Head to Head
| England League 1 | 2019/12/21 15:00 | Bolton v Southend | W | 3-2 |
| England League 1 | 2017/04/04 18:45 | Southend v Bolton | W | 0-1 |
| England League 1 | 2016/09/03 14:00 | Bolton v Southend | D | 1-1 |
Home History
| England League 1 | 2020/03/10 19:45 | Burton Albion v Bolton | D | 2-2 |
| England League 1 | 2020/03/07 15:00 | AFC Wimbledon v Bolton | D | 0-0 |
| England League 1 | 2020/02/29 15:00 | Bolton v Accrington Stanley | D | 0-0 |
| England League 1 | 2020/02/25 19:45 | Blackpool v Bolton | L | 2-1 |
| England League 1 | 2020/02/22 15:00 | Milton Keynes Dons v Bolton | L | 1-0 |
| England League 1 | 2020/02/15 15:00 | Bolton v Wycombe | L | 0-2 |
| England League 1 | 2020/02/11 19:45 | Doncaster v Bolton | L | 2-1 |
| England League 1 | 2020/02/08 15:00 | Coventry v Bolton | L | 2-1 |
Away History
| England League 1 | 2020/03/07 15:00 | Southend v Bristol Rovers | W | 3-1 |
| England League 1 | 2020/02/29 15:00 | Oxford Utd v Southend | L | 2-1 |
| England League 1 | 2020/02/22 15:00 | Southend v Burton Albion | L | 2-3 |
| England League 1 | 2020/02/18 19:45 | Southend v Gillingham | L | 0-1 |
| 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 |
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