| Date | Ground | Comp. | Match | Score | Attendance |
| 19/07/2008 | Don Valley Stadium | Fr | Rotherham U v Derby C | 0-0 | |
| 29/07/2008 | Saltergate | Fr | Chesterfield v Sheff Wed | 1-0 | |
| 02/08/2008 | St Andrews | Fr | Birmingham C v Fulham | 1-1 | |
| 04/08/2008 | Coach and Horses | Fr | Sheffield v Chesterfield | 1-1 | 693 |
| 16/08/2008 | Saltergate | Lge 2 | Chesterfield v Bury | 1-3 | 3,728 |
| 30/08/2008 | Saltergate | Lge 2 | Chesterfield v Wycombe W | 0-1 | 3,175 |
| 27/09/2008 | Sincil Bank | Lge2 | Lincoln C v Morecambe | 1-1 | 5,003 |
| 08/11/2008 | Saltergate | FAC1 | Chesterfield v Mansfield T | 3-1 | 6,612 |
| 18/11/2008 | Bramall Lane | U21Int Fr | England U21 v Czech U21 | 2-0 | 18,735 |
| 07/02/2008 | Bramall Lane | Champ | Sheff Utd v Sheff Wed | 1-2 | 30,786 |
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