Home History
| England League 1 | 2014/12/13 15:00 | Doncaster v Gillingham | W | 1-2 |
| England EFL Trophy | 2014/12/06 15:00 | Gillingham v Leyton Orient | W | 1-0 |
| England League 1 | 2014/11/29 15:00 | Gillingham v Port Vale | D | 2-2 |
| England League 1 | 2014/11/22 15:00 | Bradford v Gillingham | D | 1-1 |
| England League 1 | 2014/11/15 15:00 | Gillingham v Leyton Orient | W | 3-2 |
| England EFL Trophy | 2014/11/11 19:45 | Crawley Town v Gillingham | W | 1-2 |
| England FA Cup | 2014/11/08 15:00 | Gillingham v Bristol City | L | 1-2 |
| England League 1 | 2014/11/01 15:00 | Fleetwood Town v Gillingham | L | 1-0 |
Away History
| England League 1 | 2014/12/13 15:00 | Chesterfield v Bradford | L | 0-1 |
| England League 1 | 2014/11/29 15:00 | Crawley Town v Chesterfield | D | 1-1 |
| England League 1 | 2014/11/22 15:00 | Chesterfield v Barnsley | W | 2-1 |
| England League 1 | 2014/11/15 15:00 | Crewe v Chesterfield | D | 0-0 |
| England FA Cup | 2014/11/09 14:00 | Braintree Town v Chesterfield | W | 0-6 |
| England League 1 | 2014/11/01 15:00 | Chesterfield v Yeovil | D | 0-0 |
| England League 1 | 2014/10/28 19:45 | Chesterfield v Swindon | L | 0-3 |
| England League 1 | 2014/10/25 14:00 | Walsall v Chesterfield | L | 1-0 |