1. Round | 21/08/2021 | King's Lynn | - | Southend United | 0:1 | ||||
2. Round | 28/08/2021 | Southend United | - | Stockport County | 0:1 | ||||
7. Round | 18/09/2021 | Torquay United | - | Southend United | 1:0 | ||||
9. Round | 02/10/2021 | Solihull Moors | - | Southend United | 2:0 | ||||
12. Round | 23/10/2021 | Dagenham & Redbridge | - | Southend United | 3:0 | ||||
14. Round | 30/10/2021 | Boreham Wood | - | Southend United | 1:0 |