Home History
| England League 2 | 2021/05/01 14:00 | Barrow v Southend | W | 1-2 |
| England League 2 | 2021/04/24 14:00 | Southend v Leyton Orient | W | 2-1 |
| England League 2 | 2021/04/20 18:00 | Colchester v Southend | L | 2-0 |
| England League 2 | 2021/04/17 11:30 | Exeter v Southend | D | 0-0 |
| England League 2 | 2021/04/10 14:00 | Southend v Crawley Town | D | 0-0 |
| England League 2 | 2021/04/06 17:30 | Morecambe v Southend | D | 1-1 |
| England League 2 | 2021/04/03 12:00 | Southend v Carlisle | L | 0-2 |
| England League 2 | 2021/03/27 15:00 | Harrogate Town v Southend | W | 0-1 |
Away History
| England National League | 2021/05/03 14:00 | Stockport v Wealdstone | W | 4-0 |
| England National League | 2021/05/01 14:00 | Halifax v Stockport | W | 0-1 |
| England National League | 2021/04/27 18:00 | Kings Lynn Town v Stockport | W | 0-4 |
| England National League | 2021/04/24 14:00 | Boreham Wood v Stockport | W | 0-3 |
| England National League | 2021/04/17 11:30 | Stockport v Maidenhead Utd | D | 2-2 |
| England National League | 2021/04/13 18:00 | Stockport v Kings Lynn Town | W | 4-0 |
| England National League | 2021/04/10 14:00 | Wrexham v Stockport | W | 0-3 |
| England National League | 2021/04/05 16:30 | Stockport v Bromley | D | 0-0 |