[23] Chesterfield 0-4 Southend [7] 2017-04-14 14:00
Weather: Rainy Stadium: Proact Stadium Pitch: Good Round: 43
Referee: Ross Joyce Home Manager: Ritchie Humphreys Away Manager: Philip Brown
Head to Head
| England League 1 | 2016/10/15 14:00 | Southend v Chesterfield | L | 1-0 |
| England League 1 | 2016/03/05 15:00 | Southend v Chesterfield | W | 0-1 |
| England League 1 | 2015/10/20 18:45 | Chesterfield v Southend | W | 3-0 |
Home History
| England League 1 | 2017/04/08 14:00 | Chesterfield v Port Vale | W | 1-0 |
| England League 1 | 2017/04/01 14:00 | Bolton v Chesterfield | D | 0-0 |
| England League 1 | 2017/03/25 15:00 | Chesterfield v Rochdale | L | 1-3 |
| England League 1 | 2017/03/18 15:00 | Bristol Rovers v Chesterfield | L | 2-1 |
| England League 1 | 2017/03/14 19:45 | Chesterfield v Peterborough | D | 3-3 |
| England League 1 | 2017/03/11 15:00 | Chesterfield v Shrewsbury | D | 1-1 |
| England League 1 | 2017/03/07 19:45 | Walsall v Chesterfield | L | 1-0 |
| England League 1 | 2017/03/04 15:00 | Swindon v Chesterfield | W | 0-1 |
Away History
| England League 1 | 2017/04/08 14:00 | Charlton v Southend | L | 2-1 |
| England League 1 | 2017/04/04 18:45 | Southend v Bolton | L | 0-1 |
| England League 1 | 2017/04/01 14:00 | Southend v Oldham | W | 3-0 |
| England League 1 | 2017/03/25 15:00 | AFC Wimbledon v Southend | W | 0-2 |
| England League 1 | 2017/03/18 15:00 | Southend v Walsall | W | 3-2 |
| England League 1 | 2017/03/14 19:45 | Coventry v Southend | W | 0-2 |
| England League 1 | 2017/03/11 15:00 | Bristol Rovers v Southend | L | 2-0 |
| England League 1 | 2017/03/04 15:00 | Southend v Port Vale | D | 1-1 |