Head to Head
| 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 | 2021/11/20 15:00 | Boreham Wood v Maidenhead Utd | L | 4-0 |
| England - National League | 2021/11/13 15:00 | Maidenhead Utd v Dagenham & Redbridge | L | 1-4 |
| England - FA Cup | 2021/11/06 15:00 | Halifax v Maidenhead Utd | L | 7-4 |
| England - National League | 2021/10/30 14:00 | Eastleigh v Maidenhead Utd | L | 1-0 |
| England - National League | 2021/10/26 18:45 | Maidenhead Utd v Wrexham | W | 3-2 |
| England - National League | 2021/10/23 16:20 | Maidenhead Utd v Woking | W | 3-2 |
| England - FA Cup - Qualifikation | 2021/10/16 14:00 | Maidenhead Utd v Hastings Utd | W | 3-1 |
| England - National League | 2021/10/09 14:00 | Altrincham v Maidenhead Utd | L | 2-0 |
Away History
| England - National League | 2021/11/23 19:45 | Chesterfield v Altrincham | D | 2-2 |
| England - National League | 2021/11/20 15:00 | Solihull Moors v Chesterfield | W | 0-2 |
| England - National League | 2021/11/13 15:00 | Chesterfield v Weymouth | W | 4-0 |
| England - FA Cup | 2021/11/06 15:00 | Chesterfield v Southend | W | 3-1 |
| England - National League | 2021/10/30 14:00 | Dagenham & Redbridge v Chesterfield | D | 2-2 |
| England - National League | 2021/10/26 18:45 | Chesterfield v Eastleigh | W | 1-0 |
| England - National League | 2021/10/23 14:00 | Chesterfield v Boreham Wood | W | 2-1 |
| England - FA Cup - Qualifikation | 2021/10/16 14:00 | Curzon Ashton v Chesterfield | W | 0-4 |