Head to Head
| England National League | 2024/10/05 14:00 | Southend v Maidenhead Utd | W | 0-2 |
| England National League | 2024/02/20 19:45 | Maidenhead Utd v Southend | L | 1-2 |
| England National League | 2023/09/19 18:45 | Southend v Maidenhead Utd | L | 2-0 |
| England National League | 2023/02/07 19:45 | Maidenhead Utd v Southend | L | 1-2 |
| England National League | 2022/08/29 14:00 | Southend v Maidenhead Utd | L | 2-0 |
| England National League | 2022/03/22 19:45 | Maidenhead Utd v Southend | W | 2-1 |
| England National League | 2021/12/07 19:45 | Southend v Maidenhead Utd | D | 1-1 |
Home History
| England National League | 2025/01/01 15:00 | Woking v Maidenhead Utd | L | 3-1 |
| England National League | 2024/12/26 15:00 | Maidenhead Utd v Wealdstone | W | 3-1 |
| England National League | 2024/12/21 15:00 | Eastleigh v Maidenhead Utd | L | 1-0 |
| England National League | 2024/12/14 15:00 | Maidenhead Utd v Solihull Moors | D | 1-1 |
| England FA Trophy | 2024/12/07 15:00 | Slough v Maidenhead Utd | L | 2-1 |
| England National League Cup | 2024/12/04 19:30 | Maidenhead Utd v Brighton U21 | W | 2-1 |
| England National League | 2024/11/30 15:00 | York v Maidenhead Utd | L | 6-2 |
| England National League | 2024/11/26 19:45 | Braintree Town v Maidenhead Utd | W | 1-3 |
Away History
| England FA Trophy | 2025/01/04 15:00 | Southend v Southport | W | 1-0 |
| England National League | 2025/01/01 17:30 | Braintree Town v Southend | W | 0-1 |
| England National League | 2024/12/26 15:00 | Southend v Ebbsfleet United | W | 4-0 |
| England National League | 2024/12/21 15:00 | York v Southend | L | 3-0 |
| England National League | 2024/12/14 15:00 | Southend v Hartlepool | D | 0-0 |
| England FA Trophy | 2024/12/07 13:00 | Brentwood Town v Southend | W | 3-5 |
| England National League | 2024/11/30 15:00 | Halifax v Southend | W | 0-2 |
| England National League | 2024/11/26 19:45 | Woking v Southend | D | 0-0 |