Home History
| England League 2 | 2020/12/12 15:00 | Southend v Scunthorpe | W | 1-0 |
| England League 2 | 2020/12/05 15:00 | Stevenage v Southend | D | 0-0 |
| England League 2 | 2020/11/28 15:00 | Bolton v Southend | L | 3-0 |
| England League 2 | 2020/11/24 19:00 | Southend v Forest Green | L | 0-1 |
| England League 2 | 2020/11/14 15:00 | Walsall v Southend | W | 0-1 |
| England EFL Trophy | 2020/11/10 19:00 | Colchester v Southend | L | 6-1 |
| England FA Cup | 2020/11/07 15:00 | Boreham Wood v Southend | L | 7-6 |
| England League 2 | 2020/11/03 19:00 | Bradford v Southend | L | 3-0 |
Away History
| England League 2 | 2020/12/12 15:00 | Grimsby v Mansfield | D | 1-1 |
| England League 2 | 2020/12/08 19:00 | Grimsby v Newport County | L | 0-2 |
| England League 2 | 2020/12/05 17:30 | Colchester v Grimsby | L | 2-1 |
| England League 2 | 2020/12/01 19:00 | Grimsby v Exeter | L | 1-4 |
| England League 2 | 2020/11/24 19:00 | Crawley Town v Grimsby | W | 1-2 |
| England League 2 | 2020/11/21 15:00 | Tranmere v Grimsby | L | 5-0 |
| England EFL Trophy | 2020/11/17 17:30 | Hull v Grimsby | L | 3-0 |
| England EFL Trophy | 2020/11/10 19:00 | Grimsby v Leicester U21 | L | 1-3 |