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 | 2025/01/25 15:00 | Barnet v Maidenhead Utd | L | 3-0 |
| England National League | 2025/01/18 17:30 | Maidenhead Utd v AFC Fylde | W | 4-1 |
| England National League | 2025/01/14 19:45 | Altrincham v Maidenhead Utd | L | 4-0 |
| 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 |
Away History
| England FA Trophy | 2025/02/01 15:00 | Southend v Sittingbourne | L | 0-1 |
| England National League | 2025/01/28 19:45 | Southend v AFC Fylde | W | 2-0 |
| England National League | 2025/01/25 15:00 | Dag & Red v Southend | W | 0-2 |
| England National League | 2025/01/18 15:00 | Southend v Barnet | L | 0-3 |
| 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 |