| Nat. League | 29/09/18 | Maidstone United | - | Chesterfield FC | 1:1 | ||||
| Nat. League | 13/04/19 | Chesterfield FC | - | Maidstone United | 4:1 | ||||
| Nat. League | 14/03/20 | Dover Athletic | - | Chesterfield FC | 1:1 | ||||
| Nat. League | 18/01/22 | Maidenhead United | - | Chesterfield FC | 3:2 | ||||
| Nat. League | 01/10/22 | Chesterfield FC | - | Maidenhead United | 1:2 | ||||
| Nat. League | 01/04/23 | Maidenhead United | - | Chesterfield FC | 0:0 | ||||
| Nat. League | 30/09/23 | Maidenhead United | - | Chesterfield FC | 1:1 | ||||
| Nat. League | 20/04/24 | Chesterfield FC | - | Maidenhead United | 3:2 |
England