| 28. Journée | 12.01.2019 | Southend United | - | Plymouth Argyle | 2:3 |  |
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| 29. Journée | 19.01.2019 | Bradford City | - | Southend United | 0:4 | ||||
| 30. Journée | 26.01.2019 | Southend United | - | Luton Town | 0:1 | ||||
| 31. Journée | 02.02.2019 | Southend United | - | Bristol Rovers | 1:2 | ||||
| 35. Journée | 02.03.2019 | Southend United | - | Barnsley FC | 0:3 | ||||
| 36. Journée | 09.03.2019 | Blackpool FC | - | Southend United | 2:2 | ||||
| 38. Journée | 16.03.2019 | Southend United | - | AFC Wimbledon | 0:1 | ||||
| 39. Journée | 23.03.2019 | Peterborough United | - | Southend United | 2:0 | ||||
| 40. Journée | 30.03.2019 | Southend United | - | Shrewsbury Town | 0:2 | ||||
| 43. Journée | 19.04.2019 | Walsall FC | - | Southend United | 1:1 |
Angleterre