Head to Head
| Anglia - National League | 2023/09/30 14:00 | Maidenhead Utd v Chesterfield | D | 1-1 |
| Anglia - National League | 2023/04/01 14:00 | Maidenhead Utd v Chesterfield | D | 0-0 |
| Anglia - National League | 2022/10/01 14:00 | Chesterfield v Maidenhead Utd | L | 1-2 |
| Anglia - National League | 2022/03/19 15:00 | Chesterfield v Maidenhead Utd | W | 1-0 |
| Anglia - National League | 2022/01/18 19:45 | Maidenhead Utd v Chesterfield | L | 3-2 |
| Anglia - National League | 2021/03/13 15:00 | Maidenhead Utd v Chesterfield | L | 2-0 |
| Anglia - National League | 2020/11/14 15:00 | Chesterfield v Maidenhead Utd | L | 1-2 |
| Anglia - National League | 2019/08/06 18:45 | Maidenhead Utd v Chesterfield | D | 1-1 |
| Anglia - National League | 2019/04/27 11:30 | Maidenhead Utd v Chesterfield | L | 2-0 |
| Anglia - National League | 2018/09/25 18:45 | Chesterfield v Maidenhead Utd | L | 1-3 |