[19] Gillingham 2-1 Southend [5] 2017-02-25 15:00
Weer: Gut Stadion: MEMS Priestfield Stadium Spielfeld: Gut Round: 34
Schiedsrichter: Dean Whitestone Home Manager: Adrian Pennock Away Manager: Philip Brown
Head to Head
| England - EFL Cup | 2016/08/09 18:45 | Southend v Gillingham | W | 1-3 |
| England - League 1 | 2016/08/06 14:00 | Southend v Gillingham | W | 1-3 |
| England - League 1 | 2016/03/19 15:00 | Southend v Gillingham | D | 1-1 |
| England - League 1 | 2015/10/24 14:00 | Gillingham v Southend | D | 1-1 |
Home History
| England - League 1 | 2017/02/21 19:45 | Gillingham v AFC Wimbledon | D | 2-2 |
| England - League 1 | 2017/02/18 15:00 | Coventry v Gillingham | L | 2-1 |
| England - League 1 | 2017/02/14 19:45 | Gillingham v Chesterfield | D | 1-1 |
| England - League 1 | 2017/02/11 15:00 | Gillingham v Port Vale | D | 1-1 |
| England - League 1 | 2017/02/04 15:00 | Bradford v Gillingham | D | 2-2 |
| England - League 1 | 2017/01/28 15:00 | Gillingham v Shrewsbury | D | 1-1 |
| England - League 1 | 2017/01/21 15:00 | Sheffield United v Gillingham | D | 2-2 |
| England - League 1 | 2017/01/14 15:00 | Oldham v Gillingham | L | 1-0 |
Away History
| England - League 1 | 2017/02/21 19:45 | Peterborough v Southend | W | 1-4 |
| England - League 1 | 2017/02/18 15:00 | Southend v Northampton | D | 2-2 |
| England - League 1 | 2017/02/14 19:45 | Oxford Utd v Southend | W | 0-2 |
| England - League 1 | 2017/02/11 15:00 | Millwall v Southend | L | 1-0 |
| England - League 1 | 2017/02/04 15:00 | Southend v Scunthorpe | W | 3-1 |
| England - League 1 | 2017/01/28 15:00 | Fleetwood Town v Southend | D | 1-1 |
| England - League 1 | 2017/01/14 15:00 | Southend v Rochdale | W | 2-1 |
| England - League 1 | 2017/01/07 15:00 | Southend v Sheffield United | L | 2-4 |