| League Cup | 04/09/00 | Chesterfield FC | - | Port Vale FC | 2:2 aet | ||||
| League One | 05/10/02 | Bristol City | - | Chesterfield FC | 4:0 | ||||
| League One | 24/11/02 | Cardiff City | - | Chesterfield FC | 1:0 | ||||
| League One | 01/10/05 | Colchester United | - | Chesterfield FC | 1:2 | ||||
| League One | 10/12/05 | Brentford FC | - | Chesterfield FC | 1:1 |
England