| 1. Round | 05/08/2017 | Southend United | - | Blackburn Rovers | 2:1 | ||||
| 2. Round | 12/08/2017 | Rotherham United | - | Southend United | 5:0 | ||||
| 3. Round | 19/08/2017 | Southend United | - | Plymouth Argyle | 1:1 | ||||
| 4. Round | 26/08/2017 | Gillingham FC | - | Southend United | 3:3 |  |
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| 5. Round | 02/09/2017 | Southend United | - | Rochdale AFC | 0:0 | ||||
| 6. Round | 09/09/2017 | Charlton Athletic | - | Southend United | 2:1 | ||||
| 8. Round | 16/09/2017 | Southend United | - | Northampton Town | 2:2 | ||||
| 9. Round | 23/09/2017 | Fleetwood Town | - | Southend United | 2:4 | ||||
| 19. Round | 21/11/2017 | Milton Keynes Dons | - | Southend United | 1:1 | ||||
| 17. Round | 02/12/2017 | Southend United | - | Oldham Athletic | 2:0 | ||||
| 21. Round | 09/12/2017 | Bristol Rovers | - | Southend United | 3:0 | ||||
| 28. Round | 13/01/2018 | Southend United | - | Fleetwood Town | 1:2 |
Scotland