Home History
| 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 |
| England League 1 | 2014/08/23 14:00 | Fleetwood Town v Chesterfield | D | 0-0 |
| England League 1 | 2014/08/19 18:45 | Chesterfield v Milton Keynes Dons | L | 0-1 |
Away History
| England League 1 | 2014/09/27 14:00 | Crawley Town v Yeovil | W | 2-0 |
| England League 1 | 2014/09/20 14:00 | Preston v Crawley Town | L | 2-0 |
| England League 1 | 2014/09/16 18:45 | Doncaster v Crawley Town | D | 0-0 |
| England League 1 | 2014/09/13 14:00 | Crawley Town v Fleetwood Town | W | 1-0 |
| England League 1 | 2014/09/06 14:00 | Crawley Town v Rochdale | L | 0-4 |
| England EFL Trophy | 2014/09/02 18:45 | Crawley Town v Cambridge Utd | W | 2-0 |
| England League 1 | 2014/08/30 14:00 | Milton Keynes Dons v Crawley Town | L | 2-0 |
| England EFL Cup | 2014/08/26 18:45 | Norwich v Crawley Town | L | 3-1 |