Home History
| England League 1 | 2014/10/11 14:00 | Gillingham v Scunthorpe | L | 0-3 |
| England EFL Trophy | 2014/10/07 18:45 | Colchester v Gillingham | W | 5-7 |
| England League 1 | 2014/10/04 14:00 | Notts County v Gillingham | L | 1-0 |
| England League 1 | 2014/09/27 14:00 | Sheff Utd v Gillingham | L | 2-1 |
| England League 1 | 2014/09/20 14:00 | Gillingham v Walsall | D | 0-0 |
| England League 1 | 2014/09/16 18:45 | Gillingham v Peterborough | W | 2-1 |
| England League 1 | 2014/09/13 14:00 | Oldham v Gillingham | D | 0-0 |
| England League 1 | 2014/09/05 18:45 | Coventry v Gillingham | L | 1-0 |
Away History
| England League 1 | 2014/10/11 14:00 | Bristol City v Chesterfield | L | 3-2 |
| England League 1 | 2014/10/04 12:00 | Chesterfield v Sheff Utd | W | 3-2 |
| England League 1 | 2014/09/27 14:00 | Chesterfield v Notts County | D | 1-1 |
| England League 1 | 2014/09/20 14:00 | Doncaster v Chesterfield | L | 3-2 |
| England League 1 | 2014/09/16 18:45 | Preston v Chesterfield | D | 3-3 |
| England League 1 | 2014/09/13 14:00 | Chesterfield v Scunthorpe | W | 4-1 |
| England EFL Trophy | 2014/09/02 18:45 | Scunthorpe v Chesterfield | L | 2-0 |
| England League 1 | 2014/08/30 14:00 | Port Vale v Chesterfield | W | 1-2 |
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