1. Round | 06/08/2022 | Southend United | - | Boreham Wood | 0:1 | ||||
9. Round | 13/09/2022 | Chesterfield FC | - | Southend United | 3:2 | ||||
10. Round | 17/09/2022 | Southend United | - | Wrexham AFC | 0:0 | ||||
11. Round | 24/09/2022 | Wealdstone FC | - | Southend United | 0:1 | ||||
12. Round | 01/10/2022 | Southend United | - | Yeovil Town | 1:0 | ||||
13. Round | 04/10/2022 | Southend United | - | Woking FC | 1:1 | ||||
14. Round | 08/10/2022 | Dagenham & Redbridge | - | Southend United | 1:1 | ||||
15. Round | 22/10/2022 | Southend United | - | Scunthorpe United | 3:0 | ||||
17. Round | 29/10/2022 | York City | - | Southend United | 0:2 | ||||
30. Round | 28/01/2023 | Southend United | - | Eastleigh FC | 1:3 | ||||
29. Round | 07/02/2023 | Maidenhead United | - | Southend United | 1:2 | ||||
33. Round | 18/02/2023 | Southend United | - | Gateshead FC | 1:0 | ||||
34. Round | 21/02/2023 | Notts County | - | Southend United | 4:0 | ||||
35. Round | 25/02/2023 | Torquay United | - | Southend United | 1:2 | ||||
40. Round | 25/03/2023 | Altrincham FC | - | Southend United | 1:0 | ||||
41. Round | 01/04/2023 | Yeovil Town | - | Southend United | 0:2 | ||||
42. Round | 07/04/2023 | Southend United | - | Maidstone United | 2:0 |