Head to Head
| England - FA Trophy | 2023/02/11 15:00 | Southend v York | W | 0-2 |
| England - National League | 2023/02/04 15:00 | Southend v York | L | 2-0 |
| England - National League | 2022/10/29 14:00 | York v Southend | L | 0-2 |
| England - League 2 | 2015/01/31 15:00 | Southend v York | L | 1-0 |
| England - League 2 | 2014/09/20 14:00 | York v Southend | L | 2-3 |
Home History
| England - National League | 2023/09/09 14:00 | York v Boreham Wood | D | 2-2 |
| England - National League | 2023/09/02 14:00 | Ebbsfleet United v York | L | 4-1 |
| England - National League | 2023/08/28 14:00 | York v Rochdale | L | 1-3 |
| England - National League | 2023/08/26 14:00 | Dorking Wanderers v York | D | 2-2 |
| England - National League | 2023/08/19 14:00 | Aldershot v York | D | 1-1 |
| England - National League | 2023/08/15 18:45 | York v Altrincham | D | 2-2 |
| England - National League | 2023/08/12 14:00 | York v Kidderminster | L | 0-1 |
| England - National League | 2023/08/05 14:00 | Wealdstone v York | L | 2-1 |
Away History
| England - National League | 2023/09/09 11:30 | Halifax v Southend | D | 1-1 |
| 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 | Dagenham & Redbridge v Southend | W | 0-2 |
| England - National League | 2023/08/05 14:00 | Southend v Oldham | W | 4-0 |