2. Ronde | 10.08.2019 | Southend United | - | Blackpool FC | 1:3 | ||||
3. Ronde | 17.08.2019 | Lincoln City | - | Southend United | 4:0 | ||||
4. Ronde | 20.08.2019 | Southend United | - | Peterborough United | 0:2 | ||||
5. Ronde | 24.08.2019 | Wycombe Wanderers | - | Southend United | 4:3 | ||||
6. Ronde | 31.08.2019 | Southend United | - | Rochdale AFC | 0:3 | ||||
8. Ronde | 14.09.2019 | Southend United | - | Fleetwood Town | 3:3 | ||||
21. Ronde | 14.12.2019 | Southend United | - | Rotherham United | 2:2 |