Cup Qualification | 2023/10/17 18:45 | Needham Market v York | W | 0-1 |
| England FA Cup Qualification | 2023/10/14 14:00 | York v Needham Market | D | 0-0 |
| England National League | 2023/10/07 14:00 | York v Bromley | D | 2-2 |
| England National League | 2023/10/03 18:45 | Dag & Red v York | W | 1-2 |
| England National League | 2023/09/30 14:00 | York v Solihull Moors | D | 2-2 |