Home History
| England League 2 | 2014/09/16 18:45 | York v Luton | D | 0-0 |
| England League 2 | 2014/09/13 14:00 | Burton Albion v York | L | 2-0 |
| England League 2 | 2014/09/06 14:00 | Stevenage v York | W | 2-3 |
| England EFL Trophy | 2014/09/02 18:45 | Barnsley v York | L | 2-0 |
| England League 2 | 2014/08/30 14:00 | York v Wycombe | D | 0-0 |
| England League 2 | 2014/08/23 14:00 | Exeter v York | D | 1-1 |
| England League 2 | 2014/08/19 18:45 | York v Cambridge Utd | D | 2-2 |
| England League 2 | 2014/08/16 14:00 | York v Northampton | D | 1-1 |
Away History
| England League 2 | 2014/09/16 18:45 | Cheltenham v Southend | W | 0-1 |
| England League 2 | 2014/09/13 14:00 | Southend v Portsmouth | W | 2-0 |
| England League 2 | 2014/09/06 14:00 | Southend v Oxford Utd | D | 1-1 |
| England EFL Trophy | 2014/09/02 18:45 | AFC Wimbledon v Southend | L | 6-4 |
| England League 2 | 2014/08/30 14:00 | Plymouth v Southend | L | 2-0 |
| England League 2 | 2014/08/23 14:00 | Carlisle v Southend | D | 1-1 |
| England League 2 | 2014/08/19 18:45 | Southend v AFC Wimbledon | L | 0-1 |
| England League 2 | 2014/08/16 14:00 | Southend v Stevenage | W | 2-0 |