Home History
| England League 1 | 2015/10/17 14:00 | Walsall v Chesterfield | W | 1-2 |
| England League 1 | 2015/10/10 14:00 | Chesterfield v Gillingham | L | 1-3 |
| England EFL Trophy | 2015/10/06 18:00 | Rochdale v Chesterfield | L | 2-1 |
| England League 1 | 2015/10/03 14:00 | Crewe v Chesterfield | W | 1-2 |
| England League 1 | 2015/09/29 18:45 | Blackpool v Chesterfield | L | 2-0 |
| England League 1 | 2015/09/26 14:00 | Chesterfield v Burton Albion | L | 1-2 |
| England League 1 | 2015/09/19 14:00 | Coventry v Chesterfield | L | 1-0 |
| England League 1 | 2015/09/12 14:00 | Chesterfield v Colchester | D | 3-3 |
Away History
| England League 1 | 2015/10/17 14:00 | Southend v Barnsley | W | 2-1 |
| England League 1 | 2015/10/10 14:00 | Southend v Port Vale | W | 1-0 |
| England EFL Trophy | 2015/10/06 18:45 | Crawley Town v Southend | W | 0-3 |
| England League 1 | 2015/10/03 14:00 | Burton Albion v Southend | L | 1-0 |
| England League 1 | 2015/09/29 18:45 | Crewe v Southend | W | 1-2 |
| England League 1 | 2015/09/26 14:00 | Southend v Scunthorpe | W | 2-1 |
| England League 1 | 2015/09/19 14:00 | Millwall v Southend | W | 0-2 |
| England League 1 | 2015/09/12 14:00 | Southend v Shrewsbury | L | 0-1 |