Head to Head
| England National League | 2023/09/30 14:00 | Maidenhead Utd v Chesterfield | D | 1-1 |
| England National League | 2023/04/01 14:00 | Maidenhead Utd v Chesterfield | D | 0-0 |
| England National League | 2022/10/01 14:00 | Chesterfield v Maidenhead Utd | L | 1-2 |
| England National League | 2022/03/19 15:00 | Chesterfield v Maidenhead Utd | W | 1-0 |
| England National League | 2022/01/18 19:45 | Maidenhead Utd v Chesterfield | L | 3-2 |
| England National League | 2021/03/13 15:00 | Maidenhead Utd v Chesterfield | L | 2-0 |
| England National League | 2020/11/14 15:00 | Chesterfield v Maidenhead Utd | L | 1-2 |
| England National League | 2019/08/06 18:45 | Maidenhead Utd v Chesterfield | D | 1-1 |
Home History
| England National League | 2024/04/15 18:45 | Gateshead v Chesterfield | L | 2-1 |
| England National League | 2024/04/13 14:00 | Wealdstone v Chesterfield | L | 1-0 |
| England National League | 2024/04/01 14:00 | Chesterfield v Kidderminster | L | 1-3 |
| England National League | 2024/03/29 15:00 | York v Chesterfield | L | 2-1 |
| England National League | 2024/03/23 15:00 | Chesterfield v Boreham Wood | W | 3-0 |
| England National League | 2024/03/20 19:45 | Halifax v Chesterfield | L | 4-2 |
| England National League | 2024/03/16 12:30 | Oldham v Chesterfield | D | 2-2 |
| England National League | 2024/03/12 19:45 | Chesterfield v Oxford City | W | 2-0 |
Away History
| England National League | 2024/04/13 14:00 | Maidenhead Utd v Gateshead | W | 2-1 |
| England National League | 2024/04/09 18:45 | Maidenhead Utd v Hartlepool | W | 3-1 |
| England National League | 2024/04/06 14:00 | Maidenhead Utd v Barnet | D | 2-2 |
| England National League | 2024/04/01 14:00 | Eastleigh v Maidenhead Utd | W | 2-3 |
| England National League | 2024/03/29 15:00 | Maidenhead Utd v Aldershot | W | 4-0 |
| England National League | 2024/03/23 15:00 | Rochdale v Maidenhead Utd | L | 1-0 |
| England National League | 2024/03/16 15:00 | Dag & Red v Maidenhead Utd | L | 4-1 |
| England National League | 2024/03/09 15:00 | Maidenhead Utd v Dorking Wanderers | W | 4-2 |