Head to Head
| England National League | 2023/09/16 14:00 | York v Southend | L | 3-0 |
| England FA Trophy | 2023/02/11 15:00 | Southend v York | L | 0-2 |
| England National League | 2023/02/04 15:00 | Southend v York | W | 2-0 |
| England National League | 2022/10/29 14:00 | York v Southend | W | 0-2 |
| England League 2 | 2015/01/31 15:00 | Southend v York | W | 1-0 |
| England League 2 | 2014/09/20 14:00 | York v Southend | W | 2-3 |
Home History
| England National League | 2023/11/18 15:00 | Southend v Chesterfield | W | 2-1 |
| England National League | 2023/11/11 15:00 | Altrincham v Southend | L | 2-0 |
| England National League | 2023/10/28 14:00 | Boreham Wood v Southend | D | 1-1 |
| England National League | 2023/10/24 18:45 | Southend v Ebbsfleet United | W | 3-0 |
| England National League | 2023/10/21 14:00 | Southend v Solihull Moors | W | 5-0 |
| England FA Cup Qualification | 2023/10/14 14:00 | Yeovil v Southend | L | 2-0 |
| England National League | 2023/10/07 14:00 | Woking v Southend | W | 0-2 |
| England National League | 2023/10/03 18:45 | Southend v Oxford City | W | 2-0 |
Away History
| England National League | 2023/11/18 15:00 | York v Hartlepool | L | 1-3 |
| England FA Cup | 2023/11/14 19:45 | York v Chester | W | 2-1 |
| England National League | 2023/11/11 15:00 | AFC Fylde v York | W | 0-2 |
| England FA Cup | 2023/11/04 15:00 | Chester v York | D | 0-0 |
| England National League | 2023/10/28 16:30 | York v Halifax | D | 1-1 |
| England National League | 2023/10/24 18:45 | Chesterfield v York | L | 4-0 |
| England National League | 2023/10/21 14:00 | Eastleigh v York | L | 3-1 |
| England FA Cup Qualification | 2023/10/17 18:45 | Needham Market v York | W | 0-1 |