Home History
| England National League | 2021/11/19 19:45 | Grimsby v Southend | L | 1-0 |
| England National League | 2021/11/13 15:00 | Southend v Woking | L | 0-2 |
| England FA Cup | 2021/11/06 15:00 | Chesterfield v Southend | L | 3-1 |
| England National League | 2021/11/02 19:45 | Southend v Dover | W | 4-1 |
| England National League | 2021/10/30 14:00 | Boreham Wood v Southend | L | 1-0 |
| England National League | 2021/10/23 14:00 | Dag & Red v Southend | L | 3-0 |
| England FA Cup Qualification | 2021/10/16 14:00 | Southend v Chertsey Town | W | 4-1 |
| England National League | 2021/10/09 14:00 | Southend v Chesterfield | L | 0-4 |
Away History
| England National League | 2021/11/20 15:00 | Boreham Wood v Maidenhead Utd | L | 4-0 |
| England National League | 2021/11/13 15:00 | Maidenhead Utd v Dag & Red | L | 1-4 |
| England FA Cup | 2021/11/06 15:00 | Halifax v Maidenhead Utd | L | 7-4 |
| England National League | 2021/10/30 14:00 | Eastleigh v Maidenhead Utd | L | 1-0 |
| England National League | 2021/10/26 18:45 | Maidenhead Utd v Wrexham | W | 3-2 |
| England National League | 2021/10/23 16:20 | Maidenhead Utd v Woking | W | 3-2 |
| England FA Cup Qualification | 2021/10/16 14:00 | Maidenhead Utd v Hastings Utd | W | 3-1 |
| England National League | 2021/10/09 14:00 | Altrincham v Maidenhead Utd | L | 2-0 |