[22] Southend 3-3 Fleetwood Town [4] 2019-09-14 14:00
Stadium: Roots Hall Round: 8
Referee: John Busby Home Manager: Kevin Bond Away Manager: Joey Barton
Head to Head
| England League 1 | 2019/04/06 14:00 | Fleetwood Town v Southend | D | 2-2 |
| England League 1 | 2018/09/22 14:00 | Southend v Fleetwood Town | W | 1-0 |
| England League 1 | 2018/01/13 15:00 | Southend v Fleetwood Town | L | 1-2 |
| England League 1 | 2017/09/23 14:00 | Fleetwood Town v Southend | W | 2-4 |
| England League 1 | 2017/01/28 15:00 | Fleetwood Town v Southend | D | 1-1 |
| England League 1 | 2016/08/27 14:00 | Southend v Fleetwood Town | L | 0-2 |
| England League 1 | 2016/04/09 14:00 | Southend v Fleetwood Town | D | 2-2 |
| England League 1 | 2015/08/08 14:00 | Fleetwood Town v Southend | D | 1-1 |
Home History
| England EFL Trophy | 2019/09/03 18:45 | Leyton Orient v Southend | L | 2-0 |
| England League 1 | 2019/08/31 14:00 | Southend v Rochdale | L | 0-3 |
| England EFL Cup | 2019/08/27 18:45 | Southend v Milton Keynes Dons | L | 1-4 |
| England League 1 | 2019/08/24 14:00 | Wycombe v Southend | L | 4-3 |
| England League 1 | 2019/08/20 18:45 | Southend v Peterborough | L | 0-2 |
| England League 1 | 2019/08/17 14:00 | Lincoln City v Southend | L | 4-0 |
| England EFL Cup | 2019/08/13 18:45 | Stevenage v Southend | W | 1-2 |
| England League 1 | 2019/08/10 14:00 | Southend v Blackpool | L | 1-3 |
Away History
| England League 1 | 2019/09/07 14:00 | Fleetwood Town v Oxford Utd | W | 2-1 |
| England EFL Trophy | 2019/09/03 18:45 | Accrington Stanley v Fleetwood Town | L | 2-1 |
| England League 1 | 2019/08/31 14:00 | Lincoln City v Fleetwood Town | L | 2-0 |
| England League 1 | 2019/08/24 14:00 | Fleetwood Town v Accrington Stanley | W | 2-0 |
| England League 1 | 2019/08/20 18:45 | Fleetwood Town v Wycombe | D | 1-1 |
| England League 1 | 2019/08/17 14:00 | Doncaster v Fleetwood Town | L | 3-2 |
| England EFL Cup | 2019/08/13 18:45 | Nottm Forest v Fleetwood Town | L | 1-0 |
| England League 1 | 2019/08/10 14:00 | Fleetwood Town v AFC Wimbledon | W | 2-1 |