[22] Southend 0-1 Gillingham [10] 2020-02-18 19:45
Stadium: Roots Hall Round: 26
Referee: Trevor Kettle Home Manager: Sol Campbell Away Manager: Steve Evans
Head to Head
| England - League 1 | 2019/10/05 14:00 | Gillingham v Southend | L | 3-1 |
| Europa - Venskabskampe | 2019/07/26 18:00 | Gillingham v Southend | D | 1-1 |
| England - League 1 | 2019/01/01 15:00 | Southend v Gillingham | W | 2-0 |
| England - League 1 | 2018/10/13 14:00 | Gillingham v Southend | W | 0-2 |
| England - League 1 | 2018/04/02 14:00 | Southend v Gillingham | W | 4-0 |
| England - EFL Trophy | 2017/08/29 18:45 | Gillingham v Southend | L | 2-1 |
| England - League 1 | 2017/08/26 14:00 | Gillingham v Southend | D | 3-3 |
| England - League 1 | 2017/02/25 15:00 | Gillingham v Southend | L | 2-1 |
Home History
| England - League 1 | 2020/02/15 15:00 | Southend v Coventry | L | 0-2 |
| England - League 1 | 2020/02/11 19:45 | Peterborough v Southend | L | 4-0 |
| England - League 1 | 2020/02/08 15:00 | Blackpool v Southend | L | 2-1 |
| England - League 1 | 2020/02/01 15:00 | Southend v Lincoln City | W | 2-1 |
| England - League 1 | 2020/01/28 19:45 | Doncaster v Southend | L | 3-1 |
| England - League 1 | 2020/01/18 15:00 | Accrington Stanley v Southend | W | 1-2 |
| England - League 1 | 2020/01/11 15:00 | Southend v Tranmere | D | 0-0 |
| England - League 1 | 2020/01/01 15:00 | AFC Wimbledon v Southend | D | 1-1 |
Away History
| England - League 1 | 2020/02/15 15:00 | Gillingham v Doncaster | W | 2-1 |
| England - League 1 | 2020/02/11 19:45 | Blackpool v Gillingham | W | 2-3 |
| England - League 1 | 2020/02/08 15:00 | Burton Albion v Gillingham | D | 0-0 |
| England - League 1 | 2020/01/29 19:45 | Gillingham v Shrewsbury | W | 2-0 |
| England - League 1 | 2020/01/25 15:00 | Rochdale v Gillingham | D | 2-2 |
| England - League 1 | 2020/01/18 15:00 | Gillingham v Oxford Utd | D | 1-1 |
| England - League 1 | 2020/01/11 15:00 | Peterborough v Gillingham | D | 0-0 |
| England - County Cup | 2020/01/07 19:44 | Bromley v Gillingham | W | 0-2 |