Head to Head
| 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 | L | 2-0 |
| England National League | 2018/09/25 18:45 | Chesterfield v Maidenhead Utd | L | 1-3 |
Home History
| England National League | 2020/03/14 15:00 | Dover v Chesterfield | D | 1-1 |
| England National League | 2020/03/07 15:00 | Chorley v Chesterfield | W | 1-2 |
| England National League | 2020/03/03 19:45 | Chesterfield v Harrogate Town | L | 3-4 |
| England National League | 2020/02/22 15:00 | Chesterfield v Ebbsfleet United | W | 4-0 |
| England National League | 2020/02/08 13:00 | Chesterfield v Wrexham | W | 3-2 |
| England National League | 2020/02/01 17:20 | Notts County v Chesterfield | L | 3-0 |
| England National League | 2020/01/25 15:00 | Chesterfield v AFC Fylde | D | 1-1 |
| England National League | 2020/01/18 15:00 | Eastleigh v Chesterfield | W | 0-2 |
Away History
| England National League | 2020/03/14 15:00 | Maidenhead Utd v Stockport | L | 1-2 |
| England National League | 2020/03/07 15:00 | Maidenhead Utd v Boreham Wood | L | 0-1 |
| England National League | 2020/02/29 15:00 | Woking v Maidenhead Utd | L | 2-0 |
| England National League | 2020/02/25 19:45 | Maidenhead Utd v Ebbsfleet United | L | 1-3 |
| England National League | 2020/02/22 15:00 | Maidenhead Utd v Aldershot | L | 1-2 |
| England National League | 2020/02/01 15:00 | Solihull Moors v Maidenhead Utd | W | 0-2 |
| England County Cup | 2020/01/28 19:45 | Maidenhead Utd v Marlow | D | 1-1 |
| England National League | 2020/01/25 15:00 | Maidenhead Utd v Eastleigh | W | 2-0 |