| 10. Jornada | 19.09.2023 | Southend United | - | Maidenhead United | 2:0 | ||||
| 11. Jornada | 23.09.2023 | Southend United | - | AFC Fylde | 1:2 | ||||
| 13. Jornada | 30.09.2023 | Rochdale AFC | - | Southend United | 2:2 | ||||
| 14. Jornada | 03.10.2023 | Southend United | - | Oxford City | 2:0 | ||||
| 15. Jornada | 07.10.2023 | Woking FC | - | Southend United | 0:2 | ||||
| 16. Jornada | 21.10.2023 | Southend United | - | Solihull Moors | 5:0 | ||||
| 17. Jornada | 24.10.2023 | Southend United | - | Ebbsfleet United | 3:0 | ||||
| 18. Jornada | 28.10.2023 | Boreham Wood | - | Southend United | 1:1 | ||||
| 22. Jornada | 25.11.2023 | Gateshead FC | - | Southend United | 1:1 | ||||
| 24. Jornada | 16.12.2023 | Southend United | - | Bromley FC | 1:2 | ||||
| 25. Jornada | 23.12.2023 | Kidderminster Harriers | - | Southend United | 1:2 | ||||
| 26. Jornada | 26.12.2023 | Southend United | - | Barnet FC | 0:2 | ||||
| 27. Jornada | 30.12.2023 | Barnet FC | - | Southend United | 1:0 |  |
Portugal
Santo Tomé y Príncipe