Head to Head
| England National League | 2022/09/24 14:00 | Maidstone Utd v Chesterfield | W | 1-2 |
| England National League | 2019/04/13 14:00 | Chesterfield v Maidstone Utd | W | 4-1 |
| England National League | 2018/09/29 14:00 | Maidstone Utd v Chesterfield | D | 1-1 |
Home History
| England National League | 2023/04/22 14:00 | Bromley v Chesterfield | L | 2-0 |
| England National League | 2023/04/18 18:45 | Chesterfield v Torquay | W | 5-1 |
| England National League | 2023/04/15 14:00 | Chesterfield v Eastleigh | W | 3-2 |
| England National League | 2023/04/10 14:00 | Dag & Red v Chesterfield | W | 0-1 |
| England National League | 2023/04/07 14:00 | Chesterfield v York | L | 1-3 |
| England National League | 2023/04/01 14:00 | Maidenhead Utd v Chesterfield | D | 0-0 |
| 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 |
Away History
| England National League | 2023/04/22 14:00 | Maidstone Utd v Notts County | L | 2-5 |
| England National League | 2023/04/15 14:00 | Halifax v Maidstone Utd | L | 3-0 |
| England National League | 2023/04/10 14:00 | Maidstone Utd v Barnet | D | 0-0 |
| England National League | 2023/04/07 14:00 | Southend v Maidstone Utd | L | 2-0 |
| England National League | 2023/04/01 14:00 | Maidstone Utd v Boreham Wood | L | 0-4 |
| England National League | 2023/03/28 18:45 | Maidstone Utd v Bromley | L | 2-3 |
| England National League | 2023/03/25 15:00 | Maidstone Utd v Woking | L | 1-2 |
| England National League | 2023/03/18 15:00 | Maidenhead Utd v Maidstone Utd | L | 2-1 |