18. Round | 15/12/2020 | Southend United | - | Grimsby Town | 3:1 | ||||
19. Round | 19/12/2020 | Mansfield Town | - | Southend United | 1:1 | ||||
20. Round | 26/12/2020 | Southend United | - | Colchester United | 2:0 | ||||
21. Round | 29/12/2020 | Leyton Orient | - | Southend United | 2:0 | ||||
23. Round | 09/01/2021 | Southend United | - | Barrow AFC | 1:0 | ||||
13. Round | 19/01/2021 | Southend United | - | Cambridge United | 1:2 | ||||
25. Round | 23/01/2021 | Southend United | - | Mansfield Town | 0:1 | ||||
22. Round | 09/02/2021 | Newport County | - | Southend United | 0:1 | ||||
33. Round | 02/03/2021 | Cheltenham Town | - | Southend United | 1:0 | ||||
34. Round | 06/03/2021 | Oldham Athletic | - | Southend United | 0:0 | ||||
40. Round | 06/04/2021 | Morecambe FC | - | Southend United | 1:1 | ||||
41. Round | 10/04/2021 | Southend United | - | Crawley Town | 0:0 | ||||
43. Round | 20/04/2021 | Colchester United | - | Southend United | 2:0 | ||||
44. Round | 24/04/2021 | Southend United | - | Leyton Orient | 2:1 | ||||
45. Round | 01/05/2021 | Barrow AFC | - | Southend United | 1:2 | ||||
46. Round | 08/05/2021 | Southend United | - | Newport County | 1:1 |