Head to Head
| 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 | 2023/02/07 19:45 | Maidenhead Utd v Southend | W | 1-2 |
| England National League | 2023/02/04 15:00 | Southend v York | W | 2-0 |
| England National League | 2023/01/28 15:00 | Southend v Eastleigh | L | 1-3 |
| England FA Trophy | 2023/01/14 15:00 | Southend v Darlington 1883 | W | 2-1 |
| England National League | 2023/01/07 15:00 | Southend v Solihull Moors | W | 3-0 |
| England National League | 2023/01/01 15:00 | Bromley v Southend | D | 0-0 |
| England National League | 2022/12/26 15:00 | Southend v Bromley | L | 0-1 |
| England FA Trophy | 2022/12/20 19:45 | Southend v Boreham Wood | W | 2-0 |
Away History
| England National League | 2023/02/07 19:45 | York v Solihull Moors | L | 2-3 |
| England National League | 2023/02/04 15:00 | Southend v York | L | 2-0 |
| England National League | 2023/01/28 15:00 | York v Maidenhead Utd | L | 1-2 |
| England National League | 2023/01/24 19:45 | Oldham v York | L | 2-0 |
| England FA Trophy | 2023/01/14 15:00 | York v Chelmsford | W | 6-5 |
| England National League | 2023/01/07 15:00 | York v Maidstone Utd | W | 4-1 |
| England National League | 2023/01/02 15:00 | Gateshead v York | D | 2-2 |
| England National League | 2022/12/26 15:00 | York v Gateshead | L | 0-3 |