[22] Southend 2-2 Milton Keynes Dons [21] 2019-12-26 15:00
Stadium: Roots Hall Round: 23
Referee: Neil Hair Home Manager: Sol Campbell Away Manager: Russell Martin
Head to Head
| England League 1 | 2019/09/21 14:00 | Milton Keynes Dons v Southend | W | 0-1 |
| England EFL Cup | 2019/08/27 18:45 | Southend v Milton Keynes Dons | L | 1-4 |
| England League 1 | 2018/04/21 14:00 | Southend v Milton Keynes Dons | W | 4-0 |
| England League 1 | 2017/11/21 19:45 | Milton Keynes Dons v Southend | D | 1-1 |
| England League 1 | 2017/04/17 14:00 | Southend v Milton Keynes Dons | L | 1-2 |
| England League 1 | 2016/10/22 14:00 | Milton Keynes Dons v Southend | W | 0-3 |
Home History
| England League 1 | 2019/12/21 15:00 | Bolton v Southend | L | 3-2 |
| England League 1 | 2019/12/14 15:00 | Southend v Rotherham | D | 2-2 |
| England League 1 | 2019/12/07 15:00 | Bristol Rovers v Southend | L | 4-2 |
| England League 1 | 2019/12/03 19:45 | Burton Albion v Southend | D | 1-1 |
| England League 1 | 2019/11/23 15:00 | Southend v Oxford Utd | L | 0-4 |
| England EFL Trophy | 2019/11/13 19:45 | Southend v AFC Wimbledon | W | 3-1 |
| England FA Cup | 2019/11/10 12:00 | Dover v Southend | L | 1-0 |
| England League 1 | 2019/11/05 19:45 | Portsmouth v Southend | L | 4-1 |
Away History
| England League 1 | 2019/12/21 13:00 | Gillingham v Milton Keynes Dons | L | 3-1 |
| England League 1 | 2019/12/14 15:00 | Milton Keynes Dons v Oxford Utd | W | 1-0 |
| England League 1 | 2019/12/07 15:00 | Doncaster v Milton Keynes Dons | D | 1-1 |
| England EFL Trophy | 2019/12/03 19:45 | Milton Keynes Dons v Coventry | W | 2-0 |
| England League 1 | 2019/11/23 15:00 | Milton Keynes Dons v Rotherham | L | 2-3 |
| England League 1 | 2019/11/16 15:00 | Bolton v Milton Keynes Dons | L | 1-0 |
| England EFL Trophy | 2019/11/12 19:45 | Milton Keynes Dons v Wycombe | L | 1-2 |
| England FA Cup | 2019/11/09 15:00 | Milton Keynes Dons v Port Vale | L | 0-1 |