Home History
| England League 2 | 2020/12/29 19:00 | Leyton Orient v Southend | L | 2-0 |
| England League 2 | 2020/12/26 13:00 | Southend v Colchester | W | 2-0 |
| England League 2 | 2020/12/19 15:00 | Mansfield v Southend | D | 1-1 |
| England League 2 | 2020/12/15 19:45 | Southend v Grimsby | W | 3-1 |
| 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 |
Away History
| England League 2 | 2020/12/29 19:45 | Barrow v Tranmere | D | 1-1 |
| England League 2 | 2020/12/26 15:00 | Port Vale v Barrow | W | 0-2 |
| England League 2 | 2020/12/19 15:00 | Barrow v Cheltenham | W | 3-0 |
| England League 2 | 2020/12/15 19:00 | Scunthorpe v Barrow | L | 2-1 |
| England League 2 | 2020/12/12 15:00 | Crawley Town v Barrow | L | 4-2 |
| England League 2 | 2020/12/05 15:00 | Barrow v Salford City | L | 0-1 |
| England League 2 | 2020/12/01 18:30 | Morecambe v Barrow | L | 1-0 |
| England FA Cup | 2020/11/26 19:45 | Barrow v AFC Wimbledon | L | 2-4 |