29. Round | 19/01/2019 | Bradford City | - | Southend United | 0:4 | ||||
30. Round | 26/01/2019 | Southend United | - | Luton Town | 0:1 | ||||
31. Round | 02/02/2019 | Southend United | - | Bristol Rovers | 1:2 | ||||
32. Round | 09/02/2019 | Charlton Athletic | - | Southend United | 1:1 | ||||
27. Round | 12/02/2019 | Doncaster Rovers | - | Southend United | 3:0 | ||||
33. Round | 16/02/2019 | Southend United | - | Portsmouth FC | 3:3 | ||||
34. Round | 23/02/2019 | Accrington Stanley | - | Southend United | 1:1 | ||||
41. Round | 06/04/2019 | Fleetwood Town | - | Southend United | 2:2 | ||||
42. Round | 13/04/2019 | Southend United | - | Wycombe Wanderers | 0:2 | ||||
46. Round | 04/05/2019 | Southend United | - | Sunderland AFC | 2:1 |