[22] Southend 1-0 Chesterfield [17] 2016-10-15 14:00
Weer: Gut Stadion: Roots Hall Spielfeld: Exzellent Round: 13
Schiedsrichter: Kevin Johnson Home Manager: Philip Brown Away Manager: Danny Wilson
Head to Head
| England - League 1 | 2016/03/05 15:00 | Southend v Chesterfield | L | 0-1 |
| England - League 1 | 2015/10/20 18:45 | Chesterfield v Southend | L | 3-0 |
Home History
| England - League 1 | 2016/10/08 14:00 | Rochdale v Southend | L | 3-0 |
| England - EFL Trophy | 2016/10/04 18:45 | Southend v Leyton Orient | W | 1-0 |
| England - League 1 | 2016/10/01 14:00 | Southend v Peterborough | D | 1-1 |
| England - League 1 | 2016/09/27 18:45 | Southend v Oxford Utd | W | 2-1 |
| England - League 1 | 2016/09/24 14:00 | Northampton v Southend | L | 4-0 |
| England - League 1 | 2016/09/17 14:00 | Southend v Millwall | W | 3-1 |
| England - League 1 | 2016/09/10 14:00 | Scunthorpe v Southend | L | 4-0 |
| England - League 1 | 2016/09/03 14:00 | Bolton v Southend | D | 1-1 |
Away History
| England - EFL Trophy | 2016/10/04 18:45 | Chesterfield v Accrington Stanley | L | 1-4 |
| England - League 1 | 2016/10/01 14:00 | Chesterfield v Bradford | L | 0-1 |
| England - League 1 | 2016/09/27 18:45 | Chesterfield v Gillingham | D | 3-3 |
| England - League 1 | 2016/09/24 14:00 | Bury v Chesterfield | L | 2-1 |
| England - League 1 | 2016/09/17 14:00 | Chesterfield v Northampton | W | 3-1 |
| England - League 1 | 2016/09/10 14:00 | Oldham v Chesterfield | D | 0-0 |
| England - League 1 | 2016/09/03 14:00 | AFC Wimbledon v Chesterfield | L | 2-1 |
| England - EFL Trophy | 2016/08/30 18:45 | Chesterfield v Wolverhampton U23 | W | 2-1 |