Home History
| England League 1 | 2014/10/18 14:00 | Scunthorpe v Colchester | D | 1-1 |
| England League 1 | 2014/10/11 14:00 | Colchester v Fleetwood Town | W | 2-1 |
| England EFL Trophy | 2014/10/07 18:45 | Colchester v Gillingham | L | 5-7 |
| England League 1 | 2014/10/04 14:00 | Preston v Colchester | L | 4-2 |
| England League 1 | 2014/09/27 14:00 | Crewe v Colchester | W | 0-3 |
| England League 1 | 2014/09/20 14:00 | Colchester v Bradford | D | 0-0 |
| England League 1 | 2014/09/16 18:45 | Colchester v Sheff Utd | L | 2-3 |
| England League 1 | 2014/09/13 14:00 | Leyton Orient v Colchester | W | 0-2 |
Away History
| England League 1 | 2014/10/18 14:00 | Chesterfield v Oldham | D | 1-1 |
| 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 |