15. Round | 07/10/2023 | Woking FC | - | Southend United | 0:2 | ||||
16. Round | 21/10/2023 | Southend United | - | Solihull Moors | 5:0 | ||||
17. Round | 24/10/2023 | Southend United | - | Ebbsfleet United | 3:0 | ||||
18. Round | 28/10/2023 | Boreham Wood | - | Southend United | 1:1 | ||||
19. Round | 11/11/2023 | Altrincham FC | - | Southend United | 2:0 | ||||
22. Round | 25/11/2023 | Gateshead FC | - | Southend United | 1:1 |