Home History
| England National League | 2021/10/09 14:00 | Southend v Chesterfield | L | 0-4 |
| England National League | 2021/10/05 18:45 | Southend v Eastleigh | W | 1-0 |
| England National League | 2021/10/02 14:00 | Solihull Moors v Southend | L | 2-0 |
| England National League | 2021/09/18 14:00 | Torquay v Southend | L | 1-0 |
| England National League | 2021/09/14 18:45 | Southend v Aldershot | L | 2-3 |
| England National League | 2021/09/11 14:00 | Halifax v Southend | L | 3-1 |
| England National League | 2021/09/04 14:00 | Southend v Wrexham | D | 2-2 |
| England National League | 2021/08/30 14:00 | Wealdstone v Southend | D | 0-0 |
Away History
| England FA Trophy | 2021/10/09 14:00 | VCD Athletic v Chertsey Town | W | 1-2 |
| England FA Cup Qualification | 2021/10/03 14:00 | Jersey Bulls v Chertsey Town | W | 0-1 |
| England FA Cup | 2021/09/18 14:00 | Chertsey Town v Chesham | W | 1-0 |
| England FA Cup | 2021/09/05 11:00 | Erith & Belvedere v Chertsey Town | W | 0-4 |
| England Ryman Division One | 2021/08/14 14:00 | Staines Town v Chertsey Town | W | 2-3 |
| England Ryman Division One | 2020/10/20 18:45 | Chertsey Town v Marlow | L | 0-3 |
| England FA Trophy | 2020/10/17 14:00 | Chertsey Town v Berkhamsted | L | 1-2 |
| England FA Cup | 2020/10/03 14:00 | Haringey Borough v Chertsey Town | L | 2-0 |