1. Round | 21/08/2021 | King's Lynn | - | Southend United | 0:1 | ||||
2. Round | 28/08/2021 | Southend United | - | Stockport County | 0:1 | ||||
4. Round | 04/09/2021 | Southend United | - | Wrexham AFC | 2:2 | ||||
5. Round | 11/09/2021 | Halifax Town | - | Southend United | 3:1 | ||||
6. Round | 14/09/2021 | Southend United | - | Aldershot Town | 2:3 | ||||
7. Round | 18/09/2021 | Torquay United | - | Southend United | 1:0 | ||||
9. Round | 02/10/2021 | Solihull Moors | - | Southend United | 2:0 | ||||
21. Round | 26/12/2021 | Bromley FC | - | Southend United | 1:1 |