| 4. Journée | 03.10.2020 | Crawley Town | - | Southend United | 1:1 | ||||
| 5. Journée | 10.10.2020 | Southend United | - | Exeter City | 2:2 | ||||
| 6. Journée | 17.10.2020 | Southend United | - | Cheltenham Town | 0:2 | ||||
| 7. Journée | 20.10.2020 | Salford City | - | Southend United | 3:0 |  |
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| 8. Journée | 24.10.2020 | Tranmere Rovers | - | Southend United | 2:0 | ||||
| 9. Journée | 27.10.2020 | Southend United | - | Oldham Athletic | 1:2 | ||||
| 10. Journée | 31.10.2020 | Southend United | - | Port Vale FC | 0:2 | |
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| 11. Journée | 03.11.2020 | Bradford City | - | Southend United | 3:0 | ||||
| 12. Journée | 14.11.2020 | Walsall FC | - | Southend United | 0:1 | |
Angleterre