Head to Head
| England National League | 2022/03/22 19:45 | Maidenhead Utd v Southend | L | 2-1 |
| England National League | 2021/12/07 19:45 | Southend v Maidenhead Utd | D | 1-1 |
Home History
| England National League | 2022/08/27 14:00 | Eastleigh v Southend | L | 2-1 |
| England National League | 2022/08/20 14:00 | Southend v Oldham | W | 1-0 |
| England National League | 2022/08/16 18:45 | Halifax v Southend | D | 0-0 |
| England National League | 2022/08/13 14:00 | Solihull Moors v Southend | D | 1-1 |
| England National League | 2022/08/06 14:00 | Southend v Boreham Wood | L | 0-1 |
| UK Friendlies | 2022/07/26 18:00 | Ipswich v Southend | L | 3-1 |
| UK Friendlies | 2022/07/23 14:00 | Southend v Gillingham | L | 0-1 |
| UK Friendlies | 2022/07/19 18:30 | Colchester v Southend | D | 2-2 |
Away History
| England National League | 2022/08/27 14:00 | Maidenhead Utd v York | L | 0-1 |
| England National League | 2022/08/20 14:00 | Dag & Red v Maidenhead Utd | L | 1-0 |
| England National League | 2022/08/16 18:45 | Maidenhead Utd v Altrincham | W | 2-0 |
| England National League | 2022/08/13 14:00 | Maidenhead Utd v Scunthorpe | W | 3-2 |
| England National League | 2022/08/06 14:00 | Notts County v Maidenhead Utd | L | 3-0 |
| UK Friendlies | 2022/07/30 14:00 | Farnborough v Maidenhead Utd | L | 1-0 |
| UK Friendlies | 2022/07/23 14:00 | Hungerford Town v Maidenhead Utd | L | 3-1 |
| UK Friendlies | 2022/07/20 18:45 | Potters Bar Town v Maidenhead Utd | W | 3-4 |