| 1. Round | 06/08/2022 | Southend United | - | Boreham Wood | 0:1 | ||||
| 2. Round | 13/08/2022 | Solihull Moors | - | Southend United | 1:1 | ||||
| 6. Round | 29/08/2022 | Southend United | - | Maidenhead United | 2:0 | ||||
| 7. Round | 03/09/2022 | Southend United | - | Torquay United | 1:2 | ||||
| 9. Round | 13/09/2022 | Chesterfield FC | - | Southend United | 3:2 |  |
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| 12. Round | 01/10/2022 | Southend United | - | Yeovil Town | 1:0 |
England