| 32. Round | 10/02/2018 | Southend United | - | Wigan Athletic | 3:1 | ||||
| 33. Round | 13/02/2018 | Bury FC | - | Southend United | 0:0 | ||||
| 34. Round | 17/02/2018 | Southend United | - | Portsmouth FC | 3:1 | ||||
| 36. Round | 03/03/2018 | Southend United | - | Walsall FC | 0:3 | ||||
| 37. Round | 10/03/2018 | Southend United | - | Doncaster Rovers | 0:0 | ||||
| 29. Round | 13/03/2018 | Rochdale AFC | - | Southend United | 0:0 | ||||
| 39. Round | 24/03/2018 | Southend United | - | Rotherham United | 2:0 | ||||
| 41. Round | 02/04/2018 | Southend United | - | Gillingham FC | 4:0 | ||||
| 42. Round | 07/04/2018 | Blackburn Rovers | - | Southend United | 1:0 | ||||
| 43. Round | 14/04/2018 | Oxford United | - | Southend United | 2:0 | ||||
| 44. Round | 21/04/2018 | Southend United | - | Milton Keynes Dons | 4:0 | ||||
| 35. Round | 24/04/2018 | Oldham Athletic | - | Southend United | 0:3 | ||||
| 46. Round | 05/05/2018 | Southend United | - | Bristol Rovers | 0:0 |
England
Jamaica