1. Round | 06/08/2016 | Southend United | - | Gillingham FC | 1:3 | ||||
2. Round | 13/08/2016 | Port Vale FC | - | Southend United | 2:0 | ||||
3. Round | 16/08/2016 | Sheffield United | - | Southend United | 0:3 | ||||
4. Round | 20/08/2016 | Southend United | - | Bristol Rovers | 1:1 | ||||
5. Round | 27/08/2016 | Southend United | - | Fleetwood Town | 0:2 | ||||
6. Round | 03/09/2016 | Bolton Wanderers | - | Southend United | 1:1 | ||||
7. Round | 10/09/2016 | Scunthorpe United | - | Southend United | 4:0 | ||||
8. Round | 17/09/2016 | Southend United | - | Millwall FC | 3:1 | ||||
9. Round | 24/09/2016 | Northampton Town | - | Southend United | 4:0 | ||||
10. Round | 27/09/2016 | Southend United | - | Oxford United | 2:1 | ||||
11. Round | 01/10/2016 | Southend United | - | Peterborough United | 1:1 | ||||
12. Round | 08/10/2016 | Rochdale AFC | - | Southend United | 3:0 |