Head to Head
| England National League | 2022/10/01 14:00 | Chesterfield v Maidenhead Utd | W | 1-2 |
| England National League | 2022/03/19 15:00 | Chesterfield v Maidenhead Utd | L | 1-0 |
| England National League | 2022/01/18 19:45 | Maidenhead Utd v Chesterfield | W | 3-2 |
| England National League | 2021/03/13 15:00 | Maidenhead Utd v Chesterfield | W | 2-0 |
| England National League | 2020/11/14 15:00 | Chesterfield v Maidenhead Utd | W | 1-2 |
| England National League | 2019/08/06 18:45 | Maidenhead Utd v Chesterfield | D | 1-1 |
| England National League | 2019/04/27 11:30 | Maidenhead Utd v Chesterfield | W | 2-0 |
| England National League | 2018/09/25 18:45 | Chesterfield v Maidenhead Utd | W | 1-3 |
Home History
| England National League | 2023/03/25 15:00 | Dorking Wanderers v Maidenhead Utd | L | 3-1 |
| England National League | 2023/03/18 15:00 | Maidenhead Utd v Maidstone Utd | W | 2-1 |
| England National League | 2023/03/14 19:45 | Maidenhead Utd v Aldershot | D | 1-1 |
| England National League | 2023/03/11 15:00 | Woking v Maidenhead Utd | L | 2-0 |
| England National League | 2023/03/07 19:45 | Maidenhead Utd v Boreham Wood | L | 0-1 |
| England National League | 2023/03/04 17:20 | Maidenhead Utd v Wrexham | D | 2-2 |
| England National League | 2023/02/28 19:45 | Maidenhead Utd v Dag & Red | W | 2-1 |
| England National League | 2023/02/25 15:00 | Halifax v Maidenhead Utd | W | 0-1 |
Away History
| England National League | 2023/03/25 15:00 | Chesterfield v Halifax | W | 2-0 |
| England National League | 2023/03/18 12:30 | Woking v Chesterfield | W | 0-1 |
| England National League | 2023/03/14 19:45 | Wealdstone v Chesterfield | W | 0-4 |
| England National League | 2023/03/11 15:00 | Chesterfield v Yeovil | D | 1-1 |
| England National League | 2023/03/07 19:45 | Southend v Chesterfield | W | 1-2 |
| England National League | 2023/03/04 15:00 | Gateshead v Chesterfield | W | 1-2 |
| England National League | 2023/02/28 19:45 | Wrexham v Chesterfield | L | 2-1 |
| England National League | 2023/02/25 15:00 | Chesterfield v Oldham | L | 0-1 |