Head to Head
| England National League | 2023/02/07 19:45 | Maidenhead Utd v Southend | W | 1-2 |
| England National League | 2022/08/29 14:00 | Southend v Maidenhead Utd | W | 2-0 |
| 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 | 2023/09/02 14:00 | Southend v Kidderminster | W | 2-1 |
| England National League | 2023/08/28 14:00 | Bromley v Southend | L | 2-1 |
| England National League | 2023/08/25 18:45 | Southend v Eastleigh | W | 2-0 |
| England National League | 2023/08/19 14:00 | Southend v Hartlepool | L | 2-3 |
| England National League | 2023/08/15 18:45 | Dorking Wanderers v Southend | L | 2-1 |
| England National League | 2023/08/12 14:00 | Dag & Red v Southend | W | 0-2 |
| England National League | 2023/08/05 14:00 | Southend v Oldham | W | 4-0 |
| Club Friendly List | 2023/07/25 18:30 | Canvey Island v Southend | W | 0-1 |
Away History
| England National League | 2023/09/02 14:00 | Maidenhead Utd v Woking | D | 0-0 |
| England National League | 2023/08/28 14:00 | Kidderminster v Maidenhead Utd | D | 0-0 |
| England National League | 2023/08/26 14:00 | Maidenhead Utd v Oxford City | D | 0-0 |
| England National League | 2023/08/19 14:00 | Maidenhead Utd v Dag & Red | W | 1-0 |
| England National League | 2023/08/15 18:45 | Hartlepool v Maidenhead Utd | L | 3-1 |
| England National League | 2023/08/12 14:00 | Dorking Wanderers v Maidenhead Utd | W | 0-2 |
| England National League | 2023/08/05 14:00 | Maidenhead Utd v AFC Fylde | D | 2-2 |
| Club Friendly List | 2023/07/29 14:00 | Banbury v Maidenhead Utd | L | 1-0 |